key west road trip itinerary

Miami to Key West Road Trip Itinerary | All the Best Stops!

By: Author Adam

Posted on Last updated: 30 April, 2024

This thin strand of pavement skipping along bridges through the Florida Keys is one of the best road trips in the country. If you are thinking about making the drive from Miami to Key West, this Key West drive guide is for you.

The distance from Miami to Key West is a 165 Mile drive and should take you just 3 hours and 20 minutes if you drive to Key West straight without any stops – but then you’d miss one of the greatest American road trips.

We suggest a 2-3 day road trip driving through the Florida Keys to hit most of the best road trip stops, with a few nights to end your Key West drive.

We love this drive and have personally done it eight times, and we’re heading back again this year! We always start our drive to Key West in Miami, but you can easily reverse the guide below if you drive northbound from Key West to Miami.

In this Key West road trip guide, we will share some of our favorite things to do in the Florida Keys and the best stops in the Florida Keys along the Overseas Highway!

• Best Stops on a Miami to Key West Drive
• Our Favorite Places to Stay in the Florida Keys
• Where to Eat on a Key West Road Trip
• Things to do in Key West & Where to Eat
• Miami to Key West FAQ

Using the Mile Markers on the Overseas Highway

The first thing to understand is that most of the attractions on a Miami to Key West road trip are referenced by what Mile Marker they are located near.

At Mile Marker 118, you are officially in the Florida Keys! From here, you are just over 100 miles from Key West, with lots of fun adventures ahead of you.

At the southwestern end of Key West lies the end of the road at Mile Marker 0. Between those mile markers, there are plenty of amazing stop-offs with lots of fun and adventures.

On your drive to Key West, you’ll pass through hundreds of small islands, which are called Keys, that make up the Florida Keys. The Keys are all connected by Highway 1 or “The Overseas Highway.”

Top 20 Best Places to Stop on the Drive from Miami to Key West

Every good road trip needs a destination, but many times, the things to see along the way are what really make the trip, and the drive from Miami to Key West is no different.

The Overseas Highway is full of fun and sometimes quirky stops to break up the drive on the way down to Key West. This great American road trip is full of gorgeous beaches, Florida State Parks, tasty restaurants & breweries, and more.

Here’s a collection of some of our favorite stops that are organized from north to south, as you’d find them on the drive down to Key West, labeled by the nearest mile marker on HWY 1.

If you are driving from Key West to Miami, you’ll start at the bottom and work your way up to Miami.

Many people choose to start their Miami to Key West drive by flying into this vibrant city and renting a car in Miami – but don’t just land and leave Miami.

There are a lot of great sights, beaches, and, of course, amazing restaurants in Miami. If you are starting your Florida Keys drive in Miami, do yourself a favor and spend at least a night one night in Miami.

If you do spend a day or two in Miami, here are some of our favorite things to do in Miami to help plan your ultimate Miami itinerary. If you get a rainy day, check out some of the click here for a list of Miami museums.

We really like to stay at this Miami hotel, the Iberostar Berkeley Shore Hotel . It is in a great location right on Miami Beach, with a nice pool, a beach area with chairs & umbrellas (a big selling point for us), parking, and more.

Another good place to stay in Miami, and where we recently stayed, is this hotel Uma House by Yurbban South Beach . It is located in South Beach, but not right on the beach.

The hotel is new, has a great location, and is an easy walk to South Beach and restaurants. It is a super cute smaller hotel that has room options with separate bedrooms, which are great for families traveling with kids in Miami.

2. Everglades National Park

On your way down to the Florida Keys on Highway 1, a turn-off just south of Florida City will take you into a portion of the Everglades National Park.

In this guide, we will focus more on the Florida Keys portion of the road trip, but if you have more time, Everglades National Park is definitely worth a stop.

Most of the Florida Everglades airboat tour companies don’t leave from Key Largo. Click here for more information on Florida Everglades tours .

Click here for the best Everglades National Park tour – Small group boat, kayak, and walking guided Eco Tour. 

3. John Pennekamp Coral Reef State Park – (Mile Marker 102.5)

This Florida State Park was the first underwater park in the United States and covers about 70 square nautical miles. At John Pennekamp Coral Reef State Park, there are mangrove swamps to kayak and hammocks to lounge in, but the main draw to the park is what lies beneath the surface.

Under the waves, you’ll find beautiful coral reefs, plenty of sea life, and even an underwater sculpture. In addition to the natural wonders, the visitor center also has a 30,000-gallon saltwater aquarium filled with some of the same sea life you’ll find in the state park.

If you have time, this is our favorite snorkel trip in the Florida Keys at John Pennekamp Coral Reef State Park.  A glass bottom boat tour is a must, book this really good, and super cheap boat tour .

Before or after visiting the state park, stop at Alabama Jacks, our favorite tiki bar in Key Largo. If you are looking for another nearby state park, just a few minutes’ drive away is Dagny Johnson Key Largo Hammock Botanical State Park, which is at mile marker 106.

Snorkeling in Key Largo – Best Places to Go

Where to Stay Between Miami and Key West

Most people rush their drive down to Key West, which is deserving of your time, but there are lots of things to see in the Northern and Middle Keys, too.

We suggest staying at least a night or two in the Northern or Middle Keys and, if you have time on your road trip, both.

• Iberostar Berkeley Shore Hotel – Miami
• Kona Kai Resort – Key Largo
• Cheeca Lodge – Isla Morada
• Southernmost Beach Resort – Key West

4. Spiegel Grove Ship Wreck (about 6 miles offshore from Mile Marker 102)

This massive Navy ship sits about 6 miles from the shore of Key Largo and is one of the top dive sites in the Florida Keys.

In 2002, it was intentionally sunk to create an artificial reef and home for marine life. At the time of the sinking, the 512 ft ship was the largest ship ever to be intentionally sunk for use as an artificial reef for scuba diving. It is a must for divers visiting the Florida Keys.

5. Cruise on the Africa Queen (Mile Marker 100)

Movie buffs will surely want to pull over to take a scenic ride through the canals of Key Largo aboard the ship from the movie The African Queen .

This boat, built in 1912 and featured in the 1951 movie starring Humphrey Bogart and Katharine Hepburn, was built in East Africa and worked there building railroads before it became a star.

6. Mile 88 Beach & MM88 Tiki Bar (Mile Marker 88)

Soak in the tiki vibes at Plantation Key’s Mile Marker 88 Beach and Bar. With an unobstructed view to the west, this is also a great spot for sunset and a few sundowners.

If you want to hit some of the best Florida Keys bars , make sure to pull off at Mile Marker 88!

7. Rain Barrel Artisan’s Village & Lobster Statue (Mile Marker 86)

This road trip stop in the Florida Keys is easy to spot, with a statue of a giant lobster named Betsy sitting out front.

Many people stop for a selfie with the lobster and then realize there is a fun artist village here as well.

8. Islamorada Sandbar Island Party (Near Mile Marker 84)

The sandbar located right offshore from Islamorada is the perfect place to spend an afternoon in the Florida Keys!

You’ll find boats parked here just about every day, but on Sundays – this is the place to be.

On the weekends’ hundreds of boats gather for an informal party in the crystal clear waist-deep water! You can charter a boat of the day and enjoy this unique local party.

Join this Waverunner tour, which visits the famous Islamorada Sandbar, mangrove tunnels, go under Whale Harbor Bridge, and more!

Another great option if you are traveling with a group and looking to go on a fun tiki boat. You can rent this Tiki boat for a private 3 hours Islamorada Sandbar Tour .

9. History of Diving Museum (Mile Marker 83)

Whether you are a diving enthusiast or not, the history of Diving Museum should be a part of anyone’s Key West road trip itinerary.

Inside, there is a fascinating collection of diving equipment dating back hundreds of years – and YES, you can even put on an old-school diving helmet!

10. Islamorada Beer Company (Mile Marker 82)

You can’t miss the bright yellow building that make up Islamorada Beer Company and their adjoining distillery. Pull up a seat at the bar and grab a flight of tasty beers from the long list of brews.

Their IPAs were pretty solid, and it was fun to try some of the beers that included regional ingredients and local flare.

Best Bars in Islamorada

11. cheeca lodge & spa (near mile marker 82).

After a long day of driving, nothing works out the kinks like a good massage. Here at Cheeca Lodge , they have one of the best spas in the Florida Keys.

On your way to Key West, indulge in a massage and make time for lunch at the Atlantic Edge restaurant on the property, which offers great views of the sea. If you are looking for a waterfront restaurant in Islamorada , this is a great pick.

12. Florida Keys Brewing Company (Mile Marker 81.5)

You don’t have to go very far between stops on a road trip from Miami to Key West to find fun places to grab a drink.

Also, one in Islamorada is the Florida Keys Brewing Company, which is one of the top breweries in the area. Their bottle cap tiled beer garden and taproom are surely worth pulling over for in your voyage down the Keys.

13. Feed the Tarpon at Robbie’s Restaurant (Mile Marker 77) – One of the Best Stops

One of our favorite stops on our Florida Keys road trip was Robbie’s Restaurant. Where else in the world can you have a 5-foot-long fish jump out of the water to grab a fish from your hand?

Robbie’s is famous for its terrapin feeding, which started after trying to nurse an injured fish back to health. You can buy a bucket of “fish food” to feed the terrapin, but just be careful. These fish are always hungry!

They also make some great food. It is one of our favorite places to eat in Islamorada . They are open for breakfast, lunch, and dinner. We have eaten all three meals here. This is a must-visit stop for us every time we drive to Key West. The food is really good value for the price.

14. Dolphin Research Center (Mile Marker 59)

The Dolphin Research Center provides a forever home for animals that have been recused and rehabilitated but can’t be released back into the wild.

The research center was established in 1984 by Jayne & Armando Rodriguez as a non-profit to provide a habitat for dolphins and educational experiences for visitors.

15. Turtle Hospital (Mile Marker 48.5)

The Turtle Hospital started helping everyone’s favorite sea creatures back in 1986. Since then, they have rehabbed and released more than 1,500 turtles back into the water surrounding the Florida Keys.

On your road trip in the Keys, you can stop in and see the turtles that are currently being treated on one of their 90-minute tours that start on the hour from 9 a.m.-4 p.m. daily.

16. Seven Mile Bridge (Mile Marker 47-40)

One of the most impressive bridges you’ll ever drive across is located on the west end of Marathon in the Middle Keys.

As the name implies, this bridge spans seven miles across the sea, and in some spots, it’s so long and straight you can’t see the end of it.

Here, you’ll also find a walking bridge that was once a railway – it spans this stretch, too. However, in 2019, it’s under construction and not open the entire length.

For some really good views of the Seven Mile Bridge, head to Sunset Grille & Raw Bar in Marathon. This is one of the best restaurants in Marathon and our favorite place to watch the sunset in Marathon.

17. Bahia Honda State Park (Mile Marker 37)

When putting together your Key West drive map, make sure to save an hour or part of the day to explore Bahia Honda State Park. This state park is one of the best state parks in the Florida Keys.

Bahia Honda State Park has some of the best beaches in the Florida Keys. The entire state park is over 500 acres and offers great snorkeling opportunities.

Head to the concession stand for snacks, kayak rentals, and information on their snorkeling tour to Looe Key National Marine Sanctuary. Bahia Honda State Park is less than half an hour’s drive from Marathon.

If you’re driving from Miami to Key West in an RV or campervan, there are three campgrounds at Bahia Honda State Park with a total of 80 campsites.

There are even three cabin rentals at Bahia Honda State Park, but your car must be able to go under the Bahia Honda Bridge with a max height of 6 feet 8 inches.

Reservations for camping at Bahia Honda State Park and cabins are in high demand. Reservations can be made 11 months in advance.

18. No Name Pub (Near Mile Marker 30)

This pub with no name is worth the short detour off of the Overseas Highway near the key that shares the “No Name” name. This place is full of kitsch, with the walls and ceilings covered in dollar bills.

It’s one of those old-time places that they just don’t make anymore. If this sounds like your kind of place, be sure to build it into your road trip itinerary for a drink or a bite to eat.

Renting a Car in Florida

Some people drive their own car from their hometown all the way to Key Wet. Some people rent a car in Miami and drive from Miami to Key West. Some people rent a car in Key West and drive to Miami.

We have taken several Florida road trips, driving from Wisconsin down to Key West. We also rented a car in Miami and then started our Key West drive from there, and then flew home from Key West. There is no right or wrong way.

We use this car rental company when renting a car in Florida. They have the best prices, free cancellation, and no hidden costs.

We have found that it is best to fly into Miami, rent a car in Miami , drive from Miami to Key West, and fly home from Key West.

If time is not a problem, it is cheaper to return the rental car to Miami, and flights from Miami are almost always cheaper than flying out of Key West airport.

Where to Eat in the Upper & Middle Keys

Sol by the sea.

Fine dining with unobstructed sunset views in Key Largo at the Playa Largo Resort & Spa. It’s an excellent place for a special dinner or to celebrate being in the Keys! Many of the dishes here take hints of Caribbean Influences.

Mrs. Mac’s

An upper keys icon serving up classic dishes with an easy-going flare that made the Keys what they are. This place is a must for breakfast or brunch before continuing your Key West Road Trip.

It is one of the best restaurants in Key Largo for sure.

Atlantic’s Edge

Located at the Cheeca Lodge, Atlantic’s Edge is the perfect place for lunch or dinner with fantastic ocean views. We highly suggest the fresh fish tacos and salad if you are looking for a lighter lunch.

Chef Michaels

Chef Michaels is one of the best upscale restaurants in the Upper Keys and Islamorada’s top restaurants . If you can get a reservation, we highly recommend it. They are known for their fresh seafood and steaks at Chef Michales.

Hungry Tarpon Restaurant

The Hungry Tarpon Restaurant is located at the famous Robbies of Islamorada for feeding the tarpon. It’s a great place to grab a bite to eat or drink before or after feeding the tarpon.

We stopped in for breakfast in Islamorada . Portions are large, the food is tasty, and it’s a great value.

The Lower Keys

As you make your way further south, the Keys become less populated and more natural until you get to the final few islands, like Key West.

While there may not be as many pull-offs with signposts, there are still many natural places to explore in this more rugged and wild stretch of the Florida Keys.

Keep your eye out for nice beaches like Bahia Honda and many places to put a kayak in the water.

Best Things To Do In Key West On A Road Trip

Once you reach Key West, you’ll have enough things to do to fill a few days and then some.

We compiled a Key West itinerary and a shortlist of our favorite things to do in Key West to help you make the most of your next road trip.

Sunset Sail in Key West

One of the best things to do after a journey down the Florida Keys is to sit back and let someone else do the driving or sailing rather aborad a sunset catamaran cruise.

We sailed on this sunset sail with a full bar and live music with Sebago Watersports , and we highly recommend them. Sit back, enjoy a nice cold beverage, and watch sun set over the Gulf of Mexico.

Explore Duval Street at Night (and Day)

Duval Street is to Key West, as Bourbon Street is to New Orleans. While only slightly tamer (certain festivals excluded), Duval Street has a reputation for great Key West nightlife .

Just about any night of the year, you can find great live music, fun, and entertainment. The weekends are when the real parties are, while regional visitors are also coming down to partake in the parties.

If it is your first time in Key West, we suggest joining this Key West Pub Crawl . It will give you the lay of the land and include five drinks, and you’ll probably make a few friends to join you out later that night.

However, this doesn’t mean there isn’t anything to see on Duval Street while the sun is out. This historic street is home to a number of great art galleries, shops, and attractions – plus, you’re on vacation, and the bars are open during the day too!

Related Article: Things to do in Key Largo

Kayaking with Lazy Dog

We went on this Key West Mangrove Kaying tour with Lazy Dog . In our opinion, it was one of our favorite tours in Key West.

Grab a paddle and head out into the mangroves kayaking. You can rent kayaks here or take a guided kayak tour, which will bring you to the beautiful backwaters of Key West.

On one of their tours, you’ll paddle through mangrove creeks with blueish-green water, at some points only a few inches deep.

You’ll have a chance to spot all sorts of wildlife above and below the surface. Nurse sharks, jellyfish, and sea birds are frequently seen while kayaking in the lower keys. As a bonus, on some tours, you can even bring your dog!

Hemingway House

The world-renowned author Ernest Hemingway called Key West home for most of the 1930s. During his time in the Keys, his most successful books were published.

While in Key West, you can visit the home he shared with his wife of the time, Pauline. The Hemingways no longer live here, but descendants of Hemmingway’s 6-toed cats can still be found in the house and garden.

You can join this Hemingway Food and Walking tour . It starts outside the Hemingway House (it does not go inside the house, so you’ll have to do that on your own).

The tour follows in Hemingway’s footsteps, giving you a glimpse of his life and the history of Key West.

Stop in for a Drink at Sloppy Joe’s

A Key West trip would not be complete without a stop at Sloppy Joe’s! It is always busy, but the service is good and efficient.

It was made famous by one of Key West’s most memorable residents, Ernest Hemmingway, who frequented the bar and allegedly had a hand in naming the place.

Today, you won’t find Hemmingway, but you will find a big, open, lively bar with live music and food.

However, if you visit in July, you might see Hemmingway or at least a really good doppelganger at the annual Hemmingway Lookalike contest held at Sloppy Joe’s.

If you join the Hemingway Food and Walking tour , you will visit Sloppy Joe’s, as it is an important stop.

They are also super child friendly. On our second Key West trip, our son was one, and on our last trip to Key West, we had a three-year-old and one-year-old!

Another Key West travel tip – Sloppy Joe’s serves really good virgin drinks! I was pregnant on our first Key West road trip, and it was a nice, tasty surprise to see on their menu.

Key Lime Pie at Kermit’s

While every storefront from Mile Marker 118 to the furthest piers in Key West all claim to have the best Key Lime Pie , Kermit’s is the real deal.

Don’t miss this Key West institution on your Key West road trip! For a mid-day snack, be sure to grab a chocolate-dipped frozen slice of Key Lime pie on a stick. YES – it’s as good as it sounds.

Smathers Beach

This deep sandy beach located on the southern shoreline of Key West is arguably the best beach on the island .

Despite its stunning white sand, it’s not bursting at the seams with visitors. During most times of the year, you’ll have no problem finding a spot to lay your beach towel.

Southernmost Point Marker

This painted concrete buoy is a popular photo spot marking the piece of land furthest south in the Continental United States. From here, it’s said to be a short 90 miles to Cuba.

Snapping a selfie at the Southernmost Point Marker is a must on a Florida Keys road trip. A little Key West travel tip – go early!

The line to get your photo gets super long. If you go before 9 a.m., there are very few tourists waiting. This way, you can take a few photos.

Dolphin Watch and Snorkel with Honest Eco on their Electric Boat

Set sail with Key West’s first electric catamaran for a truly memorable eco-friendly experience with local wildlife.

Dolphins are regularly spotted in the water just offshore of Key West, and the snorkeling is good with clear waters.

This is the exact boat trip we took with Honest Eco. Check rates here .

Mile Marker Zero

This spot here ceremoniously marks the end of your Miami to Key West drive. This is the end of the road – Mile Marker Zero.

There are two signs, one on each side of the road – one for the end of the road and one for the beginning.

We suggest joining this guided bicycle tour of Old Town Key West , as it visits several of the stops on this list and more, including Mile Marker Zero.

Romantic Dinner at Latitudes on Sunset Key

Finish off any good road trip in style with dinner at Latitudes, voted one of the most romantic dinner spots in the country.

If you want a table at Latitudes for sunset, you need to make reservations as soon as you start planning your road trip.

Dinner tables are booked months in advance. If you have less time, you can also dine here for lunch. You won’t get the full effect without the sunset, but there is still some great food.

Where to Eat in Key West

There’s no shortage of great food in Key West. We were really surprised at all the good food we had while visiting – we didn’t have a plate that we weren’t impressed with.

In a city full of top-notch restaurants, it can be hard to pick where to go. Make sure to indulge in some fresh fish too. Here are some of our favorite places with the best seafood in Key West.

Here’s a list of some of our favorite restaurants in Key West and standout meals from our recent trip to Key West. Make sure to check out our complete best restaurants in Key West article.

Cafe Marquesa

Our favorite meal in Key West was at Cafe Marquesa. We enjoyed everything we had. Their menu often changes as everything is fresh. We highly recommend the shrimp & grits appetizer and beignets as a dessert.

The restaurant is one of Zagat’s highest-rated restaurants in Key West. The chef, Graham Dailey, has been on Iron Chef and trained under Anthony Bourdain. If you are putting together a Key West map with foodie destinations, Cafe Marquesa should be on it.

Matt’s Stock Island

If you love brunch, you have to go to Matt’s Stock Island for their Sunday brunch. Every Sunday from 10:30 a.m. to 2 p.m., the brunch includes three buffets (including a raw bar), unlimited small plates, and bottomless Bloody Marys and Mimosas.

We dined for dinner one evening as we weren’t in town on a Sunday morning. We started our meal with crab beignets, scallops, and bacon, and each got today’s catch blackened. Make sure to save room for dessert, too. The Tahitian Vanilla Ice Cream Sammich is where it’s at!

Kermit Key Lime Pie shop

In addition to the pies, Kermit’s is a local’s favorite lunch spot. On the menu are nice wraps and awesome fries for reasonable prices.

Of course, save room for pie—leaving without trying a slice of Key Lime Pie would be a sin!

Latitudes at Sunset Key

If you only have one splurge meal, it should probably be Latitudes out on Sunset Key, and it should be dinner at sunset. If you are looking for one of the best waterfront restaurants in Key West this is it!

As the name of the island suggests, the sunsets here are pretty amazing and make for a special night. Make your reservations well in advance.

Cuban Coffee Queen

Start your day off right with a cup of classic Cuban coffee. This tasty little shop has two locations, one downtown and another by the waterfront.

In addition to coffee, the Cuban Coffee Queen serves up smoothies, Cuban-inspired sandwiches, breakfast favorites, and even desserts. Don’t miss the giant Key West postcard painted on the side of their waterfront location.

If you are looking for a more filling meal, make sure to check out our best Cuban food in Key West article . There are tons of great Cuban restaurants in Key West.

Miami to Key West Road Trip FAQ

Q: what is the distance from miami, and how long does it take to drive from miami to key west, florida.

A: There are 165 miles between Miami and Key West, and if you drove it straight, the Key West drive time would take a little over 3 hours.

However, with all the coolest stops between Miami and Key West, you should really plan on 2-3 days for a proper Key West road trip.

This will give you enough time to stop and visit some state parks, Key Largo, Islamorada, John Pennekamp Coral Reef State Park, the Everglades, Bahia State Park, and many more Key West drive highlights to experience the Florida Keys truly.

Q: How is the drive from Miami to Key West? Is it Worth it?

A: YES, it is one of the most scenic drives! Stop thinking about a Miami to Key West road trip and start planning. Keep reading to see all of the best stops between Miami and Key West along the route.

Q: Is it safe to drive from Miami to Key West?

A: Yes, the road from Miami to Key West is a popular drive with tourists and is very safe. You will mainly drive on the Overseas Highway (US Route 1), which goes from Key Largo to Key West.

Drive safely, take your time, and get ready for an epic road trip!

Depending on where in Miami you start your journey, it can take one hour to two hours to drive to Key Largo. Once in Key Largo, you will get on the Overseas Highway.

This part of the Key West drive is a straight shot. There is only one road to Key West. You literally can’t get lost.

Q:) How many bridges are the drive to Key West?

There are 42 bridges along the drive to Key West.

The most famous bridge in the Florida Keys is the Seven Mile Bridge, which is located just outside of Marathon. Seven Mile Bridge is seven miles long and connects Knight’s Key to Little Duck Key.

Q:) How many Keys are in the Florida Keys?

A:) There are over 800 keys that make up the Florida Keys that stretch over 180 miles. The longest key is Key Largo.

Q:) Driving Miami to Key West – When is the Best Time?

A:) There honestly isn’t a bad time. Driving to Key on the weekdays will result in fewer cars on the road and traffic.

If you are starting in Miami, make sure to check the traffic in Miami. We have always found leaving Miami early in the morning was better.

Once you are out of Miami and by Homestead/Florida City, traffic isn’t an issue. If you leave Miami before 8 a.m., there is a Starbucks in Florida City that you will be driving right by if you need some caffeine. It is about an hour’s drive from Miami to Florida City.

Q:) When is Hurricane Season in Key West and the Florida Keys?

A:) Technically, the Atlantic hurricane season runs from June 1 and ends November 30 every year.

Typically, hurricanes in Key West and the Florida Keys are more common from mid-August until mid-October. Remember, Florida is the hurricane capital of the United States.

The Miami to Key West drive is one of the coolest Florida road trips. 

Key west drive overview.

We hope our ultimate driving guide to Key West Florida has inspired you to take a Florida road trip. A Florida trip is always a great idea. We always have a great time in Southern Florida!

The  beaches in Florida  are a good portion of why we keep coming back time and time again.

If you have any Key West questions for us leave a comment below! If you have any Key West travel tips to share with us let us know!

Top 17 Things To Do in Key Largo Florida

Driving from Miami to Key West? Make sure to stop in Key Largo! There are tons of things to do in Key Largo you won’t want to miss.

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Panama City Beach is the perfect beach vacation. With its gorgeous beaches, diving, state parks, and more things to do in Panama City Beach.

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With an average of 271 sunny days a year there isn’t a bad time to visit Fort Myers. The white sandy beaches are gorgeous, ton of things to do in Fort Myers, tasty restaurants, and much more to offer.

Don’t Forget to Pin Me for later!

Thursday 2nd of March 2023

Years ago I drove thru the Keys stopping in different spots and was on cloud 9 all day. It was one of the best days on earth so far for me and I am 63 now. You feel so free!!!

Hannah Lukaszewicz

Friday 24th of March 2023

The Keys def are cloud 9! You should come to do the drive again!!

Wednesday 11th of January 2023

Do you have a suggestion as to where to stay in Key West?

Friday 5th of January 2024

Right in Key West, we stayed at the Southern Most Resort and it was a great location. We walked most places and if needed took a cheap Uber.

Saturday 26th of November 2022

Thank you for this article. Trying some of these locations on our road trip to key west and can not wait!

Tuesday 1st of November 2022

Great article! I am planing a Miami to Keys roundtrip drive in March, I love many of the idea written here.

Friday 18th of March 2022

This information was fantastic! I have made my list and we are going on our trip soon. This was all so perfect. Now making the hotel reservations and cant wait for the food! I have stars by some of the places that I for sure dont want to miss. Thanks for the valuable info.

The Ultimate Miami To Key West Road Trip Itinerary (2024 Guide)

• Last Updated: February 3, 2024

Plan the perfect Miami to Key West road trip that includes incredible national parks, Florida wildlife and the best of the Florida Keys!

Miami and Key West are two of the hottest places to travel to. Raging with parties on one end and thriving with long stretches of sandy beaches and blue waters on the other, these two cities are well-known as the top vacation spots in Florida , full of fun and sun to soak in. 

Combining these alluring travel destinations, this Miami to Key West road trip adds flavor and spice with stops at unique and sought-out attractions, such as Everglades National Park and National Key Deer Refuge.

After experiencing Miami ’s intoxicating Cuban culture, world-class art galleries, upscale shopping, and boisterous party beaches, it’s time to hit the road and drive along the eye-catching seven-mile bridge that helps to connect the upper and middle Keys to the lower Keys.

You’ll end up in the iconic city of Key West , where you can easily spend a few days soaking in all the natural beauty and culture here.

Get ready for the time of your life on an unrivaled adventure heading to the stunning island city of Key West, where the water strikes you with its beauty and the Key lime pie is the freshest you’ve ever tasted!

Table of Contents

Where to Start Your Miami to Key West Road Trip

The best time of year for the miami to key west drive, how long is this road trip, coral castle snack bar & coffee shop, biscayne national park, everglades national park, john pennekamp coral reef state park, key largo, history of diving museum, florida keys brewing company , indian key historic state park, lignumvitae key botanical state park, dolphin research center, curry hammock state park , florida keys aquarium encounters, turtle hospital , bahia honda state park , national key deer refuge, planning your miami to key west road trip.

Our Miami to the Florida Keys road trip itinerary perfectly curates the top points of interest along the way for a more fluid drive without unnecessary detours.

We save you the hassle of finding what attractions to see along the way so that you can have the Miami to Key West road trip of a lifetime.

Check out our 3 days in Miami itinerary so you know what to do in the city before you hit the road!

We’re starting this Miami to Key West road trip in Miami before heading through some national parks and continuing along the south coast for a few hours or days while you soak in all the attractions.

Then, as you travel along the famous Seven Mile Bridge, you’ll pass the Upper Florida Keys and continue to the Middle and Lower Keys. You’ll pass various mile markers on your way down to Key West, which can be helpful for keeping track of your travels.

If you don’t have your own car, be sure to rent one! It’s the best way to do this road trip, as tours and public transport don’t allow you the freedom and flexibility to explore all the cool stops.

The best way to get around is to rent a car and explore on your own! We recommend Rental Cars , which has the largest range of vehicles for the best value on the market.

Spring is the best time of year to head out on a Miami to Key West drive. Away from peak tourist season, you can find better travel accommodation pricing while avoiding large crowds for the best Key West road trip.

Alternatively, fall is also a great time as the weather cools and summer crowds subside. If you’re planning to travel to South Florida during fall, keep in mind that hurricane season stretches until the end of November.

Summer can be hot and busy. And during the milder winter months, you can expect a lot of “snowbirds” to take up much of the accommodations.

Without stops, the Miami to Key West drive time is a little under three and a half hours. With these recommended stops for this road trip, we recommend taking a few days to experience these unique attractions.

This southern Florida road trip is entirely customizable, so if you’re running short on time, you can easily skip a stop or two to head straight to the next one.

You can fly directly into Key West International Airport, but a road trip to Key West is much more rewarding because there is so much to see and do on the way!

Read Next: Be sure to read our post on all of the best day trips from Miami .

Miami to Key West Road Trip Itinerary

The famous Florida city of Miami exudes a rich Cuban influence paired with its long stretches of beaches. Spring breakers flock to Miami Beach to party the vacation away on the sandy shores of Miami’s shoreline. 

The nightlife in Miami is notorious for its vibrant and boisterous nature, hosting top performers such as Nicki Minaj, Skrillex and Drake.

Celebrities flock to Miami to party the day and night away alongside everyone else, having welcomed big names like Leonardo di Caprio, George Clooney, and Kim Kardashian, so don’t be surprised if you see one of your favorite celebrities while in Miami! 

Though its nightlife is notorious, Miami is more than parties and beaches. The city is rich with activities that please various tastes.

For example, the Vizcaya Museum & Gardens is a National Historic Landmark that dates back to its foundation in 1916. You can also explore the Cuban neighborhood of Little Havana, or tour various art museums.

Other top things to do in Miami:

• Vizcaya Museum & Gardens
• Wynwood Walls
• Bayside Marketplace
• Bayfront Park
• South Beach

Find even more of the best things to do in Miami here .

A unique stop along this drive from Miami to Key West, Coral Castle Snack Bar & Coffee Shop features furniture and items constructed from coral rock. Walking through the grounds, visitors will find a piece of coral rock shaped into the form of the state of Florida.

There’s also a sundial and dual-chambered well. But, more eye-catching than these pieces is what the shop is named after – the massive coral rock castle!

The castle weighs 1,100 tons. It was finished in 1941 by one dedicated man who immigrated to the United States from Latvia.

The man, Edward Leedskalnin, is said to have only used simple tools like wedges and chisels to construct the impressive structure and the many others made from coral rock open for viewing on the grounds.  

While observing these outstanding pieces of work by Leedskahlnin, visitors can stop by Coral Castle Snack Bar & Coffee Shop for a refresher. The bar and coffee shop sells handhelds like tuna salad sandwiches, hamburgers, and Caprese sandwiches with views of the coral rock creations to savor while you eat. 

Other top things to do in the area:

• Knaus Berry Farm
• Homestead Miami Speedway
• Fruit & Spice Park
• R. F. Orchids
• Robert Is Here

Protecting nature and history, Biscayne National Park is a jewel that should not be overlooked on a Miami to Key West road trip!

The largest marine sanctuary in the National Parks System, the park preserves 10,000 years of human history, from the time of prehistoric tribes to that of shipwrecks of explorers scouring for land and gold.

The park is a sight for sore eyes with its shocking blue waters, prosperous coral reefs, and greenery-rich islands. 

People travel from all over to dip in Biscayne National Park’s waters, where its marine life ecosystems are flooded with vibrant tropical fish and coral reefs.

From fishing, snorkeling, kayaking, and swimming, it’s common to find people hitting the water in Biscayne National Park for a fresh day out in the water for chances to see manatees, dolphins, and sea turtles! 

Within the grounds of Biscayne National Park is the Boca Chita Key. On the key is the iconic historic lighthouse that many people launch off from to go snorkeling in the clear blue waters of the park.

Offshore from Boca Chita Key is the third largest coral reef in the world, with exotic marine species like parrot fish and blue neon gobies swimming about. 

• Crandon Park
• Historic Virginia Key Beach Park
• Bill Baggs Cape Florida State Park
• Deering Estate

For many reasons, the Everglades National Park is one of the most well-known parks in the United States, which of course, makes it an unquestionable stop on our Miami to Key West drive.

It is the largest wilderness east of the Mississippi River and the largest tropical wilderness in the nation.

It protects endangered species such as the American crocodile, the Florida panther, and the manatee. It is also the only place on the planet where crocodiles and alligators coexist peacefully.

As one of the largest wetlands on the planet, the Everglades National Park surprisingly used to be bigger. It used to provide drinking water for over 7 million Floridians.

The park welcomes visitors to enjoy its lush environment with outdoor recreational opportunities like hiking, fishing, bird watching, and camping. Like this airboat tour and wildlife show, boat tours are an exceptional opportunity to travel to Everglades National Park by water to see crocodiles, alligators, and turtles.

This tour, in particular, treats tourgoers with specialty alligator sausage and alligator tail and a show of alligator wrestling techniques used by Native Americans. 

• Big Cypress National Preserve
• Miccosukee Indian Village
• Museum of The Everglades

Exploring more of Southern Florida? Check out our list of the best things to do in Fort Lauderdale !

After touring the Everglades, drive along the Overseas Highway until you leave the mainland and enter Key Largo . Here you’ll find your next stop on the route to Key West!

The country’s first undersea park, John Pennekamp Coral Reef State Park , was founded in Key Largo in 1963, adjacent to the Florida Keys National Marine Sanctuary. A highly recommended stop along the Miami to Key West drive, this park in Key Largo is a place of history and beauty.

Part of the National Register of Historic Places, the park’s creation was designed to protect the only living coral reef in the United States.

The park’s namesake is dedicated to Miami newspaper editor John D. Pennekamp. He contributed significantly to the founding of the Everglades National Park and the up-and-coming John Pennekamp Coral Reef State Park.

This top Key Largo attraction is home to mangrove swamps, tropical hammocks, shore birds, damselfish, barracudas, anemones, and many more marine life species. Key Largo is the dive capital of the world, so do your best to spend some time underwater!

There are recreational opportunities for park visitors to see these vibrant species up close and personal by joining a glass-bottom boat tour, kayaking , canoeing, scuba diving, or snorkeling. Either way, opportunity awaits for all to explore the underwater rainforest of John Pennekamp Coral Reef State Park!

Other top things to do in the Key Largo area:

• Rowell’s Waterfront Park
• Dagny Johnson Key Largo Hammock Botanical State Park
• Crocodile Lake National Wildlife Refuge

Committed to sharing the stories and impact of diving, the History of Diving Museum showcases its collections and interpretations of artifacts related to diving. It is a unique gem to stop at on the Overseas Highway on your Miami to Key West drive.

The museum shares the history of underwater exploration that has influenced history worldwide. The museum has a special dedication to the local diving history of the Florida Keys and South Florida. 

The History of Diving Museum’s exhibits feature photographs, antiques, documents, oral history, books, and many more intriguing items detailing the extensive history and foundation of diving.

This includes subjects such as freediving, treasure hunting, and marine biology that utilize diving to break through the water barrier to reach the underwater world’s treasure trove. 

• Lorelei Restaurant & Cabana Bar
• Keys History & Discovery Center
• Theater of The Sea
• Islamorada Brewery & Distillery

Want to explore more of the Sunshine State by car? Here is a 2 Week Florida Road Trip Itinerary that might inspire you!

A trendy microbrewery in the Upper Keys, the Florida Keys Brewing Company exudes an alluring tropical ambiance while serving fresh local brews. It’s one of the best places to check out on the Overseas Highway as you head to Key West.

The brewery is a refreshing taste of the local vibes and brews in the Morada Ways Arts and Cultural District.

Tours are available of the brewery, along with tastings of a flight of Florida Keys Brewing Company’s brews made and canned 100% locally. Grab a growler of your favorite Florida Keys Brewing Company beer or go big and buy a keg! 

Settle down with a fresh brew in the Beer Garden. Lay back, relax in one of the chairs, and play a game of giant Jenga or cornhole. And make sure to check the schedule as Florida Keys Brewing Company hosts live music that can be enjoyed in the Beer Garden.

The Indian Key Historic State Park is an island once an integrated town in the 19th century. The island was the first county seat for Dade County in 1836.

Today, the Indian Key is an abandoned ghost town with only remaining leftover ruins and structures. When traveling from Miami to Key West, this park is a hot attraction to hit up.

During its active days, Indian Key was where a running business salvaged cargo from shipwrecks that banked in the Florida Keys.

In 1840, Indian Key was attacked by Indians, and many of the town’s structures were destroyed except one building. This ended up in the island being abandoned. 

At present, Indian Key Historic State Park is a fun outdoor recreational spot people love to hang out. Anglers test their luck for local catches like Spanish mackerel, tarpon, and bonefish.

The island is accessible by kayak or canoe, with opportunities to see sea turtles and dolphins. Once you reach the island, picnicking, hiking, and snorkeling are all other popular activities to consider while visiting Indian Key Historic State Park.

Then head back to the Overseas Highway and continue driving south on your Florida Keys road trip!

• Robbie’s of Islamorada
• Blond Giraffe Key Lime Pie Factory
• Crane Point Hammock
• Islamorada Wine Co.

Accessed exclusively by tour or private boat, Lignumvitae Key Botanical State Park is nestled on Lignumvitae Key.

The tropical island is flooded with thriving virgin tropical hardwood hammocks as turquoise waters gently crash against its shores. It is a captivating stop on a road trip from Miami to Key West.

The virgin tropical hardwood hammock was common in most of the Upper Keys of Florida, but that is no longer the case. Now, people can view these plants in Lignumvitae Key Botanical State Park, where they prosper and grow widely. 

The backstory of Lignumvitae Key lands with a Miami chemist, William J. Matheson. The chemist purchased the island in 1919, establishing a caretaker’s home, a windmill for electricity, and a cistern for rainwater.

Today, the island acts as Lignumvitae Key Botanical State Park, with self-guided tours available to explore the secluded island. 

Read next: 24 Exciting Things To Do In Orlando, Florida

A nonprofit education and research facility in Key West, the Dolphin Research Center’s mission is to protect, rehabilitate, and research marine mammals. 

With a prime focus on dolphins, the Dolphin Research Center also rescues and rehabilitates other marine animals, including whales and sea lions. The center uses its experiences in rescuing these unique species to assist marine mammals in distress better.

The Dolphin Research Center’s dedication has extended to the licensed approval of the Federal Government needed for the center’s go-ahead to assist endangered manatees in need of help. 

Admission to the Dolphin Research Center allows visitors to see these marine mammals up close and personal. There’s also a fun chance to swim in a safe and educational environment with the dolphins.

• Keys Cable Park
• Keys Fisheries
• Cabana Club

The largest undeveloped piece of land between Big Pine Key and Key Largo, Curry Hammock State Park , is a magnificent sight.

Curry Hammock State Park’s sanctuary is home to many avian species, native and migratory, like the peregrine falcon. Finding solace in the warmth of the park is a frequent activity for locals and tourists alike in this little tropical paradise. 

Kiteboarders come on windy days to show off their skills, while kayakers and canoers adventure the waters on calmer days.

Curry Hammock State Park has a campground for visitors to stay. Either way, visitors can savor easy access to its swimming and paddle through the beautiful waters and scenic hiking trails on land. 

Other top things to do in this area of Key West:

• Sombrero Beach
• Coco Plum Beach

Another excellent stop on the drive from Miami to Key West is the Florida Keys Aquarium Encounters , which features unique exhibits in an educational environment designed to inspire and teach others about the importance of conservation. 

With admission to Florida Keys Aquarium Encounters, visitors can add on one encounter. There are three popular encounters many visitors choose from.

During the Big Shark Bay Encounter, visitors can feed and interact with adult nurse sharks with a chance to assist a marine biologist in a shark training session! 

On the Stingray Cove Encounter, visitors can immerse themselves in the water alongside friendly stingrays and hand feed these water gliders.

The Coral Reef Snorkel Encounter is one of the most popular, where visitors can snorkel or dive in a coral reef tank alongside sharks, fish, and stingrays. 

• Island Fish Company
• Curly’s Coffee & Marina
• Marathon Lady Party Boats

Planning to explore the north of Florida? Check out our list of things to do in St. Augustine .

Just 10 minutes down the Overseas Highway toward Key West is a sea turtle rehabilitation and rescue center that has done wonders in its commitment to rehabilitating injured turtles. Once the Turtle Hospita l rehabs the injured sea turtles, they are returned to their natural habitat. 

The Turtle Hospital uses outreach programs and local school visitations to educate others on the importance of sea turtle conservation.

The hospital researches how to protect turtles better and works toward bettering environmental legislation to protect turtles from further environmental safety concerns. 

Guided educational tours of the Turtle Hospital are provided to learn more about the facilities and rehabilitation area for turtles. A presentation is given on turtles before visitors get a behind-the-scenes look at where the sea turtles are rehabilitated. 

• TJ’s Tiki Bar

A must-stop along this Florida Keys road trip, Bahia Honda State Park is located on Bahia Honda, an island in the lower Florida Keys.

The park is a top-rated attraction when driving from Miami to Key West. On weekends and holidays, arriving early is highly recommended, as the park will close when maximum capacity is reached. 

Surrounded by the iconic clear blue waters and sandy beaches of the Florida Keys, Bahia Honda State Park is a paradise of breathtaking sunsets, salty breezes, and sun-touched kisses. 

The old railroad bridge in the park was the act of Henry Flagler, who made it his mission to bring the railroad to the Florida Keys.

The mission was a success until a hurricane eventually destroyed the railroad. It then served as an overseas highway but now stands as an iconic landmark, especially the old seven-mile bridge that stretches out stubbornly across the waters next to the newer seven-mile bridge.

From lazing in the sun at Sandspur Beach to swimming in the shocking blue waters and trying water sports, Bahia Honda State Park is a stop worth taking on this road trip from Miami to Key West. 

• Calusa Beach & Loggerhead Beach
• Sandspur Beach
• Little Duck Key

Endemic to the lower Florida Keys, the Key deer are an endangered subspecies of white-tailed deer. The National Key Deer Refuge in Big Pine Key protects this endangered species as a national interest of preservation. 

The refuge is a sanctuary for more than the rare and endangered Key deer. Here you can find mangrove forests, tropical hardwood hammocks, pine rockland forests, salt marsh wetlands, and freshwater wetlands. Within this refuge are over 20 threatened and endangered animal and plant species. 

Guests are welcome to visit the refuge on their Florida Keys road trip to experience the beauty of these rare species and habitats.

However, we recommend first stopping at the Nature Center for a tour through educational exhibits and other features, including a mangrove aquarium and a Key deer story exhibit.

• Big Pine Key Flea Market
• Big Pine Key Park
• Artists In Paradise Gallery
• Grimal Grove

You’re almost in Key West! Here is our list of the 20 best things to do when you get there.

You’re at the end of your epic Florida Keys drive! The home of the world’s third-largest barrier coral reef, Key West , is full of notoriety, natural beauty, and the best Key lime pie ever tasted.

To visit Key West is to be welcomed by rejuvenation and creativity. For years, writers and artists have flocked to Key West for inspiration—some big names, including Ernest Hemingway, Robert Frost, and Tennesse Williams. 

The lowest record temperature in Key West is 41°F, recorded in 1981. This feature, of course, is a sought-out aspect of many wishing to escape the harsh winter months in colder areas. It’s also why Key West is a perfect year-round paradise to visit.

On this dolphin-watching and snorkeling eco-cruise tour , you can watch bottlenose dolphins in their natural habitat and snorkel in the striking blue waters for an underwater adventure.

Also while visiting Key West, stop by the iconic Southernmost Point Buoy to snap a photo at the bottom of the continental United States!

Nature lovers can also go snorkeling in the stunning Dry Tortugas National Park, and those looking for a bit of culture and shop and sightsee on Duval Street.

There are so many incredible things to do in Key West, so enjoy your time here!

• Dry Tortugas National Park
• Loggerhead Key Lighthouse
• Duval Street
• Fort Zachary Taylor Historic State Park
• The Hemingway Home & Museum
• Southernmost Point Buoy
• Key West Lighthouse

DISCLAIMER: Some of the links in this article are affiliate links, which means if you book accommodation, tours or buy a product, we will receive a small commission at no extra cost to you. These commissions help us keep creating more free travel content to help people plan their holidays and adventures. We only recommend the best accommodations, tours and products that ourselves or our fantastic editorial team have personally experienced, and regularly review these. Thanks for your support, kind friend!

Alesha and Jarryd

Hi, We’re Alesha and Jarryd!

We’ve been traveling the world together since 2008, searching for the planet’s best destinations and adventures.

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Perfect 5 Day Florida Keys Road Trip Itinerary (Miami to Key West Drive)

Are you looking for the perfect Florida Keys road trip itinerary? We got you! We enjoyed an epic 5 days driving from Miami to Key West (and back) passing through destinations like Key Largo and Marathon on this leisurely Florida Keys drive.

The Florida Keys is without a doubt one of the best paradise and road trip destinations in the United States, the epitome of the “American Dream vacation,” with its azure waters, breezy tropical sunsets, colorful buildings, and plenty of places to have a cold drink on a hot Florida day.

We have put together a suggested itinerary on how to spend your Florida Keys road trip and Miami to Key West drive based on our own experiences to help you plan an incredible vacation. You can easily adjust some of the activities on this itinerary to customize it for yourself if you’re interested in different options as we picked our highlighted activities and Florida Keys road trip stops based on our own experiences!

We wanted to highlight some of the best natural activities to do including businesses and organizations that have efforts in protecting and helping their community and environment. You can read more about the sustainable Florida Keys activities in our other guide.

Your Florida Keys road trip itinerary starts and ends at the Miami International Airport (MIA) since this is the best airport to fly into to enjoy the best stops on the Miami to Key West drive. Although, since we don’t spend any time in Miami, you can technically refer to this as a Key Largo to Key West drive since Key Largo is just 60 miles from Miami and the beginning of your journey.

Use this guide to help you plan your Florida Keys road trip and picture yourself cruising down a long and winding coastal road with the sun shining bright overhead, casting sparkling reflections on the crystal clear waters below. 

As you make your way through the Florida Keys down to Key West on a road trip, you’ll encounter an endless array of breathtaking views and exciting experiences that will leave you feeling rejuvenated and inspired. 

From exploring the charming seaside towns like Islamorada and Key West featured on this Florida Keys itinerary to embarking on thrilling water sports adventures like snorkeling and jet skiing, there’s no shortage of excitement to be found along this beautiful stretch of scenic highway. 

You may even catch a glimpse of some incredible wildlife, from majestic manatees lounging in shallow bays to playful dolphins leaping out of the waves and sea turtles who call these warm waters home. 

And let’s not forget about food! The Florida Keys are home to some truly amazing cuisine, from fresh seafood caught right off the coast to mouthwatering key lime pie!

So whether you’re seeking adventure or looking for some much-needed R&R, a road trip through the Florida Keys has something for everyone. Get ready to soak up all that this stunning destination has to offer – your next unforgettable adventure awaits!

Table of Contents

Things to know before visiting the florida keys, day 1: miami to key largo, day 2: around key largo and islamorada, day 3: drive to key west with stops along the way, day 4: key west activities, day 5: key west to marathon.

Before embarking on your Florida Keys road trip and Miami to Key West drive here are a few things to know before you go to help you plan a great trip.

• Highlights on this Florida Keys road trip itinerary from Key Largo to Key West include:
• Snorkeling at John Pennekamp Coral Reef State Park (the first protected underwater preserve in the US)
• Driving on the Seven Mile Bridge
• Get close to birds of the Florida Keys at Florida Keys Wild Bird Center
• Feed Tarpon Fish and get on the water at Robbie’s of Islamorada
• Ernest Hemingway Home & Museum + its collection of polydactyl cats in Key West
• Sampling the flavors of the Florida Keys on a food tour in Key West
• Visit the Southernmost Point of the Continental US!
• Visiting historic landmarks and nightlife in Key West
• Visit Sea Turtles at a rescue and rehabilitation center
• Relaxing on beaches next to some of the most beautiful water in the US!

Renting a Car For Your Florida Keys Drive

We recommend preparing for your rental car in advance for Miami International Airport (MIA). Getting to the car rental places at the airport is easy. 

Once you collect your baggage you follow the signs to the MIA Mover that takes you to where the car rentals are.

We recommend booking your car rental in advance with Expedia.

Before purchasing car insurance be sure to check with your credit card company to see if it already included in your perks. If you do have rental car insurance coverage with your credit card, be sure to check to see if you need to have a letter from the credit card company proving your insurance so you don’t end up getting pressured into buying the insurance you don’t need on the spot.

Some rental car companies require this letter proving coverage from your credit card company which is easy to get with a phone call but you need to come prepared.

Florida Keys Road Trip Mile Markers

On your drive to Key West you’ll be driving along what is known as the Overseas Highway , a 113-mile route that takes you from Key Largo to Key West. Much of the Overseas Highway was actually built on a former railroad and has seen the wrath and damage of hurricanes over the years. By the 1950s this had become the popular route to drive from Miami to Key West and embark on a Florida Keys road trip!

Another interesting fact, once you start your Florida Keys road trip itinerary and drive from Miami to Key West you will notice that there’s alot of talk about Mile Markers . These Mile Markers indicate the location or address in reference to the number of miles north of Key West’s Mile 0.

As the address numbers get smaller, this indicates the further south you’re going closer to Mile Marker 0.

For example, the first stop on our itinerary is Kona Kai Resort Gallery & Botanic Gardens. Their address is 97802 Overseas Hwy. Their street number indicates they are 97.8 miles away from Key West.

Once you get to Key West you can take your photo with the famous Mile Marker 0. These Mile Markers can also indicate how far of a drive it is between your planned stops.

With Google Maps now you don’t need to calculate the Mile Markers yourself but it’s a fun little tidbit of knowledge to know on your drive from Miami to Key West.

Reef Safe Sunscreen

The Florida Keys can be hot and the sun is strong down here! This goes without saying, but you need to come prepared with sunscreen. If during your Florida Keys road trip, you plan on getting in the water we urge you to use reef safe sunscreen. Did you know that most sunscreens are filled with chemicals that are toxic and harmful to the environment?

Two harmful chemicals often found in sunscreen are oxybenzone and octinoxate that contribute to coral bleaching. Other harmful chemicals include petrolatum and titanium dioxide.

Shockingly, finding reef safe sunscreen along your Florida Keys road trip isn’t so easy and may require multiple stops, so we urge you to come prepared with your own. We have picked out a few you can purchase online in advance to prepare for your trip below.

Many reef safe sunscreens require a bit more time to ‘apply’ as there is often zinc in the sunscreen, and some even leave a faint white appearance after applying to your skin. We found Thinksport to be one of the easier reef safe sunscreens to apply. Also, if you apply a small amount at a time it’s much easier to apply!

When’s the best time to visit the Florida Keys

The best time to visit the Florida Keys is in the winter months, this is the most popular time because the weather is the most comfortable and people are escaping their cold weather homes to visit one of the best warm winter vacations in the USA .

The spring months are a good time to visit the Florida Keys before the temperatures get too hot and humid and there are way fewer crowds and lower room rates than in the popular winter months.

Hurricane season is between June and November so its a gamble to travel during this time.

Be sure to also check out our guide for the best places to stay in the Florida Keys to help you plan your trip!

Back to the Top

On your first day on the Miami to Key West drive, we are recommending you stop at Key Largo to explore the northern Keys extensively. We have recommended where to stay as well as some great activities to enjoy.

We recommend spending some time in Miami before your trip, even if it’s just an afternoon. We recommend checking out the colorful Miami neighborhood of Wynwood if you only have time for one stop!

Kona Kai Resort Gallery and Botanic Gardens

Address: 97802 Overseas Hwy, Key Largo

(~ 63 miles or 1 hour 15 minutes drive from MIA to Key Largo)

Our first stop on our Florida Keys road trip itinerary is a place for rest and relaxation in paradise. There’s nothing more taxing on the body than flying and we like to take it easy on days that involve flights because they suck so much of our energy out of us.

Start your Florida Keys itinerary at Kona Kai Resort Gallery and Botanical Gardens in Key Largo made up of individual cottages on the waterfront. We are recommending using this resort as your base for the next two nights as we explore our days 1 & 2 Florida Keys itinerary attractions.

This boutique property not only has individual charming, beachy cottages for its guests located in a botanic garden but also a gorgeous waterfront location perfect for catching a sunset.

You will find little lizards and iguanas running around the botanic garden as you make your way to the beach on the walkway. The small botanic gardens here are actually one of only two frost-free tropical botanic gardens in the continental US!

With your stay, you get free access to kayaks, stand-up paddle boards, and paddle boats . There’s also a pool and hot tub for swimming. Along the water, you can find a dock for sunbathing, sunset watching, and hammocks under the swaying palm trees to relax.

Each of the cottages at Kona Kai Resort Gallery and Botanical Gardens comes with a fully equipped kitchen, so if you do like to cook on vacation you have this option but there are plenty of incredible seafood restaurants nearby.

We recommend spending the first afternoon after flying and driving relaxing by the waterside here with your drink of choice before kicking off the rest of your Florida Keys road trip. Book Now on Booking.com

Dinner at Sundowners

Address: 103900 Overseas Hwy, Key Largo

One of the most popular spots in Key Largo for dinner and sunset is Sundowners restaurant. The restaurant has a full bar and a menu full of local fish dishes located right on the water in the Florida Bay. 

This is only a 15-minute drive from Kona Kai Resort, so we ate dinner here before sunset and made it back to Kona Kai’s quiet dock for a more romantic sunset!

On day 2 of our Florida Keys road trip we recommend continuing to explore the northern Keys including Key Largo and Islamorada before continuing the road trip to Key West.

Snorkeling at John Pennekamp Coral Reef State Park

Address: 102601 Overseas Hwy, Key Largo

One of our favorite highlights and first stop on our Florida Keys road trip itinerary involves some of the best snorkeling in the Florida Keys! The John Pennekamp Coral Reef State Park is the first underwater preserve in the United States protecting the Florida Keys barrier reef, the only reef system in the continental US.

John Pennekamp State Park includes mangroves you can walk through, seagrass beds, beaches to hang out on,  and the underwater barrier coral reef system you can witness by snorkeling.

Visitors can enjoy walking through the mangroves on a trail, hanging out on the beaches, snorkeling, scuba dive, and kayak. This is a protected area with wildlife, so you will definitely see iguanas basking in the sun, fish, and perhaps even crocodiles just by hanging out around the coastline near the visitor’s center.

We highly recommend reserving a snorkeling tour in advance for one of their multiple snorkeling tours throughout the day. The snorkeling here is very popular and during peak season you will definitely need a reservation.

We went on a snorkeling tour to the Key Largo dry rocks where you can snorkel among the coral reef with tropical fish and visit the Christ of the Deep underwater statue, a 4,000 lb bronze statue placed underwater in 1961. 

You can snorkel right up to the statue as the hands reaching above his head are just a few feet below the surface of the water. However, we highly recommend not touching the statue as there is fire coral all over the statue which you will be sorely sorry if you touch.

You can spend a bit of extra time exploring the rest of the park before or after your snorkeling trip before heading off to the next suggestions on our Florida Keys itinerary. 

Bring Your Own Reef Safe Sunscreen

Remember at the beginning of this Florida Keys road trip guide where I mention reef safe sunscreen? Shockingly, the visitor center didn’t sell reef safe sunscreen on our visit so you will need to come prepared yourself and plan in advance.

We have picked out a few you can purchase online in advance to prepare for your trip. You can see our suggestions earlier in this guide for the Florida Keys road trip itinerary.

Lunch at Mrs. Mac’s Kitchen

Address: 99336 Overseas Hwy, Key Largo (the second location is just further south by maybe 2 minutes)

A local restaurant everyone loves and worth a stop on your Florida Keys road trip itinerary is Mrs. Mac’s Kitchen. This kitschy joint has two locations just down the road from one another, we recommend trying to stop at the original location at 99336 Overseas Highway unless they are too full and you’re starving.

The original location is much smaller and has the old-school charm to it that made it a local favorite. Inside you will find license plates covering the floor to ceiling on the walls donated by guests who visit. This just goes to show how popular of a place this is that people plan to visit with their own license plate to decorate the restaurant!

The menu offers everything from seafood to comfort food and the Florida Keys’s signature dessert, key lime pie!

This restaurant gained so much popularity they were forced to open a second location down the street. This building itself was made for Instagram painted in pastel pinks and other fun colors. This location is much larger and better for bigger groups or if the line or wait is too long at the original.

We highly recommend saving room for dessert and getting a slice of their key lime pie!

Beer Tasting at Florida Keys Brewing Company

Address: 81611 Old Hwy, Islamorada

We love our beer and couldn’t do a perfect Florida Keys itinerary without stopping at least one of the breweries in the area. The Florida Keys Brewing Company is the first brewery in the north Keys and is a perfect place to stop for a cold refreshing beer on a hot day and our first stop on your drive to Key West in Islamorada!

They have a gorgeous tropical beer garden with fans outside that’s a great place to hang out in the early evenings or inside their colorful tasting room where there is a huge selection of their beer to try on tap.

We recommend trying a flight of beer so you can sample a few different of their specialty beers. They have quite an assortment and many infuse some tropical ingredients that are unique to the Florida Keys.

Something we love about this brewery is they often have a limited edition beer on tap that goes towards a local cause. During our visit they had a Double Hibiscus Kolsch made with local honey. Part of their sales go towards the nonprofit organization the Mote Marine Laboratory who is working on the Florida Keys disease outbreak known as the Coral Tissue Loss Disease that has coral mortality rates of 80% putting their reefs at risk of extinction.

We love that they are using their beer and the love of beer to help support local causes. It’s not often you get to drink for a cause! 

Sunset and Dinner at Morada Bay Beach Cafe

Address: 81600 Overseas Hwy, Islamorada

Our last stop for the day on our Florida Keys road trip is at Morada Bay Beach Cafe . This is the perfect place to unwind after a fun day in the Florida sun and have a delicious meal right along the water under a canopy of palm trees swaying in the tropical wind.

This restaurant and hotel has a gorgeous location right on the water and is the perfect place for a sunset. Dine with your toes in the sand or if it’s too hot you can sit in the indoor area with a waterfront view.

The atmosphere here is inviting and a fun place to enjoy a gorgeous slow sunset over dinner. They have a great variety of fresh seafood dishes. Stick around and enjoy a drink on the sand too.

This location was also used as a filming location for the television series, Bloodline .

After spending a few great days in the northern Florida Keys we recommend making a few stops on your drive to Key West on your Florida Keys road trip itinerary including lunch that doubles as a place for some great water activities before arriving to Key West.

Along your drive from Key Largo to Key West on the Overseas Highway you will cross the famous Seven Mile Bridge that’s completely surrounded by water. The famous Seven Mile Bridge is one of the longest bridges in the world, spanning seven miles across open water from Marathon to Little Duck Key.

The original bridge which you can see running parallel to it was the most famous because of its narrow lanes passing over a large body of water. It was a dangerous road that required alot of attention when crossing it and has a 2.2-mile section that is now only open to pedestrians and cyclists.

The modern bridge is much safer for vehicular traffic and is absolutely a once-in-a-lifetime experience to drive along a road like this where you’re surrounded by gorgeous blue water below.

Florida Keys Wild Bird Center

Address: 92080 Overseas Hwy, Tavernier

Continue your Miami to Key West drive on the Overseas Highway stopping at the Florida Keys Wild Bird Center . This is a family-friendly activity where you get to see and experience all kinds of wild bird species while your visit helps fund this wild bird rehabilitation facility to help release injured birds back into the wild.

There are two different facilities here, the Mission Wild Bird Hospital where they accept injured birds and rehabilitate them for release, and the Laura Quinn Wild Bird Sanctuary where the injured birds who couldn’t fully recover and thrive in the wild have their new permanent loving forever home.

The Mission Wild Bird Hospital is for staff only but there is an education center and gift shop here. We highly recommend visiting The Laura Quinn Wild Bird Sanctuary to see all kinds of wild bird species that now call this a forever home. The birds you find here are ones that were injured and couldn’t fully rehabilitate and thrive in the wild on their own.

You can learn a bit about each of the birds here including their name and the backstory of how they ended up here.

There is no set admission for visiting the Wild Bird Sanctuary, but they do recommend a $10 donation per person, or what you can give. This facility and program is a completely nonprofit organization and they keep helping birds from donations from visitors.

We personally fell in love with Booby. He is a masked booby bird who had a bold personality during our visit. It turns out he is a little local celebrity because a few years back the Florida Keys Brewing Company had a limited edition beer named after him and a portion of the proceeds come back to help fund the Wild Bird Center.

What’s great about visiting stops like this along your Florida Keys road trip is that just by visiting you are helping the cause and rehabilitation for animals by paying a small fee.

There are all kinds of interesting birds who are here that you’d probably have a very slim chance seeing in the wild, we highly recommend this stop on your Miami to Key West drive.

Lunch and Outdoor Activities at Robbie’s of Islamorada

Address: 77522 Overseas Hwy, Islamorada

Our next stop on our Florida Keys road trip itinerary includes another local favorite spot! Robbie’s of Islamorada not only has a great restaurant to eat at but they have all kinds of water activities to enjoy as well as an outdoor shopping market full of fun finds and local souvenirs. 

Depending on your arrival time we recommend getting lunch first at the Hungry Tarpon restaurant. This waterfront restaurant and bar is in a prime location on Lower Matecumbe Key. We recommend the fish tacos!

While you’re eating you can’t help but notice the people gathering on the dock feeding the tarpon fish. Grab a bucket of small fish and feed the giant tarpon right in the water outside the restaurant! Don’t worry, you won’t be feeding and befriending fish that they serve at the restaurant. No one eats tarpon fish because they are too bony.

The whole backstory and legend of the tarpon fish feeding tradition here goes back decades. The owner of Robbie’s saw an injured tarpon fish where its jaw had been sliced open from a hook. He and his friend stitched him up and took care of him in a tank until he was able to be released back into the water. They called him Scarface because of the big gash in his jaw.

When they released Scarface he didn’t just go away and live on his own, he left and came back with a ton of his friends and now they still feed them. Or that’s at least what they claim the legend to be.

If you still have more time for fun in the sun here you can always check out parasailing, jet ski rentals, kayak or stand-up paddleboard rentals, or just shop around before finishing the drive from Key Largo to Key West.

Drive and Settle in to Key West

Continue your Florida Keys road trip by making your final stop at Key West. Depending on what time you arrive we recommend checking in to your hotel first.

We stayed at the Perry Hotel Key West . This location is a bit outside of where all the action is in Key West, but the hotel property is gorgeous and located right on the water. They have Vespa scooters for rent, a free shuttle that goes to downtown Key West, or since you have a car on your Florida Keys road trip then you have the option to drive yourself.

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If you prefer to stay closer to town and walking distance to everything we recommend trying one of the gorgeous properties available. Southernmost Beach Resort is a beautiful 4-star hotel located near the southernmost point of the continental US marker!

Dinner at First Flight Island Restaurant & Brewery

Address: 301 Whitehead St, Key West

After completing your Key Largo to Key West drive and are continuing on your Florida Keys itinerary, we recommend getting settled into your hotel then heading out to enjoy dinner at this historic location/great restaurant and brewery!

First Flight Island Restaurant & Brewery is located in the building where the first PanAm international ticket was sold and the birthplace of Pan American World Airways in 1927.

You can see traces of aviation history here if you look closely as well as artifacts around the restaurant deor. They have their own beers on draft here and a delicious menu of seasonal dishes.

We loved the canopy garden seating in the evening too as it had a tropical atmosphere that makes you feel like you’re really on vacation.

A Florida Keys itinerary wouldn’t be complete without spending at least an entire day enjoying all the incredible things to do and see in Key West . We are going to list some of our favorite activities to enjoy on Key West to pick and choose what you’d like to see.

All of these attractions we mention in this guide are within walking distance from one another. If you find yourself tired of walking you can always use the free Duval loop shuttle to get you close to all the locations you’d want to visit.

The Hemingway Home and Museum

Address: 907 Whitehead St, Key West

Easily one of my favorite stops on our entire Florida Keys road trip was the Hemingway Home and Museum . Did you know that Ernest Hemingway spent 10 years of his life here in Key West? His old home is now a museum open to the public, but it’s not just the prolific author’s home that attracts visitors.

The Hemingway Home is famous for having its collection of polydactyl cats who live here to this day. During Hemingway’s years in the house, he started with one cat with extra toes and in its peak had between 50-60 cats on the property.

To keep the tradition alive, the museum keeps that many polydactyl cats on the property where they live their lives like the royalty they are at one of the most famous and nicest houses in Key West.

The cats are as much of the history of this house as Hemingway himself. I could have spent all day here!

There are 30-minute guided tours often, but you don’t need to join one to enjoy the property. The admission is $14 for adults and $6 for kids, be sure to bring cash as they do not take credit cards.

Forgot cash? There are ATMs near the Hemingway House & Museum at 724 Duval Street and another at 1075 Duval Street.

If you’re a huge Hemingway fan, check out this Hemingway’s Life and Local Food Walking Tour which takes you to various landmarks that were important to Hemingway in Key West while eating local specialties along the way!

Key West Butterfly and Nature Conservatory

Address: 1316 Duval St, Key West

Another great stop in Key West is the Butterfly and Nature Conservatory . What looks like a house on the outside is actually a butterfly conservancy and tropical garden with little critters from birds to butterflies. 

Walk through the tranquil tropical gardens while witnessing some of the most beautiful tropical creatures who are inside.

There are also two rescued flamingos who call this conservatory home that are a treat to see up close in person!

General admission tickets are $15 with lower rates for seniors, military, and kids, children under 3 get in for free. Keep in mind the last admission is at 4:30 PM so plan your visit to this awesome Florida Keys attraction accordingly.

Southernmost Cultural Food & Walking Tour

If you’ve followed our blog long enough you know how we feel about food tours. We LOVE THEM! This is one of the best ways to try a bunch of different local dishes/restaurants and learn the history of where you’re visiting.

The Key West Food Tours journey is 3 hours long stopping at some of their favorite local spots to eat from Cuban cuisine to a great rum bar with a history dating all the way back to the prohibition.

This is a great way to spend lunch during your Florida Keys itinerary stop in Key West, be sure to secure a reservation in advance. They also offer cocktail tours if that’s more up your alley!

Southernmost Point of the Continental US

Address: 1400 Whitehead St, Key West

A road trip to Key West wouldn’t be complete without visiting the Southernmost Point in the Continental USA! This is one of the most popular photo spots in Key West at the Southernmost Point Buoy.

You’ll surely see a line here waiting to get a photo unless you come early in the morning. This spot signifies the southernmost point in the continental United States, but if you are a person who really likes to focus on technicalities, the actual southernmost point is located a few blocks over on private property and is inaccessible to visitors.

Walk down Duval Street

Easily the most iconic street in Key West is Duval Street. This is where you will find tons of bars and shopping in what feels like the Bourbon Street of Key West.

This commercialized street connects the Southernmost Point to Mallory Square with plenty of places to stop along the way if you want to drink, dine, or shop.

A few highlights on Duval Street include:

• Grabbing a drink at bars like Hog’s Breath Saloon or Green Parrot Bar
• Explore the Mel Fisher Maritime Museum
• Join a Key West haunted pub crawl tour through Duval Street
• Ride the famous Conch Train which takes you through historic stops like Duval Street while learning about the history of Key West and its attractions!
• Embark on the Ghosts of Key West walking tour on Duval Street and learn the haunting history of Key West and see Robert the Doll!

Sunset Celebration at Mallory Square

This waterfront square is another great stop in Key West on your Florida Keys road trip. There are outdoor and indoor shops, museums, and waterfront outdoor entertainers who gather here. This scene gets lively in the evenings, especially during peak season and is a fun place to gather.

Along the water from two hours before sunset until sunset is known as the Sunset Celebration at Mallory Square.  This is when all the performers come out and where many gather to enjoy the sunset together. It’s actually an official thing here!

And while you’re here, if you’re interested in shipwrecks and the treasures on old ships, check out the Key West Shipwreck Treasure Museum which is located right here too, this museum is filled with treasures found from shipwrecks off the Florida Keys and Key West!

Truman Little White House

There are many famous historic homes in Key West, you’ll notice this as you’re walking around and see a plaque for many different houses explaining who lived there and why it’s a historic landmark. One of the most famous, besides the Hemingway Home is the Truman Little White House .

This was the winter home for Truman during his presidency. Truman wasn’t the only US president who used this house though, Taft, Kennedy, Eisenhower, Carter, and Clinton all used this home during their presidency as well used as a facility and a vacation home.

There is a museum inside if you wish to learn more, if not this is just a fun stop while wandering Front Street, one of the most gorgeous streets to walk down filled with historic homes and lush greenery.

The Key West road trip section is now complete, now that we spent time doing all the spectacular activities offered here we recommend spending your last days making your way back up to Miami for your departure and complete your Florida Keys road trip itinerary with more fun stops along the way.

We stopped in Marathon which is an hour north of Key West and another beautiful place to stop on your Florida Keys itinerary.

You can spend the morning in Key West and head towards Marathon around lunch time. This would also depend on what time your appointment is at the Turtle Hospital. If you’ve had enough of Key West we recommend scheduling in some extra downtime relaxing at the resort we recommend staying at in Marathon.

Breakfast at Blue Heaven

Address: 729 Thomas St, Key West

Don’t leave Key West just yet, you need to try one of the most famous brunch spots in the Florida Keys. Blue Heaven is located on the best foodie street in Key West, Petronia Street (and the corner of Thomas Street) and is a crowd favorite.

This place is steeped with island history from being a place where Hemingway himself attended the boxing matches, being a brothel, to a cock fighting location. While this place is far from that today, you can still see traces of its history if you look closely, it is said you can see the peep holes in the building for those who used to come for the brothels.

This jungle garden hang out spot gives you the chance to eat with the sand beneath your toes without being on the beach. They have a full bar and serve up some tasty Floridan-Caribbean dishes for brunch including lobster benedict and shrimp grits!

Turtle Hospital 

Address: 2396 Overseas Hwy, Marathon

The Turtle Hospital is one of the best stops and most popular stops on a Florida Keys road trip. This turtle hospital treats injured endangered sea turtles who are brought to the facility. This is where they are rehabilitated and released back in the wild or if not, they are looked after the rest of their lives here.

The Turtle Hospital does require a reservation to join a 90-minute guided tour teaching you about the endangered species you’ll witness in the Turtle Hospital, see the facility where they are treated, and see the open tanks of water where the sea turtles are living until they are healthy again to be released back in the water.

Your admission goes to funding this nonprofit facility and if you wish to donate more you can. We recommend calling a few days in advance or in peak season maybe even a few weeks in advance to make sure you can grab a spot on the tour.

Call the Marathon Turtle Hospital to reserve your spot on a tour (305) 743-2552

Lunch at Castaway Waterfront Restaurant & Sushi Bar

Address: 1406 Ocean View Ave, Marathon

Our next stop on our Florida Keys road trip itinerary for a meal is a restaurant that is doing something great for the local marine environment at Castaway Waterfront Restaurant & Sushi Bar . During recent years, non-native lionfish have been threatening the marine environment off the Florida Keys.

The lionfish is native to Indo-Pacific waters and it’s a mystery how they found themselves here in the Florida Keys. They are an invasive species that are capable of causing the extinction of native plants and animals. The spines on the lionfish are venomous and can sting. This makes them have very few predators. In addition, they have a very rapid reproductive rate and they eat alot.

The lionfish were quickly wiping out young populations of fish which were damaging to the entire biodiversity of the area. Local fishermen are doing what they can to hunt the lionfish and serve it on menus because its actually a quite delicious fish to consume.

However, that is also difficult because the only way you can really hunt lionfish is by spearfishing in deeper waters making it a hard fish to hunt in large quantities.

Castaway’s owner John fishes himself for lionfish that are served in the restaurant as sushi rolls. This is not only a great way to try lionfish but to help the local biodiversity in the waters here in the Florida Keys.

They offer dozens of beer on tap, an extensive sushi menu, and a regular seafood menu to choose from. This is a great stop for slow lunch right on the water and we recommend trying the lionfish while you’re here!

Relax at Isla Bella Beach Resort

Our final stop on our Florida Keys Road trip itinerary is the perfect place to unwind and reminisce on all the good times you had on your vacation. The incredible waterfront Isla Bella Beach Resort is the perfect place to do it.

Their waterfront villas are gorgeous and comfortable, a great way to pamper yourself before the end of your trip. There are several pools on the property as well as beachside cabanas you can hang out and relax in.

The views here are incredible and relaxing. There’s also a beachside bar with slightly overpriced drinks, but you’re paying for the location here! And an Italian restaurant on site.

If you don’t want to stick around for dinner they do offer bicycles you can borrow from the property to explore anything nearby.

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The Florida Keys are known as a chain of islands off the southern tip of Florida famous for its scenic drive to Key West across many bridges and oceanside highways, crystal clear blue water, marine life, water sports, and famous food like key lime pie. The Florida Keys are a very popular warm winter vacation spot in the United States.

An ideal amount of time for a Florida Keys road trip would be a minimum of 5 days and even better with a full 7 days so you can add in more stops and outdoor excursions to your trip.

The best time to visit the Florida Keys is in the winter months from December through February after hurricane season has passed in November, this is the most popular time because the weather is the most comfortable. The spring months of March and May are also great time to visit the Florida Keys as there are fewer crowds and you can find better deals on hotels.

Hurricane season in the Florida Keys is typically June through November.

The drive from Miami to Key West is 159 miles (256 kilometers) and takes approximately 4 hours to drive nonstop over the Overseas Highway.

The Overseas Highway is 113-miles long and starts in Key Largo and ends in Key West, it takes 2.5-3 hours to drive the entire Florida Keys on the Overseas Highway.

We hope you enjoyed our guide to the perfect 5 day Florida Keys road trip and Miami to Key West drive guide. If you found it helpful consider bookmarking for later or sharing on Pinterest below.

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The Ultimate Florida Keys Road Trip Itinerary (Best Stops!)

June 10, 2022 //  by  Florida Trippers

If you are looking for a guide to the ultimate Florida Keys road trip itinerary, we have you covered with all the best places to stop!

We have put together an epic itinerary for a road trip to Key West from Miami . Trust us when we say we have picked out the best stops along the way! We have you covered with activities, things to do, as well as hotel and tour suggestions!

Planning your trip to Key West last minute?

Make sure to book ahead! Hotels and tours often sell out the closer you get to your trip. Here are our top picks for Key West!

Top Experiences And Tours In Key West:

• Dolphin Watching And Snorkeling Eco Tour (Top pick!)
• Schooner Sunset Sail (2 hours)
• Reef Snorkel From Key West (Includes breakfast and mimosas)
• Hop-On Hop-Off Trolley Tour (Great way to see the city)

Top Places To Stay In Key West:

• Margaritaville Beach House Key West (Modern mid-range)
• Blue Marlin Motel (Affordable in downtown)
• Hampton Inn Key West (Waterfront with pool)
• Wicker Guesthouse (Great location!)

You can make the trip your own by choosing stops that best fit your personal interests. Or if you want a personalized trip experience checkout our e-book for amazing personalized touches on the best stops! Take as little or as much time as you have. You can do a quick day trip if you don’t mind a quick-paced trip, a weekend get-a-way, or spend a week leisurely visiting all the stops linked below! 

To adventuring outdoors at state parks, to going offshore to visit Dry Tortugas national park, to snorkeling the only living US coral reef, to fun stops for families and adults like where you can spot the Key Deer or feed tarpon, to visiting Key West and all the best beaches along the way, trust us this itinerary for the best road trip to the Florida Keys that is action-packed!

Before you plan your trip, make sure to check out The Best Times To Visit The Keys where we break down each month and talk all things weather!

How long does the Florida Keys road trip take?

If you were to drive non-stop from Miami to Key West on your Florida Keys road trip the 165 miles journey would take you just over 3 hours. Meaning you can decide the perfect amount of time to spend on your Florida Keys drive from Miami!

How long should you take on your Florida Keys itinerary?

You could make it a day trip, a weekend trip, or a week-long trip! The choice is yours! We have put together a list of the best places to stop on a drive from Miami to Key West. Stop at one, or stop at all, meaning you can put together your very own trip curated to your own interests and travel style.

OR take the guesswork out of your itinerary, and purchase our ebook that helps you plan your own trip, with unique itineraries and bonuses! You can purchase it here:   https://floridatrippers.com/florida-keys-itinerary-planning-ebook/

Best time of year to road trip the Florida Keys

Anytime! The average temperature year-round ranges from 73 to 83 degrees for the Florida Keys! And the sunshine state has an average of 270 sunny days a year, meaning there is no wrong time to plan a trip!

There are plenty of festivals throughout the year or head to the southernmost points of the US for the holidays! Just remember that hurricane season does run from June to November, meaning you might have to be a little flexible on your plans if a hurricane or tropical storm is headed towards the Florida Keys or Miami!

Best stops on your Florida Keys road trip itinerary:

Downtown miami.

The first of our epic places to stop on a drive from Miami to Key West is Downtown Miami . If you flew into MIA airport, this will be the perfect spot to explore, grab a bite to eat, visit a museum such as the Frost Museum of Science or Perez Art Museum or take a relaxing stroll along the water before heading south on your drive.

In this energy-filled town, you are sure to find plenty to explore, and perhaps take in an NBA or MLB game. If you are on a romantic getaway we have you covered with the best date nights in Miami as Miami is a city that comes alive after dark!

Biscayne Bay National Park

Who doesn’t love free Florida keys road trip stops? Biscayne Bay National Park is one of the best National parks in Florida , and it’s free to enter! On your second stop, we take you away from the busy city to explore nature. Visitors will be transported to the turquoise waters and colorful coral reefs found in this national park. Over 95% of this national park is covered by water!

The activities here range from guided eco-adventures, fishing, and boating to paddling, snorkeling, and scuba diving the shipwrecks just offshore to just relaxing! While exploring, you can always take a  boat cruise  through the docks and sail over Biscayne Bay.

The Everglades, are the second National Park on this itinerary for the Florida Keys! We have a list of all the best things to do in the Everglades for those wanting to spend more time here!  At over two million acres to explore, the Everglades provide countless activities and ways to explore this very unique ecosystem.

If you are up for an adventure, an airboat ride is a perfect way to see areas of the Everglades only seen by water. But there are plenty of biking and hiking trails ( or take a ranger-led tour) if you prefer to stay on land. Keep your eyes sharp the Everglades is a habitat for endangered and rare species like the manatee, American crocodile, and the Florida panther.

John Pennekamp Coral Reef State Park

John Pennekamp is one of the most magical of the Florida state parks and is located in the Key Largo at MM 102.5. This is a scuba divers’ dream destination for those driving in the Florida Keys and looking for a place to stop! It is actually the first undersea state park in the entire US!! It protects the only living reef in the United States, and as such is an underwater lovers’ paradise.

While here you can explore the over 70 nautical miles of beautiful coral reefs, hike along the pine trees, or snorkel along the mangroves and shoreline. We highly recommend this as one of the stops along with your Florida Keys Road Trip from Miami!! You can also book a glass bottom boat ride to see the tropical fish and the reef without having to get wet!

Key Largo is a great place to stop for the first day when road tripping the Florida Keys. There is so much to do here in Key Largo! Known as the “Dive Capital of the World,” you will find beautiful beaches with pristine waters. While it does in fact boast those things, there’s a whole island of adventure waiting for you at MM 102.

There are plenty of beaches to explore, an offshore shipwreck and coral reef, explore water sports like jet skiing, paddle boarding, kayaking or charter a boat for some fishing! Plus, there are tons of amazing restaurants to enjoy fresh seafood on your visit.

Windley Key Fossil Reef State Park

Windley Key Fossil Reef State Park is one of our favorite places to visit in the Florida Keys! Windley Key State Park is a historic site that doubles as a geological area that is formed by fossilized Key Largo Limestone. The entrance fee is $2.50 a person is a perfect way to spend a full day or even just a few hours it makes for an inexpensive stop on a Florida Keys road trip! It is located at MM 85.5.

It is important to note that the park is closed Tuesday and Wednesday, but open Thursday through Monday. You can take one of the five self-guided tours throughout the quarry that Henry Flagler used to build his railroad or experience it at your own pace on a self-guided tour.

This is one of the best and most iconic stops on the famous Florida Overseas Highway!

Islamorada is located about 1.5 hours ( 79 miles) south of Miami at MM 88 and makes our list of the best small beach towns in Florida. The best part is that Islamorada is almost the halfway point between Miami and Key West!

There are six islands that make up Islamorada and are connected via US1. Known as the sports fishing capital of the world, there are also tons of amazing restaurants, gorgeous national parks, and tons of activities.

Make sure to check out some of the Best Islamorada Restaurants for your trip!

You can check out our full list of things to do in Islamorada here! From visiting the Theater of the sea to swimming with dolphins to a fishing charter, history of the diving museum, state, and national parks, and more!

Peak season is in December through May and the best part is you are surrounded by Gulf on one side and the Atlantic Ocean on the other! This is truly home to some of the best snorkeling in the Florida Keys!

Visit Robbie’s Waterfront to feed the tarpon

Robbie’s is probably one of the most well-known stops on your Key West road trip. Located at MM 77 to you can spend a few hours here enjoying lunch and then feed the school of over 100 massive tarpons for $2.50 per person. Kids and adults alive love to partake in feeding the fish and watching the seagulls try and catch the fish here. Fish buckets are $4.50.

The restaurant is open from 6:30 am for a sunrise breakfast until 9 pm for after dinner cocktails. Robbies also has a party boat fishing charter that leaves twice a day and includes everything you need for a fun day on the ocean. As well as sunset catamaran charters.

Dolphin Research Center

The Dolphin Research Center is located at MM 59 ( about 2 hours south of Miami), and has been providing sanctuaries to dolphins since 1984. The center’s mission is to promote education and communication between marine mammals and humans.

Open daily from 9 a.m. to 4:30 p.m, admission is $28 for adults and $23 for children. Admission includes observing the dolphins and sea lions in training sessions and interacting with each other.

In addition to the educational experiences offered, you can book a dolphin encounter where you can get up close and personal with dolphins in the water. Or even paint with a dolphin experience or a VIP trainer for the day.

The Turtle Hospital

The Turtle Hospital is located at MM 48.5 in Marathon, Florida. Since 1986, the mission at the Turtle hospital has been to rehabilitate turtles and educate the public about turtles. Open daily from 9 am to 6 pm tours run every 30 minutes.

If you love Marathon, make sure to check out some of our other favorite things to do in the Middle Keys!

Admission is $30 for adults and $15 for children. This is one of the educational Florida Keys road trip ideas. Over the 90-minute educational experience, you will watch a presentation on sea turtles, get a behind-the-scenes look at the hospital facilities and rehabilitation area, and finally the chance to feed the turtles.

Reservations can be made online!

Don’t forget to check out some of the best restaurants in Marathon Key!

Drive or walk the 7 Mile Bridge

When driving the Florida Keys the 7 Mile Bridge is located at MM 42 in Marathon. This is the bridge that connects the middle keys with the lower keys. For those who want to continue their road trip, you will have no choice but to drive over the new 7-Mile Bridge that was finished in 1982. IT is the longest bridge in the state of Florida.

But for those who want to get out stretch their legs, and smell the salty ocean breeze why not walk the old bridge or a portion of it? This bridge is important historically as it made a land route from Miami to Key West.

Bahia Honda State Park

Bahia Honda State Park is one of our favorite places to stop on the way to Key West. Located at MM 37, about 30 miles north of Key West. We have put together an entire post on all the tips for visiting Bahia Honda . It was Henry Flagler who spent $30 million to build a railroad to Key West in the early 1900s that turned Bahia Honda State Park into a tropical paradise.

Make sure to check out some of our other favorite things to do in the Lower Keys in addition to Bahia Honda!

Bahia Honda State Park costs $8 per car to enter and is the place to stop if you love palm-lined beaches, clear water, and just activities like snorkeling, camping, and swimming at one of the three beaches from sunrise to sunset!

Although make sure to arrive early on weekends and holidays because it can reach capacity.

This is truly one of the Best Beaches In The Florida Keys and you must check it out!

National Key Deer Refuge

For those looking to get up close to the Key Deer only found in the lower keys, the National Key Deer Refuge is the place for you! What makes the key deer unique is that there are only about 800 left that can only be found on Big Pine Key . This small dog-like deer is only 2 ½ feet tall and weighs just 90 pounds.

This is a free activity to spend an hour or so, visiting the visitors center and learning all about the key deer. Established in 1957, at MM 30.5 it aims to protect species of animals such as the key deer and 20 other endangered species and plants.

Please note it is against the law to feed, touch, or hunt the key deer.

Dry Tortugas National Park

The Dry Tortugas National Park is the only stop on this Florida Keys road trip guide that is only accessible by private or  chartered boat tour ,  chartered seaplane  tour, or the  Yankee Freedom Ferry . 

If you want to add this stop to your Florida Keys road trip we highly recommend booking your dates as early as possible! The Dry Tortugas are a group of seven small islands 80 miles off the coast of Key West. Located in the Gulf of Mexico its iconic red brick Fort Jefferson transports visitors back in time. You will be in awe of how beautiful the water is, and how remote this national park truly is!

For those into camping and stargazing , this is your place! Just remember you must pack everything in and out with you! Check out  our guide  to avoid the big mistakes plus tips when visiting  Dry Tortugas National Park !

Key West is as far south as you can drive on this Florida Keys itinerary! At MM 0, you will find the southernmost point of the continental US! There are so many things to do here in Key West! Don’t let the party atmosphere scare you away from visiting. There are historical sights like Ernest Hemingway or Truman winter home, beaches, amazing restaurants , and plenty of activities to enjoy after the sun sets.

We have an entire post dedicated to the best tours in Key West from those craving adventure to laid-back food and walking tours!

Fort Zachary Taylor State Park

Fort Zachary Taylor State Park is one of the hidden gems on this Florida keys driving itinerary. You will be mesmerized by the gorgeous blue water inviting you in for a swim or snorkel. Plus, the beach area is super instagrammable!

It is also the southernmost  state park  in the continental US and has our vote as one of the  best Florida Keys state parks! The cost to enter per car is $6.50 and is open from 8 am-5 pm daily.

Built in the 1840s, as a series of forts to protect the southern coast after the conflict of the War of 1812 and used during the Civil War and Spanish American War, it was named after US President Zachary Taylor.

Smathers Beach

The last stop on your Florida Keys driving guide is Smathers beach ! This gorgeous white sand beach is the best beach to go for those looking for real sand, as most beaches in Key West are pebble or rock. The imported white sand is the perfect place to relax and swim or snorkel in the water. All of the usual facilities are present here like parking and showers. 

The last stop on our Florida Keys road trip is the perfect place to relax and unwind before your drive back to Miami!

Where to stay on your Florida Keys road trip itinerary

Key west marriott beachside.

For those looking to stay in Key West, we highly recommend staying at Key West Marriott Beachside , like we did on our last trip to the area! But have also put together a list of the best luxury hotels in Key West.

 The resort is located on the oceanfront with a large pool as the centerpiece of the resort. At the hotel’s marina, you can rent jet skis, kayaks, and paddleboards.

Plus, there is a complimentary hotel shuttle downtown multiple times daily meaning you don’t have to bother with trying to find parking. This is truly one of the Best Places To Stay In Key West!

Many of the balconies are oceanfront allowing you to relax and enjoy a sunset or ocean breeze from your town room!

Check Rates:  Booking.com

We give Bakers Cay resort in Key Largo a 10/10! Located just over an hour from Miami, this could be the perfect spot to spend your first night on your Florida Keys road trip! This cool and unique hotel features gorgeously appointed rooms with ocean views!

There are tons of activities that the resort provides including snorkel, boat, and dive tours! The property also features two large pools and a state-of-the-art fitness center.

Make sure to check out our list of the Best Resorts In The Florida Keys ! There are some really epic resorts featured for couples, families, and more.

Check Rates: Booking.co m

Cheeca Lodge and Spa

Cheeca Lodge and Spa is located in Islamorada, one of the cutest small towns in Florida! It is located 15 minutes from the local airport or just a 1.5-hour drive south of Miami. A stay here means relaxing in a lush tropical paradise surrounded by the turquoise waters of the ocean. This is truly one of the best luxury hotels in Florida!

The property features a golf course, restaurants, pools, sea kayaks and bicycles for guests to use, Camp Cheeca for children, and an ocean-front bar! The rooms here are luxurious with all the amenities one could want and balconies to enjoy the ocean view or golf and lagoon views.

Check Rates: booking.com

Faro Blanco Resort & Yacht Club

Marathon is just over 2 hours (114 miles) from Miami making it the perfect place to stop for the night on your Florida Keys vacation itinerary. Don’t let the resort and yacht club scare you the property is reasonably priced averaging $230 a night!

The resort is on the water and features modern rooms, with a gorgeous pool and onsite restaurant. It is easy to spot by its historic lighthouse right on the bay.

Miami to Key West Drive: Florida Keys Stops, Stays + Map!

Visiting the Florida Keys is a classic U.S. vacation, with beaches, clear blue waters, and adventurous activities like snorkeling, kayaking, and camping.  One of the best ways to experience the Florida Keys is with a Miami to Key West road trip. Get tips on how to plan an itinerary that includes all the best of the Keys: quirky roadside stops, beautiful beaches, state and national parks, and waterfront bars and restaurants for sunset each night.

As far as road trips go, a Miami to Key West drive belongs on every bucket list.  You’ll follow the Overseas Highway, a 113-mile stretch of U.S. Route 1 which spans the coral and limestone islands of the Keys and connects mainland Florida to Key West. 

Driving to Key West lets you discover all the best sights, eats, and adventures of the Florida Keys along the way.  Experience amazing snorkeling in Key Largo, kayak and relax on the sandy beaches of Bahia Honda State Park, and watch the spectacular sunset in Key West — plus so many more things in between!

In this guide, I’ll share all the tips you need to plan a Florida Keys road trip, with drive tips, must-see sights, restaurants, and other fun stops along the way.  I’ll also suggest how many days to spend in each location and advice on the best places to stay on your Miami to Key West drive.

This article contains affiliate links. If you click through and make a purchase, I might earn a commission, at no additional cost to you. Thanks for your support in this way! Learn more in my Disclosure Policy .

Pin this Miami to Key West Road Trip Planner for later!

In this guide to a miami to key west drive.

Planning Tips: When to Visit | How Long to Stay | Driving the Overseas Highway | Road Trip Map | Itinerary Overview  

Must-See Florida Keys Sights: John Pennekamp State Park | Bahia Honda State Park | Sombrero Beach | Turtle Hospital | Robbie’s | Duval Street | Key West Beaches | Hemingway House | Southernmost Point | Dry Tortugas National Park

Overnight Stops: Key Largo | Islamorada or Marathon | Key West

Miami to Key West Drive: Road Trip Planning

The Florida Keys is an archipelago of 800 tropical islands that stretches 120 miles off the coast of Florida. The Keys begin just south of Miami and continue to the uninhabited Dry Tortugas, one of the most remote U.S. National Parks. 

These vacation planning tips will help you make the most of your road trip adventure from Miami to Key West with quirky local spots, popular sights, and beautiful Florida beaches .

So get your road trip playlist and Instagram sunset captions ready — we’re going on a Florida Keys road trip!

In December I returned again to to the Upper and Middle Keys for a long weekend . See the Instagram Reel below of my Keys mini-road trip, and follow me for more adventures!

View this post on Instagram A post shared by Adrienne 🌎 Adventures + Photos (@thehaphazardtraveler)

The Best Time to Drive the Florida Keys

The Keys are one of the warmest and sunniest destinations in the United States, with average high winter temperatures of 75-80 degrees.  The best time for a Florida Keys scenic drive is between March and May, after the busy tourist season is over and when hotel rates are more reasonable. 

It’s best to avoid the peak hurricane season of August and September.

I just visited again in December and although we had some rain and clouds, the weather was warm and I got to do almost everything I wanted to!

The hottest months in the Florida Keys are July and August, with average high temperatures of 90 degrees.  June, August, and September are the months with the most rainfall.

Check weather averages for your visit on Holiday-Weather.com .

Transportation: Airports & Car Rental

The best airports to begin a Florida Keys road trip are the Miami International Airport (MIA) or Fort Lauderdale (FLL), about 30 miles north.  I recommend checking both – there are often direct flight deals for me from D.C. to Fort Lauderdale on United that make it worth flying in there.

Car rental is available at both airports and both have rental car centers attached to the terminal, which really helps with getting your adventure started!

If you’re short on time, it’s usually possible to rent a car one-way for an extra fee.  In this case, you would pick it up in Miami and return it at the airport in Key West (EYW), or vice-versa.  When I last checked rates, this added around $100 to the weekly price with most of the major companies.

Check car rental rates : Alamo | Budget | Hertz | Expedia

How Long to Stay for a Florida Keys Road Trip

How does a month sound?  But seriously, I’d recommend at least a week to see the best of the Keys.  It’s a great way to extend a budget trip to Miami .

You can save time on your Keys road trip by paying extra for your car rental and only making the drive one-way.  If you have a little less time or a few extra days, I’ll include other options in the itinerary below.

I’ve also just visited the Upper and Middle Keys on a long weekend! I flew into Fort Lauderdale (there are often great flight deals here) and stayed in Layton near Marathon, exploring everything from Key Largo to Bahia Honda.

Driving the Overseas Highway | U.S. Route 1

The Florida Overseas Highway spans 113 miles and 42 bridges, connecting the mainland of Florida from Miami to Key West. 

Actually the southernmost leg of U.S. Route 1, the Overseas Highway (or Highway 1) follows a trail which began in 1912 when Henry Flagler extended his Florida East Coast Railroad to Key West. This railroad route ran until 1935, when the Keys sustained extensive damage from the strongest hurricane to strike the U.S.

A new highway was built to replace it by the end of the 1930’s, which paved the way for the Keys to become the tourist destination they are today.  In the 1980’s, 37 bridges were replaced with wider, heavier spans, including the most famous portion of the road: the Seven Mile Bridge at Marathon.

Known as the “Highway That Goes to Sea,” the Overseas Highway is a scenic drive.  Most sections of the road are well-paved, although there is currently some overnight construction near Islamorada (December 2022 – but it didn’t impact my trip much).

Straight through, it would take 4-5 hours to drive from Miami to Key West for the 160-mile trip.  The total time depends on traffic, since parts of the road are still only two lanes.  But there are many sights and stops along the way, making it a perfect leisurely road trip to spread over several days.

Overseas Highway Mile Markers from Miami to Key West

Mile markers along the Overseas Highway are often used as address locators. The highway ends in Key West at mile marker 0.  Other stops: Key Largo is mile marker 102, Islamorada begins at 90, Marathon at mile 60, and the Seven Mile Bridge at 47.

Restrooms/Rest Stops on Your Road Trip

There aren’t any rest areas along the Miami to Key West road trip route, but there are many restaurants and convenience stores that have restrooms available.  If you stop at any of the state parks, you might need to pay an entrance fee.

There is a visitor’s center run by the Chamber of Commerce on Key Largo, and a commercial visitor’s center for Key West located on Big Pine Key.

Gas Stations & Supplies

There are gas stations every few miles along the route through the Keys. The longest stretches in between are perhaps 10 miles, so just keep an eye on your fuel gauge.

Grocery Stores

You’ll also find grocery stores and smaller markets through the Keys. Some of the main grocery stores are:

• Key Largo: Winn-Dixie and Publix
• Islamorada: Publix and The Trading Post, a 24-hour market across from the Cheeca Lodge. *Note that you can buy Key Lime Pie Lady brand goodies here late-night
• Marathon: Winn-Dixie and Publix
• Big Pine Key: Tom Thumb and Winn-Dixie
• Key West: Winn-Dixie and Publix

In case you forget sunscreen, bug repellent, motion sickness tablets, etc. there are several chain pharmacies throughout the Keys. The larger grocery stores have pharmacies, as well as:

• Key Largo: Walgreens and CVS
• Islamorada: CVS
• Marathon: Walgreens and CVS
• Big Pine Key: Walgreens and CVS

Florida Keys Catamaran All-Inclusive

Want to explore the Florida Keys in a totally different way? Check out this luxury Florida Keys catamaran sailing experience !

Miami to Key West Drive Map

The map below shows the best sights for your Miami to Key West drive.  To see details, click the arrow on the top left to view the different layers.  You can scroll to see the different categories – stops, beaches and parks, more top sights, and restaurants.  You can also click each item on the map for more information.  Save the map by clicking the star after the map name – this will save it to your own Google Maps folder.

Miami to Key West Road Trip Itinerary & Stops

Use this overview to get an idea of the suggested number of nights for each destination, as well as must-see sights.  Keep reading for the full details on each step of the itinerary including more sights, restaurants, tours, and recommended hotels and Airbnbs.

Distance from Miami to Key West: 160 miles | Estimated Driving Time: 4 hours

Itinerary Length: 5-8 nights depending on selected sights & stays

Miami | Bonus South Florida Stop to Start Your Trip

Got extra time? If you haven’t visited Miami before, you should tack on a few days here at the start of your trip. Gorgeous beaches, non-stop nightlife, and luxe hotels have made it one of the most popular vacation spots in the U.S.

• Miami Beaches: Miami Beach has calm, crystal-clear water and soft sands, as well as cafes, sidewalk bars, and a boardwalk for strolling. South Beach is where the action is, with endless nightlife and celebrity-chef eateries. For a quieter spot, check out North Miami Beach, with its open-air bandshell and plenty of bars, restaurants and parks great for families.
• Wynwood Walls: Just minutes from Downtown Miami, this collection of giant wall murals covers six buildings. Wynwood Walls has become a famous Instagram spot thanks to famed artists from across the globe.
• Art Deco Historic District: Miami is famous for sleek, colorful architecture. But Miami is especially famous for its 1920’s and 1930’s Art Deco Historic District in Miami Beach. It’s located between 5th Street and 23rd Street, along Ocean Drive, Collins Avenue and Washington Avenue
• Everglades National Park: If you want to explore this top 5 U.S. National Park, it’s best seen on a day trip from Miami or a a stop on your first day (turn south at Florida City). The 1.5-million-acre wetlands preserve is made up of coastal mangroves and marshes home to hundreds of animal species. Here you can spot leatherback turtles, crocodiles, dolphins, and perhaps even the Florida panther and West Indian manatee.

Upper Florida Keys: Miami to Key Largo – 63 miles, 1 hour

Stay in Key Largo: 1-2 nights

Top Sights: Robert is Here | Alabama Jack’s | John Pennekamp State Park | Mrs. Mac’s Kitchen

Middle Keys: Key Largo to Marathon – 47 miles, 1 hour

Stay in Islamorada or Marathon: 2-3 nights

Top Sights: Diving Museum | Rain Barrel Village | Robbie’s | Turtle Hospital |Sombrero Beach | Bahia Honda State Park

Alternatively, you can combine the first two stops and use Islamorada as your base for exploring the Upper and Middle Keys.  Islamorada is only about 30 minutes from Key Largo and 35 minutes from Marathon.  I did this so that I could get a weekly vacation rental, and it worked out great.

I’ve also stayed in Layton, between Islamorada and Marathon, to explore the Upper and Middle Keys.

Lower Florida Keys: Marathon to Key West – 50 miles, 1 hour

Stay in Key West: 2-3 nights

Top Sights: Key West Lighthouse | Ernest Hemingway House | Key West Butterfly Conservatory | Duval Street | Smathers Beach | Mallory Square | Southernmost Point Marker | Dry Tortugas National Park

Key Largo | Miami to Key West Drive First Stop

Key Largo is the first stop on a Miami to Key West road trip, and is most famous for its world-class diving and snorkeling.  It’s accessible via U.S. Route 1 or the Card Sound Bridge – take the slightly longer Card Sound toll route if you want to stop at Alabama Jack’s bar.

Key Largo is also known for watersports like kayaking, paddleboarding, and fishing. To the west on the mainland lies Everglades National Park.  Read on for the best things to do in Key Largo for your Miami to Key West road trip, as well as a variety of options for where to stay, including family-favorite Baker’s Cay resort .

Top Key Largo Sights

Robert is here | homestead, florida (mainland) fruit stand.

This family owned fruit stand has been around since the 1950’s and is located on the mainland of Florida. It all began when Robert’s dad, a farmer, set him up with a roadside table to sell cucumbers and a sign declaring “Robert is here.” 

Well, Robert is still here, and from those humble beginnings has built a fruit mecca and tourist destination.  In addition to hundreds of exotic fruit varieties, there’s an animal farm, kids’ play area, famous milkshakes (including key lime, of course), and a band on weekends.

Itinerary priority: Add if you have extra time and want a classic Florida experience.  It’s the perfect place to pick up fresh produce and also a good stop if you’re on a longer road trip.

Website | Google Maps | Address: 19200 SW 344th St, Homestead, FL 33034

Alabama Jack’s | Classic Key Largo Biker Bar

This biker/tiki/dive bar (yes, that’s a lot of slashes!) is found in the town of Card Sound.  It’s been around since the 1950’s and has become a traditional first stop in the Keys for many road trippers.  Alabama Jack’s has the reputation of the best conch fritters in the Keys, cold beers, and friendly service.

On the weekends the house band, Card Sound Machine, has played in the afternoons for over 30 years.  Alabama Jack’s closes at sunset, perhaps so you’re not carried off by mosquitoes from the nearby swamps.

Itinerary priority: Add this if you have extra time and want a classic quirky Keys experience.  Be sure to take the toll road headed out of Miami or Homestead.

Facebook | Google Maps | Address: 58000 Card Sound Rd, Key Largo, FL 33030

John Pennekamp Coral Reef State Park & Florida Keys National Marine Sanctuary

John Pennekamp Coral Reef State Park is a must-see as the first underwater state park in the U.S.  It includes 70 nautical square miles of the Atlantic. The famous “ Christ of the Deep ” statue is here, an 8 foot tall sculpture sunk 25 feet deep. 

You can also snorkel from the shore at John Pennekamp, canoe or kayak, or take a glass-bottom boat tour. Cannon Beach is one of the most popular spots.

The adjacent Florida Keys National Marine Sanctuary extends 2,800 square nautical miles from Key Biscayne in the north down to Dry Tortugas.  Experienced divers can take an excursion to the artificial reef of the sunken USS Spiegel Grove.  

Itinerary priority: Must-see.  Key Largo is a world-class snorkeling and diving destination and one of the top sights on a Miami to Key West road trip.

Website | Google Maps | 102601 Overseas Hwy, Key Largo, FL 33037

Tours: In December, I went on this half-day tour with Silent World Dive Center . They have a snorkel-only boat (which I prefer — you don’t have to wait for divers to get in and out of the boat with all their equipment), and the staff was super friendly, knowledgeable, and professional! More top-rated tour options with online booking: | Half Day Snorkeling | Private Snorkeling Tour | Half-Day Scuba Tour

African Queen Canal Cruise | Key Largo Excursion

Yes, that African Queen – from the 1951 movie starring Humprey Bogart and Katharine Hepburn!  Relocated from Africa and restored, the iconic boat now cruises the waters of Key largo offering canal and dinner cruises.  There are several departures daily, and on weekends you can take a dinner cruise with roundtrip transportation to the Pilot House Marina. 

Itinerary priority: A quirky addition for classic movie buffs.

Website | Address: 99701 Overseas Hwy, Key Largo, FL 33037

Florida Keys Wild Bird Rehabilitation Center

The Laura Quinn Wild Bird Sanctuary in Tavernier is a center for wildlife rehabilitation, and is home to over one hundred resident birds who cannot be returned to the wild.  See rescued hawks, owls, vultures, pelicans, gulls, songbirds, and more. Visitors can learn about the birds and the ecosystems of the Florida Keys.

Itinerary priority: This is a quick stop – less than an hour – interesting for nature and wildlife lovers.

Website | Google Maps | Address: 92080 Overseas Hwy, Tavernier, FL 33070

Where to Eat & Drink in Key Largo

Mrs. Mac’s Kitchen   Iconic Key Largo favorite with kitschy decor, fresh seafood, and some of the best coconut shrimp and key lime pie in the Keys (try it yourself to see if you agree!).  There are two locations on the Overseas Highway – the first is the original and closes mid-afternoon. The second, a few blocks away, is larger and has more parking and seating.

Caribbean Club   Classic dive bar and Key Largo tradition with amazing sunset views

Pilot House Restaurant   Local favorite overlooking a marina with fresh seafood and a tiki bar vibe

Sundowner’s Key Largo Seafood eatery with a glass dining room and outdoor waterfront seating

Where to Stay in Key Largo | Top Accommodation Picks

Check out these top picks in the Key Largo area for your first stop from Miami to Key West.

Best Key Largo Hotels

$ Gilbert’s Resort | Budget waterfront stay with pool, private beach, tiki bar and views. Check rates on Booking.com | Expedia

$$ Sunset Cove | Rooms and cottages close to sights; some pet-friendly rooms, breakfast, kayaks, and private beach.  Check rates on Booking.com | Expedia

$$$ Coconut Palm Inn | Resort in Tavernier with rooms and suites, breakfast, and thoughtful service touches.  Pool, private beach, kayaks. Check rates on Booking.com | Expedia

$$$$ Kona Kai | Luxury adults-only resort and botanical gardens in Tavernier. Spa, hot tub, heated pool, tennis in a spectacular setting. Check rates on Booking.com

Key Largo Vacation Rentals

Looking for more space or a local stay? Check out these Key Largo area vacation rentals.

Islamorada | Second Keys Road Trip Stop

Islamorada is a village made up of 6 of the Middle Keys, and the halfway point between Miami and Key West.  It’s known as the “Sportfishing Capital of the World,” thanks to its bounty of options for professional fishing charters with experienced captains. 

There are many choices of mid-range to luxury resorts in Islamorada, as well as shopping, restaurants, sights and eco-experiences. 

During one of my Keys road trips, I stayed here as a base for exploring everything from Key Largo to Marathon.  Read on for the best things to do around Islamorada on your Miami to Key West road trip!

Top Sights In the Islamorada Area

Rain barrel village.

This quirky stop is a garden oasis with shops, galleries, and boutiques.  Spend a few hours and grab a snack at the local eateries too.  You’ll want to get a selfie with its iconic giant lobster named Betsy!

Itinerary priority: A fun stop, great for souvenirs and Instagram ops.

Website | Google Maps | Address: 86700 Overseas Hwy, Islamorada, FL 33036

History of Diving Museum

For divers and adventurers, the History of Diving Museum is a cool stop for your itinerary.  Explore more than 4,000 years of diving history (yes, really) from breath-holding divers to early diving machines and helmets to the revolutionary invention of SCUBA.  Includes the world’s largest collection of diving memorabilia.

Itinerary priority: A well-done museum and a must-see for diving aficionados.

Website | Google Maps | Address: 82990 Overseas Hwy, Islamorada, FL 33036

Robbie’s | Islamorada Restaurant, Bar & Activities

Robbie’s is a fun waterfront restaurant and bar with a bonus: from its dock, you can feed tarpon fish which grow up to 8 feet. The trick is avoiding aggressive pelicans and trying not to scream when the tarpons jump to snatch the fish!  Robbie’s is also a spot for booking local fishing charters and other excursions.

Itinerary priority: A great photo spot and place to book local tours.  If you’re afraid of fish bigger than you are, skip that part.

Website | Google Maps | Address: 77522 Overseas Hwy, Islamorada, FL 33036

Holiday Isle Tiki Bar at the Postcard Inn

Calling tiki bar lovers and cocktail connoisseurs! You’ll want to make a stop at the Tiki Bar at the Postcard Inn to see where the Rum Runner was invented. 

Legend has it that in 1972, the bartender Tiki John was tasked with creating a cocktail to get rid of excess inventory.  He mixed banana liqueur, Meyers rum, brandy, and grenadine. And behold – the Rum Runner was born!

Itinerary priority: A must-see for tiki and cocktail connoisseurs. It’s been restored and the resort itself is very upscale; if you prefer your tiki bars a little less flashy, try nearby Lazy Days .

Website  | Address: 84001 Overseas Hwy, Islamorada, FL 33036

Where to Eat & Drink in Islamorada

Florida Keys Brewing Company | Tasting room and beer garden with a fun vibe and pretty courtyard. Try a flight of local beers and get a growler to go. A must for beer lovers!

Morada Bay | Luxury dining at Pierre’s; casual fare at its Beach Cafe, perfect for drinks, dinner, and sunset on a white sand beach

Marker88 | This restaurant has been a Keys tradition since 1967, and offers beachfront dining and amazing sunsets

Lorelei Cabana Bar | Seafood Restaurant known for conch and stone crab chowders, mahi fish tacos, and gorgeous sunsets

Islamorada Brewery and Distillery | Distillery and brewery with a beer garden with food trucks and local music. Try their key lime pie frozen cocktail!

Where to Stay in Islamorada | Top Accommodation Picks

$ Sunset Inn  Trendy, family-friendly budget stay with pool, close to sights. Check rates on Booking.com | Expedia  

$$ Lime Tree Bay Resort   Studios, rooms, and 2-3 bedroom suites, some with kitchenettes. Beachfront with pool and breakfast.  I loved my stay here – I had a studio with a kitchenette overlooking the water. Check rates on Booking.com | Expedia

$$$ Islander Resort   Stylish resort with private beach, 3 pools, lanais, many amenities. Check rates on Booking.com | Expedia

$$$$ Cheeca Lodge  Luxury resort with spa, golf course, pools, tennis, private beach. Plus there’s a 24-hour grocery store across the street. Check rates on Booking.com   |  Expedia

More Islamorada & Marathon Stays

Marathon | miami to key west drive stop.

The Florida Keys city of Marathon is made up of 13 islands, and is known for beaches, fishing, and a barrier reef. Marathon is a mini archipelago of its own.

Marathon is actually made up of East and West Sister’s Island, as well as a collection of smaller keys, like Boot, Knights, Hog, Vaca, Stirrup, Crawl, Little Crawl, Deer, Fat Deer, Long Pine and Grassy Key.

Find out the best things to do in Marathon for your itinerary, including turtle conservation, snorkeling and nature experiences.

Top Marathon Sights for Your Road Trip

Sombrero beach.

Sombrero Beach in Marathon is a calm public beach perfect for swimming.  There are restroom facilities here as well as picnic shelters with grills, and plenty of room to spread out on its long white sand beach. 

From April through October, loggerhead turtles nest here, so you might see some small areas roped off to protect the eggs.  

Itinerary priority: This is a great option for a beach day if you stay at a hotel that isn’t beachfront – bring a cooler with what you’ll need for the day, and pick out a spot to relax. I think it’s also one of the nicer beaches in the Keys, which are known for rocky rather than sandy coastlines!

Website | Google Maps | Address: Sombrero Beach Rd, Marathon, FL 33050

The Turtle Hospital 

This small non-profit organization is dedicated to the rescue, rehabilitation, and release of endangered sea turtles. Visit on a guided tour to get a behind-the-scenes look at their hospital facilities and see their turtle rehabilitation tanks close-up! 

The entrance fee and gift shop support their rescue efforts.  It’s very popular, so be sure to make a reservation.

Itinerary priority: This is a Florida Keys must-see. It’s a great family activity and unforgettable experience!

Website | Google Maps | Address: 2396 Overseas Hwy, Marathon, FL 33050

Seven Mile Bridge

The Seven Mile Bridge begins around mile marker 47 and connects Knight’s Key in the Middle Keys to Little Duck Key in the Lower Keys. 

This is the most iconic portion of the Overseas Highway, frequently featured in movies about the Keys.  You’ll get spectacular views of turquoise water reaching all the way to the horizon.

A section of the old original bridge has been restored for pedestrian and bicycle traffic. This is a great place to watch both sunrise and sunset. A parking lot on the southbound side also has a waterfront park with shelters for picnics.

This is a must-see, obviously, as there’s no other road to Key West!

Bahia Honda State Park | Bahia Honda Key

Bahia Honda is one of the islands of the Keys, and is home to a namesake state park.  It’s possible to visit here on the day that you drive to Key West, since it’s located past the Seven Mile Bridge around mile markers 38.5-36.

Be sure to visit its three beaches. Turn right when you enter the park to get to Calusa Beach and Loggerhead Beach, located near the concession shop and the Old Bridge. Or turn left and drive past the camping areas to reach mile-long Sandspur Beach.

Other activities at Bahia Honda include snorkeling, kayaking, hiking, biking, and spotting birds and wildlife. Limited campsites are available. There are picnic shelters and tables throughout the park, as well as restrooms in the beach and camping areas.

The hiking trail on the southwest end of the island leads to the top of the Old Bahia Honda Bridge, and has spectacular views of the island and the waters below.

Itinerary priority: Bahia Honda State Park is a Florida Keys must-see for your road trip!  Bring a picnic lunch and spend a few hours here.

Website | Google Maps   | Address: 36850 Overseas Hwy, Big Pine Key, FL 33043

National Key Deer Refuge

The endangered Key Deer is the smallest subspecies of the North American white-tailed deer. Poaching and habitat loss had reduced their numbers to only a few dozen animals by the 1950’s. Luckily, the establishment of this Refuge allowed for protection and a dramatic recovery.

The deer now number close to a thousand, 75% of which are concentrated on Big Pine and No Name Keys.  Stop at the visitor center for information and drive slowly through Big Pine Key or hike to spot them.

Itinerary priority: This is an interesting addition for nature lovers and photographers.

Website | Google Maps | Address: 30587 Overseas Hwy, Big Pine Key, FL 33043

Where to Eat and Drink in Marathon

Florida Keys Steak & Lobster House | Fine dining favorite of tourists and locals

Fish Tales Market & Eatery | Seafood market and restaurant serving local seafood, burgers, sandwiches, salads

Lighthouse Grill | Waterfront restaurant and bar with a menu of fresh seafood and local favorites

Sweet Savannah’s | Bake shop and ice cream spot serving a variety of desserts including key lime pie with an outdoor garden

Irie Island Eats | Hidden local gem with carry out and outdoor seating past the Seven Mile Bridge

No Name Pub | Quirky, iconic Keys bar with pizza, chili and bar food on Big Pine Key

Square Grouper | Highly-rated foodie favorite with fresh seafood, small plates, desserts, and microbrews with a waterfront view on Cudjoe Key

Where to Stay in Marathon | Top Accommodation Picks

$ Coconut Cay Resort | Colorful budget hotel with a pool, mini-fridge, microwave, kayaks. Check rates on Booking.com |  Expedia

$$ Seascape Resort & Marina | Midrange beach resort with kayaks, paddleboards, bicycles, mini-fridges, microwaves | Check rates on Booking.com |  Expedia

$$$ Isla Bella  | Luxury resort with rooms and 1-2 bedroom suites, some with kitchenettes. Beachfront with pool, spa and restaurants. Check rates on Booking.com | Expedia

$$$ Tranquility Bay Resort  | Luxury resort with rooms and 2-3 bedroom cottages. Beachfront with pools, spa and restaurants. Check rates on Booking.com | Expedia

Key West | Florida Keys Road Trip End

Although Key West might be the final stop on this Florida Keys road trip, the fun is just beginning! Famed for its beaches, water sports, nightlife, and pastel “conch-style” architecture, Key West packs a lot into its 7 square miles. 

It’s also at the southern end of the Florida Keys National Marine Sanctuary, which extends Key West’s playground with adventurous snorkeling and diving opportunities.  

Read on for the best things to do here and save time to visit Dry Tortugas National Park, the top day trip from Key West!

Top Sights and Things to Do in Key West

Duval street.

Duval Street, and specifically its 6-block stretch within the Key West Historic District, is the epicenter of Key West’s famous party atmosphere.  You could spend your entire time in Key West exploring its galleries, shops, boutiques, restaurants and bars. 

Be sure to check out Sloppy Joe’s Bar , a hangout of Ernest Hemingway and host to the “Papa Look Alike Contest” in July.

Itinerary priority: This is a must-see in Key West!

Mallory Square

Mallory Square is a waterfront plaza at the end of Duval Street, adjoining the seaport. With shopping, restaurants, bars, and the best place in Key West to see the sunset, be sure to save time in your itinerary for this spot!

Itinerary priority: This is an iconic place for sunset, so try to add it if you can.

Website | Google Maps   | Address: 400 Wall St, Key West, FL 33040

Smathers Beach | Best Beach in Key West

Located on the south shore of Key West, Smathers Beach is the island’s longest and calmest beach, with nearly a mile of soft white sand and palm trees.  It’s a public beach, with chair rental and food trucks available.

For more beaches, you can also check out Fort Zachary Taylor State Park.

Itinerary priority: Add it to the list if you haven’t yet had enough beach time and won’t be able to see Dry Tortugas.

Google Maps | Address: 2601 S Roosevelt Blvd, Key West, FL 33040

Southernmost Point

This simple but iconic monument is located at the southernmost tip of the continental U.S., 90 miles north of Cuba.

Itinerary priority: If you don’t have a photo here, have you even been to Key West?

Google Maps | Address: Whitehead St &, South St, Key West, FL 33040

The Ernest Hemingway Home and Museum

The Hemingway Home was the residence of American writer Ernest Hemingway in the 1930s. Located across from the Key West Lighthouse, the Hemingway House is the most popular tourist attraction on the island. 

Legend has it that its many celebrated polydactyl (6-toed) cats are descendants of one that Hemingway owned.  The cats have the run of the home and gardens.  If you have time, visit the lighthouse across the street for the best views of Key West.

Itinerary priority: The Hemingway House is a must-see for history and literature buffs, as well as cat lovers.

Website | Google Maps | Address: 907 Whitehead St, Key West, FL 33040

Key West Butterfly and Nature Conservatory

Take a break from Duval Street and walk among hundreds of butterflies & birds including flamingos in this glass-enclosed conservatory.  In the learning center, you can explore butterfly migration and science, then look for butterfly souvenirs in the adjoining gift shop.

Be sure to wear bright colors if you want the butterflies to land on you!

Itinerary priority: It might sound nerdy but I loved it, so I’m going to rate this one a must-see.

Website | Google Maps | Address: 1316 Duval St, Key West, FL 33040

Dry Tortugas National Park Day Trip

Almost 70 miles west of Key West lies the remote Dry Tortugas National Park.  Accessible only by boat or seaplane, the park is the home of historic Fort Jefferson, crystal clear blue waters, coral and marine life, and a vast assortment of bird life. 

Get my detailed guide for a Dry Tortugas day trip or camping here .

Itinerary priority: Dry Tortugas is a bucket-list destination as one of the most remote U.S. National Parks.  If you’re out of time or money on this trip, you’ll have to save it for your next Key West visit!

Websit e | Google Maps | Ferry terminal address: 100 Grinnell St, Key West, FL 33040

Dry Tortugas National Park: Day Trip, Snorkeling & Camping

Planning a trip to Key West? Be sure to include a visit to Dry Tortugas, one of the least-visited U.S. national parks for pristine beaches, spectacular snorkeling, and even camping.

Take in History at the Truman Little White House

Harry S. Truman vacationed here under orders from his doctor that he take a warm vacation.  He also had friends, cabinet members, and foreign officials visit for fishing trips and poker games. 

Truman set up shop there for 175 days of his presidency from 1946 through 1952, which gave the circa-1890 naval site the name “The Little White House.” The surrounding neighborhood, known as Truman Annex, is a leafy shaded area with parks and vacation homes.

Address: 111 Front St, Naval Air Station Key West, FL 33040 | Website | Google Maps

Where to Eat and Drink in Key West

Captain Tony’s Saloon | Old school pub dating to 1851

Blue Heaven   | Quirky, iconic spot with Floridian-Caribbean cuisine & key lime pie.  Located in a tropical plant-filled garden where Hemingway once officiated boxing matches

The Flaming Buoy Filet Co. | Steak & seafood spot in a funky tropical space

The Stoned Crab | Top Key West eatery specializing in fresh seafood including stone crab and lobster, plus cocktails 

Key Best Pizza and Coffee  | Affordable family-friendly spot with the best pizza on the island

Better Than Sex   | Key West dessert restaurant with a speakeasy atmosphere

Where to Stay in Key West | Top Accommodation Picks

Key West has a wealth of accommodation options for every traveler, from budget and luxury stays to clothing optional resorts . There are also Airbnb rental homes in the traditional Key West “conch-style” architecture.

Old Town is the best place to stay for first-time travelers and for proximity to sights, restaurants, and nightlife.

All of the resorts below offer parking; although most hotels in the historic district add an extra charge for this, since space is limited.

$ Blue Marlin Motel  | Bright budget stay with a pool in a great location. Parking available for an extra daily fee.  Check rates on Booking.com | Expedia

$$ Harborside Motel & Marina  | A top midrange Key West pick with pool, kitchenettes, and free parking.  Check rates on Booking.com | TripAdvisor

$$$ Havana Cabana  | Resort style hotel with pool, bar, restaurant and fun vibe. Hourly shuttle to Duval and free parking.  Check rates on Booking.com | Expedia

$$$$ Southernmost Beach Resort  | Luxury resort in historic Old Town with pools, restaurants, spa, and private beach. Parking available for an extra daily fee. Check rates on Expedia

Don’t miss my guide to the best rentals and Airbnbs in Old Town Key West – from budget options to luxury stays for a group.

Airbnb Key West Florida: Best Rentals with Pools & More!

Planning a Florida vacation? Get tips on the best Key West Airbnb stays for solos, couples or groups of any size: honeymoons, families, bachelorettes & more!

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I was a travel hot mess, but I got better! I kept the name and now blog my best tips for culture + adventure travel from around the globe. Follow along for travel advice, destination guides, and photography from faraway lands and at home in Washington, DC.

Travel Writer | Photographer | Licensed Drone Pilot Member, Society of American Travel Writers (SATW)

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Ultimate Key West Road Trip Guide

Embark on an unforgettable journey down the historic Florida Keys Highway, stretching a magnificent 113 miles. Reconstructed in the 1980s after a devastating hurricane obliterated the previous railway in 1935, this scenic route takes you through a string of idyllic islands, with each mile marker bringing you closer to the southernmost point of the U.S. — Key West. Welcome to your ultimate guide to a Key West road trip, where every mile is a memory waiting to happen.

Discover Islamorada, the resilient “Village of Islands” nestled in the heart of the Florida Keys, where history intertwines with natural beauty. Despite bearing the brunt of the catastrophic Labor Day Hurricane of 1935, which claimed 423 lives, Islamorada stands today as a testament to endurance and resilience.

A Picturesque Locale…

This picturesque locale, once a coconut plantation, now hosts a boutique resort featuring eight private cottages amid lush tropical landscaping, just steps away from the Atlantic’s embrace. Hammocks sway beneath verdant fronds, offering moments of serene relaxation, while adventurous spirits can paddleboard across the azure waters, immersing themselves in the vibrant marine life.

A Balance Between Tourism and Ecological Preservation…

Robbie’s Marina, a Florida Keys icon, awaits exploration, offering both bait and memories for just 7 dollars. Embrace Islamorada’s blend of leisure and environmental stewardship, where every moment spent amid its turquoise waters and coral-fringed shores underscores the delicate balance between tourism and ecological preservation. Plan your Key West road trip now and include Islamorada in your itinerary for an unforgettable journey through the Florida Keys.

Best Places To Stay in Islamorada

Fisher inn resort & marina.

Positioned ideally overlooking the captivating Atlantic Ocean, Fisher Inn Resort & Marina is a quaint, basic motel, yet it offers so much more than meets the eye. Just a three-minute walk lands you at the fascinating Windley Key Fossil Reef Geological State Park, an open-air museum of prehistoric marine fossils. Within a brief nine-minute stroll, guests can also access the renowned marine park, Theater of the Sea, a haven for marine life lovers.

Rooms and Amenities

Rooms at the Fisher Inn come equipped with comfortable sleeping arrangements for up to four guests, making it an ideal choice for families or small groups. Select rooms also offer patios, where guests can unwind and soak in the warm Florida sun. Cottages with two bedrooms provide additional amenities like kitchenettes, perfect for those who prefer home-cooked meals. Awe-inspiring ocean views allow guests to witness the majestic Atlantic right from their windows.

Tranquility and Simplicity

Nestled against the gentle murmur of the Atlantic Ocean, the Fisher Inn Resort & Marina emerges as an emblem of tranquility and simplicity, embodying the essence of the Islamorada experience. A mere stone’s throw from the geological wonder of Windley Key Fossil Reef Geological State Park and a leisurely stroll from the enchanting marine presentations at Theater of the Sea, this basic yet charming motel positions itself as a gateway to the natural and cultural riches that define the region.

Comfortable and Connected

Offering a range of accommodations from simple, well-appointed rooms that can host up to four guests to the more spacious cottages boasting kitchenettes and mesmerizing ocean views, the resort caters to varied preferences and budgets. With amenities including cable TV, complimentary Wi-Fi, and minifridges, coupled with some units featuring inviting patios, Fisher Inn Resort & Marina promises a stay that is both comfortable and connected, placing guests in the heart of the Florida Keys’ serene yet vibrant lifestyle.

Cheeca Lodge & Spa

Escape to the tropical oasis of Cheeca Lodge & Spa, a vibrant beachfront resort sprawled across 27 acres in the heart of the Florida Keys. Nestled just five miles from the captivating Windley Fossil Reef Geological State Park, this recreational haven beckons travelers seeking relaxation and adventure alike on their Key West road trip. Discover laid-back rooms adorned with island-inspired decor, offering modern amenities, such as free Wi-Fi, flat-screen TVs, DVD players, coffeemakers, and balconies overlooking the serene surroundings.

Luxury and Comfort

Indulge in luxury and comfort within our suites, where rainfall showerheads and oversized tubs await to soothe your senses after a day of exploration. Some suites even boast pull-out sofas and fully equipped kitchens, providing the perfect retreat for families and extended stays. Whether you’re unwinding on the balcony, basking in the tropical sun on the beach, or embarking on outdoor adventures, Cheeca Lodge & Spa offers a seamless blend of relaxation and excitement for your Key West road trip experience.

Prime Beachfront Location

Immerse yourself in the laid-back island lifestyle at Cheeca Lodge & Spa, your ultimate destination along the Florida Keys Highway. With its prime beachfront location and an array of amenities, including a serene spa, tempting dining options, and water sports activities, this resort is the perfect base camp for your Key West road trip adventure. From exploring the natural wonders of Windley Fossil Reef Geological State Park to retreating to your cozy room or suite, every moment at Cheeca Lodge & Spa promises relaxation and rejuvenation amid the tropical paradise of the Keys.

Things To Do in Islamorada

Sun seeker private boat charters.

Experience the thrill of ocean exploration with the Sun Seeker Private Boat Charter. Choose from flexible four-, six- and eight-hour trips tailored to your schedule and preference. Dive into the azure waters to explore the vibrant reef ecosystem, or venture offshore to the deeper waters. Experience the adrenaline rush of wreck fishing, or visit the Marathon Humps to catch tuna, a favorite spot among fishing enthusiasts. The Sun Seeker is also equipped with a unique tuna tower, an elevated platform that offers a bird’s-eye view of the surrounding seas, enhancing your fishing experience.

Comfort and Convenience

This vessel is designed with comfort and convenience in mind, featuring a spacious open deck that allows you to bask in the glorious Caribbean sun and the mesmerizing panoramas of the Florida Keys. A private restroom is available onboard, ensuring comfort throughout your journey.

Sandbar Tours

Embark on a private three-hour Islamorada Sandbar Tour, an ideal excursion for friends and couples seeking an unforgettable aquatic adventure. With the capacity to accommodate up to six guests, set sail and immerse yourself in the beauty of the Florida Keys. Rock out to your favorite tunes using the boat’s four tower speakers, adding a lively soundtrack to your journey. As you cruise, take advantage of the freshwater shower onboard to rinse off and stay refreshed amid the tropical heat. Keep your eyes peeled for captivating wildlife sightings, including playful dolphins, majestic seabirds, and colorful fish, enhancing the magic of your experience.

An Immersive and Enriching Experience

This exclusive tour not only offers relaxation and entertainment but also provides opportunities for memorable encounters with nature. Whether you’re on a romantic getaway or a Key West road trip with friends, the private three-hour Islamorada Sandbar Tour promises an immersive and enriching experience. Soak in the serenity of the turquoise waters, soak up the sun, and create lasting memories against the stunning backdrop of the Florida Keys.

Unleash your adventurous spirit with the small-group electric bike tours in Islamorada. These tours promise an exhilarating ride in the pleasantly warm breeze of Florida, making for a perfect winter getaway during January and February. Crossroads’ electric bike tours offer not just an exploration on two wheels but a comprehensive experience of the Florida Keys.

Relaxation and Exploration

Relish the thrill of the ride while also taking time to unwind in the white sands of the beach. The tour provides ample opportunities for relaxation and exploration. You can spend some leisurely hours strolling along the shore, immersing yourself in the soothing rhythm of the waves, or try kayaking in the picturesque bay area for a unique perspective of the stunning coastline.

Shopping and Dining

But the fun doesn’t stop there; you’ll also have the chance to explore Islamorada’s renowned shopping scene. Browse the famous stores for unique mementos and experience the local culture in a tangible way. After a day filled with activity, treat your taste buds to delightful local cuisine at some of Islamorada’s most popular restaurants.

Intimate and Immersive Experience

The small-group electric bike tours in Islamorada offer an intimate and immersive experience of this enchanting town. Enjoy the diversity of activities and experiences on offer, all while soaking in the picturesque beauty of the Florida Keys.

Immerse yourself in the natural wonders of Islamorada’s picturesque landscape with a private eco-tour and snorkeling boat tour. With six captivating Florida Keys enveloped by glistening waters and vibrant coral reefs, this half-day excursion offers a serene exploration of the ocean’s tranquil side. Step aboard a boat helmed by a United States Coast Guard (USCG) licensed captain and venture into the lush mangroves that fringe the islands, providing a scenic backdrop for your journey. From the comfort of the boat deck, keep your eyes peeled for glimpses of wildlife, from graceful seabirds to playful dolphins, enhancing your connection with nature.

Discover a Vibrant Underwater World

As the adventure unfolds, don your snorkeling mask and slip into the crystalline waters to delve deeper into the marine wonders below. With each dive, discover a vibrant underwater world teeming with colorful coral formations and an array of exotic fish species. This private tour offers the perfect blend of relaxation and exhilaration, allowing you to unwind amid the beauty of the Florida Keys while indulging in thrilling snorkeling escapades. Whether you’re on a romantic getaway or a Key West road trip with friends, this unique experience promises to be a highlight of your island excursion, leaving you with cherished memories to treasure for years to come.

Best Places To Stay

Tranquility bay beachfront resort.

Tranquility Bay Beachfront Resort, nestled along the Gulf of Mexico, offers a peaceful retreat amid stunning natural surroundings. This resort caters to a variety of preferences, whether you’re inclined toward adventure or are in search of tranquility. Its accommodation options range from quaint beach houses to tropical guest rooms, designed with privacy and comfort in mind.

A Peaceful Getaway

The resort features three pools, including a family-friendly lagoon-style pool and an adults-only option, providing a relaxing space for guests to unwind. Located on the Gulf, the resort offers beautiful views and easy access to water sports for those looking to add some excitement to their stay. For travelers exploring Key West, Tranquility Bay Beachfront Resort is an appealing choice for a peaceful getaway.

Isla Bella Beach Resort

Isla Bella Beach Resort stands as a refined option for those venturing through the Florida Keys, especially noted for its thoughtful integration into the lush landscapes and oceanfront views it resides within. Situated conveniently near the Seven Mile Bridge, it provides ease of access to nearby attractions and a serene retreat within its premises.

A Memorable Stay in the Keys

The resort is distinguished by its modern design, spacious accommodations that guarantee ocean views, and comprehensive amenities, including multiple oceanfront pools and on-site dining options. Its commitment to guest experience is further underscored by a full-service spa and a marina that caters to aquatic adventures. While it offers luxurious touches, the essence of Isla Bella is encapsulated in its ability to blend relaxation, natural beauty, and understated elegance for visitors seeking a memorable stay in the Keys.

Courtyard Faro Blanco Resort

Located just off the Overseas Highway, the unassuming yet charming Courtyard Faro Blanco Resort offers a unique beachfront experience next to the stunning Gulf of Mexico. Conveniently situated, the hotel is merely four miles from the loggerhead turtle nesting site at Sombrero Beach and three miles from the marine marvels at the Florida Keys Aquarium Encounters.

Prime Location

Families love the bright comfy rooms (some with Gulf views!), two refreshing pools, and endless activities, like beach volleyball, movie nights, and a game room. Evenings come alive with the Eventide celebration — fire, lights, and live music under the stars. Unwind in the hot tub, lounge by the waterfront, or explore the fitness center. Two restaurants are on-site, with more options nearby. The resort’s prime location grants easy access to the Turtle Hospital, Dolphin Research Center, and the magic of the Florida Keys.

Things To Do in Marathon, FL

Take in the seven mile bridge.

One of the iconic attractions in Marathon is the awe-inspiring Seven Mile Bridge. This architectural marvel, connecting the Middle Keys to the Lower Keys, stands as a testament to human ingenuity and engineering prowess. A drive across this bridge from Little Duck to Knight’s Key offers an unparalleled view of the stunning azure waters surrounding the Keys. As you traverse this magnificent bridge, you can witness the breathtaking panorama of the expansive ocean merging with the clear blue sky at the horizon, creating a mesmerizing spectacle. This drive is more than just a route — it’s a journey that allows you to fully appreciate the serene beauty and vastness of the oceanic expanse. The Seven Mile Bridge is more than an essential transportation route; it’s a symbol of the seamless blend of nature’s majesty and human innovation.

Marathon Air Museum

For aviation enthusiasts and history buffs, the Marathon Air Museum is a must-visit attraction. Nestled close to the Marathon Airport, this museum serves as a repository of the rich history of human flight. Visitors have the opportunity to view a plethora of aircraft on display, ranging from early flight models to modern jet fighters. Each exhibit is accompanied by informative plaques that detail the aircraft’s history, design, and role in the evolution of aviation. The museum offers informative and engaging guided tours that delve into the fascinating chronicles of human flight, offering insights about the pioneers who dared to fulfill mankind’s ancient dream of soaring through the skies. From the Wright brothers’ first successful flight to the advent of supersonic jets, the Marathon Air Museum encapsulates the indomitable spirit of human innovation and the relentless quest to push the boundaries of what is possible.

Crane Point Museum and Nature Center

The Crane Point Museum and Nature Center is a veritable tropical oasis, teeming with unique flora and fauna indigenous to the region. This 63-acre sanctuary takes you on an unprecedented journey through the cultural, historical, and natural aspects of the area. The museum and nature center, nestled amid lush botanical gardens, offer a rich tapestry of experiences that leave visitors enlightened and inspired. The trolley tour is an absolute delight, meandering through the verdant gardens, allowing you to witness the breathtaking beauty of the tropical landscape up close. Nature trails wind their way through the sanctuary, inviting visitors to explore and immerse themselves in the tranquility of the surroundings. The bird rescue center is a testament to the sanctuary’s commitment to wildlife preservation, housing a myriad of avian species and offering a rare opportunity to learn about these fascinating creatures. The marine touch tanks are another highlight, enabling hands-on interactions with a variety of marine life. The Crane Point Museum and Nature Center is not just a place to visit; it is an experience that captivates the senses and nourishes the soul.

Key West and the Lower Keys

Rooted in a rich history, Key West and the Lower Keys were originally inhabited by the Calusa and Tequesta tribes and were later charted by the Spanish explorer Juan Ponce de León in 1513. These islands form an enchanting blend of natural beauty and cultural heritage, offering a unique glimpse into Florida’s past and its vibrant ecosystem.

Florida Keys National Wildlife Refuges Nature Center

Situated on Big Pine Key is the newly established Florida Keys National Wildlife Refuges Nature Center. Showcasing exhibits that highlight the Keys’ four wildlife refuges, the center is a testament to Florida’s commitment to preserving its diverse wildlife. Established in 1957, the refuge spans approximately 9,200 acres of land on Big Pine and No Name Keys, serving as a habitat for the endangered Key deer — a species endemic to the Florida Keys.

Geiger Key Marina at the Fish Camp

Venture 30 minutes south to discover the authentic spirit of the Old Keys at Geiger Key Marina at the Fish Camp. Founded by local restaurateurs Michelle and Bobby Mongelli, the minds also behind the well-loved Hogfish Bar and Grill on nearby Stock Island, Geiger Key Marina at the Fish Camp is renowned for its legendary Sunday afternoon barbecue.

A Hub for Local Marine Life

This bustling marina also serves as an important hub for local marine life, providing a thriving habitat for manatees, sea stars, tropical fish, and a variety of shorebirds. Visitors are treated to a vibrant ecosystem teeming with life, offering a unique opportunity to observe these fascinating creatures in their natural environment. Whether you’re a keen wildlife enthusiast or simply seeking an authentic Keys experience, Key West and the Lower Keys offer an unforgettable journey, encompassing the essence of Florida’s natural and cultural heritage.

Best Places To Stay in Key West

The marker resort.

Just steps away from the Historic Seaport, The Marker Resort is a tropical oasis that epitomizes the laid-back charm of Key West. Encapsulated by lush gardens, this upscale resort offers luxury accommodations with private balconies and sophisticated decor inspired by the beachfront setting. Featuring three sparkling pools, each offering a unique ambiance, guests can immerse themselves in the relaxing Key West lifestyle. The resort’s signature restaurant, Cero Bodega, serves a fusion of Californian and Mexican cuisine, offering guests an unforgettable culinary journey. With its prime location, The Marker Resort allows its discerning guests to easily explore vibrant Key West nightlife, boutique shops, and eclectic dining scene while providing a tranquil retreat to unwind.

Opal Key Resort

Opal Key Resort & Marina, positioned on the edge of Key West’s historic harbor, is an idyllic sanctuary that delivers an authentic Key West experience. Capturing the essence of island living, the resort features rooms and suites, each with their own private balcony that offers breathtaking views of the waterfront. Guests can rejuvenate at the full-service spa, take a dip in the heated outdoor pool, or relax at the poolside bar. The on-site restaurant, Latitudes, serves up gourmet island cuisine using fresh local ingredients under the guidance of award-winning chefs. Opal Key Resort’s marina gives guests access to a host of water sports, from deep-sea fishing to diving and sailing, making it the perfect spot for those seeking an active, yet relaxing, vacation in the beautiful Florida Keys.

Things To Do in Key West and the Lower Keys

Diving and snorkeling at looe key reef.

Looe Key Reef, named after the HMS Looe that tragically ran aground here in 1744, is a remarkable underwater paradise that sprawls across just 5.3 square nautical miles. Despite its modest size, the reef boasts a staggering variety of coral structures and marine life. Snorkelers and divers can marvel at the vibrant coral, teeming with fishes of myriad colors and sizes, from the docile parrotfish to the wily barracuda. The reef is renowned for its uniquely deep reef that gradually slopes into the depths, reaching over 100 feet. This depth provides a mesmerizing opportunity to witness the pelagic, or deep oceanic, species of the Florida Keys, a sight that is nothing short of breathtaking. From majestic rays gliding through the water to the elusive and awe-inspiring sharks, the deep reef is a testament to the region’s rich biodiversity. Whether you’re an experienced diver or a first-time snorkeler, Looe Key Reef offers an unforgettable underwater adventure, capturing the unrivaled beauty of the Florida Keys’ marine ecosystem.

Golf Courses in Key West and the Lower Keys

The key west golf club.

Nestled amid the island’s lush landscape, the Key West Golf Club provides golf enthusiasts with a championship-rated course that holds its own unique charm. Skillfully designed by golf legend Rees Jones, this 18-hole, par 70 championship course combines the thrill of the game with the serenity of the island’s tropical surroundings.

Seasoned Golfers and Beginners

The course is suited to players of all abilities, ensuring an enjoyable experience for both seasoned golfers and beginners. The Key West Golf Club is not just about the game; it’s about the total golfing experience. With a fully stocked pro shop, golfers can find everything they need, from high-quality equipment to the latest golf apparel. Beyond the greens, the club offers a driving range, providing an excellent space to practice your swing or to warm up before your game. PGA professional instruction is also available for those looking to enhance their skills or for newcomers looking to get started.

Complementing the golfing amenities, the club houses a dining facility that can accommodate up to 150 people. This makes it an ideal spot to unwind, enjoy a meal, and reminisce about the day’s game. With its proximity to Key West’s famous attractions, the Key West Golf Club offers not just a golfing experience but a comprehensive Key West experience.

Bahia Honda State Park

Bahia Honda State Park, a jewel in Florida’s state park system, unfolds across Mile Markers 36 to 38.5, nestled between Ohio Key and Spanish Harbor Key. Located just 12 miles west of Marathon and near the western end of the iconic Seven Mile Bridge, it is more than just an island in the Florida Keys. This park is a perfect amalgamation of nature, history, and recreation.

An Array of Fun-Filled Recreational Activities

Whether your taste leans towards adrenaline-charged adventure or laid-back relaxation, Bahia Honda State Park caters to all. Explore the area’s rich natural and cultural heritage through its well-maintained nature trails and historical sites. Engage in an array of fun-filled recreational activities, including snorkeling, kayaking, and bird-watching, that offer a chance to admire the island’s diverse wildlife.

Bask in The Warm Sunshine

And for those seeking a serene day under the sun, the park’s sandy beaches are the perfect getaway. Bask in the warm sunshine, read a book, or simply enjoy the mesmerizing views of the turquoise blue waters. Bahia Honda State Park is not just a destination; it’s an experience that encapsulates the spirit of the Florida Keys. Don’t miss out on including it in your Key West road trip adventure.

National Key Deer Refuge

The National Key Deer Refuge, established in 1957, serves as a sanctuary for the unique Key Deer, a species found exclusively in the lower Florida Keys. Spanning over 9,200 acres of diverse habitats, including pine rockland forests, tropical hardwood hammocks, fresh- and saltwater marshes, mangroves, and beaches, the refuge plays a critical role in preserving and enhancing the natural ecosystems of the Florida Keys.

Key Deer, the smallest subspecies of the North American white-tailed deer, are the star attraction of the refuge. Their existence, confined solely to this part of the world, makes them a symbol of the unique biodiversity that the Florida Keys harbors.

A Must-Visit Spot

Beyond the Key Deer, the refuge is a biodiversity hot spot, providing a haven to over 20 endangered and threatened plant and animal species. This rich biodiversity makes it a must-visit spot for nature enthusiasts and wildlife photographers alike. Whether it’s a quiet walk on the refuge’s well-maintained trails or a guided tour to learn more about these unique species and their habitats, a visit to the National Key Deer Refuge promises to be a memorable, enriching experience encapsulating the true essence of Florida Keys’ wildlife.

Things To Do in Key West

Key west butterfly & nature conservatory.

The Key West Butterfly & Nature Conservatory, located at 1316 Duval Street, offers an enchanting experience amid a vibrant spectacle of nature. This butterfly park, situated in the heart of Key West, Florida, is a slice of paradise that introduces visitors to the fascinating world of butterflies. Within its climate-controlled, glass-enclosed habitat, the conservatory houses 50 to 60 different species of live butterflies from around the globe. As you meander through the lush tropical environment, thousands of these delicate creatures flutter around, creating a mesmerizing kaleidoscope of colors.

Learning Center

The conservatory is dedicated not just to the preservation of these beautiful insects but also to educating the public about their life cycle and their role in the ecosystem. It boasts a learning center where visitors can delve deeper into the intricacies of the butterfly life cycle, from the tiny egg to the awe-inspiring adult butterfly. Beyond butterflies, the conservatory is also home to a variety of exotic birds and plants, adding to the richness of the experience.

An Immersive Journey

Whether you’re a nature enthusiast or just looking for a unique serene escape, the Key West Butterfly & Nature Conservatory offers an immersive journey into the wonderful world of butterflies that promises to captivate and inspire.

The Ernest Hemingway Home & Museum

The Ernest Hemingway Home & Museum, an iconic landmark in Key West, Florida, once served as the residence of the renowned American author Ernest Hemingway during the 1930s. Located at 907 Whitehead Street, this charming Spanish Colonial-style mansion is conveniently situated near the southern coast of the island, directly across from the Key West Lighthouse. The house, steeped in historical significance, offers unique insight into Hemingway’s life and his creative process during his most prolific period. The museum showcases the author’s personal collection of artifacts, art, and furnishings, still intact and on display as he left them. The lush gardens and the famous six-toed cat descendants of Hemingway’s original feline, Snow White, add to the allure of this unique attraction. A visit to the Ernest Hemingway Home & Museum is not just a tour — it’s a step back in time that encapsulates the spirit of an author whose work has touched millions.

Duval Street

Duval Street, a bustling thoroughfare in Key West, Florida, is the heart and soul of the island city, making it an essential stop on any Key West road trip. Named after William Pope Duval, Florida’s first territorial governor, the street stretches from the Gulf of Mexico to the Atlantic Ocean, acting as a vibrant artery pumping life through the city. With its unique blend of historic charm and modern allure, Duval Street offers something for everyone. It is zoned for commercial use, with its buildings reflecting architectural styles from different periods, contributing to the city’s unique aesthetic.

Shopping, Dining, and Art

The street is lined with a myriad of shops, restaurants, art galleries, and music venues, creating a lively atmosphere that captures the eclectic spirit of Key West. Whether it’s perusing local boutiques, indulging in the island’s culinary delights, or soaking up the vibrant nightlife, Duval Street offers a myriad of experiences. Furthermore, it’s the hub for many of Key West’s famous festivals and parades, including the annual Fantasy Fest and Key West Pride.

A Laid-Back Key West Vibe

But amid the hustle and bustle, Duval Street also offers moments of tranquility. Charming cafes provide a perfect spot for people-watching, while the side streets reveal picturesque houses and lush gardens, inviting visitors to take a leisurely stroll and soak up the laid-back Key West vibe. At its endpoints, visitors are rewarded with beautiful views of the ocean, making Duval Street not just a street but a journey capturing the essence of Key West.

Dry Tortugas National Park

Dry Tortugas National Park, located approximately 68 miles west of Key West in the Gulf of Mexico, is an American treasure renowned for its rich biodiversity and historical significance. Spread across 100 square miles, the park encompasses seven small islands along with an abundance of marine life, colorful coral reefs, tropical bird breeding grounds, and sunken treasures.

Snorkeling and Kayaking

The park’s vibrant underwater ecosystem is a paradise for snorkeling and scuba diving enthusiasts, offering a chance to explore the breathtaking coral reefs, shipwrecks, and the diverse sea life they harbor. Kayaking along the park’s clear blue waters is another popular activity, allowing visitors to discover the park’s beauty at their own pace.

Bird Watching, Fishing, and More

For bird watchers, the park serves as a haven for numerous species of migratory birds. Dry Tortugas also offers excellent saltwater fishing opportunities for anglers, and its serene environment makes it a perfect spot for picnicking or camping under the stars. The park’s historical highlight, the imposing Fort Jefferson, one of the most significant 19th-century American forts, adds an educational aspect to the visit.

Natural Beauty and Rich History

Whether you’re a nature enthusiast, history buff, or thrill-seeker, Dry Tortugas National Park offers a unique blend of natural beauty and rich history that promises a memorable experience.

Things To Do in Dry Tortugas

A ferry to dry tortugas national park.

Traveling to the breathtaking Dry Tortugas National Park has never been more exciting than via the exhilarating ferry ride that offers a blend of adventure, relaxation, and culinary delight. This journey, typically spanning approximately 2 hours and 15 minutes, is more than just a mode of transportation — it’s an experience in itself.

Yankee Freedom

As you enjoy the pure joy of sea air on the open upper deck of the ferry, taking in the panoramic vistas of the ocean and the soothing sounds of marine life, remember the added conveniences provided by the Yankee Freedom. While keeping an eye out for playful dolphins and the occasional flying fish, adding a touch of nature’s magic to your voyage, don’t forget that the Yankee Freedom ensures your comfort with beverages, breakfast snack, and a satisfying box lunch for day trips. Plus, there’s a galley onboard stocked with an array of drinks and snacks available for purchase, making sure you have everything you need for an enjoyable journey!

Cultural and Natural Resources of Dry Tortugas National Park

Dry Tortugas National Park is a beacon of cultural and natural wonders that are unrivaled in their diversity and beauty. Occupying a 100-square mile area in the Gulf of Mexico, the park consists largely of open water, punctuated by seven small islands that serve as jeweled crowns on the aquamarine expanse.

Fort Jefferson

The park is globally renowned as the custodian of the magnificent Fort Jefferson. This sprawling 19th-century fortress, the largest masonry structure in the Americas, serves as a stunning testament to human ingenuity and a window into America’s rich historical tapestry.

Coral Reefs

But the marvels of Dry Tortugas extend beyond human history and delve deep into the natural world. The park’s picturesque blue waters serve as a backdrop for some of the world’s most exceptional coral reefs. These underwater kaleidoscopes teem with an array of marine life, creating a vibrant ecosystem that is as beautiful as it is essential to global biodiversity.

Above the water’s surface, the park acts as a sanctuary for a vast assortment of bird life. Migratory birds from various corners of the world stop at Dry Tortugas, filling the air with a symphony of calls and lending the park a dynamic, ever-changing tapestry of fauna.

Cultural and Natural Resources

In its entirety, Dry Tortugas National Park is a testament to the harmonious coexistence of cultural and natural resources. It is where history’s echoes meet nature’s vibrancy, creating an atmosphere that is sure to captivate and inspire all who visit.

How many days is enough for Key West?

A Key West road trip can be as short as a day or as long as a week, depending on what you’d like to experience. However, a three-day trip is often considered ideal to enjoy the main attractions without feeling rushed. This gives you ample time to explore the historic sites, indulge in water sports, dine at local eateries, and enjoy the vibrant nightlife.

What month is good to go to Key West?

While Key West boasts pleasant weather year-round, the months from March to June are considered the best for visiting. During this period, the weather is warm but not overly hot, and the tourist crowd is less dense compared to the peak winter months. Rainfall is also relatively low, allowing for plenty of outdoor activities.

What are the best places to hang out in Key West?

Key West is teeming with lively spots to hang out. Duval Street is the heart of Key West’s nightlife, with numerous bars, restaurants, and shops. The Mallory Square area is famous for its Sunset Celebrations, street performances, and local vendors. For a laid-back beach day, head to Smathers Beach or Fort Zachary Taylor Historic State Park.

Where is the most scenic drive in Key West?

The Overseas Highway, also known as U.S. Highway 1, is considered the most scenic drive in Key West. This iconic road stretches over 100 miles, connecting the Florida Keys to the mainland. The drive offers stunning views of the surrounding turquoise waters, lush mangroves, and the occasional exotic wildlife sighting.

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Florida Keys Road Trip – A Spectacular Drive from Miami to Key West

Enjoy the breathtaking turquoise waters around the islands of the Florida Keys on this fun-in-the-sun road trip.

Our Florida Keys road trip has all the best places to stop on a drive to Key West.  Experience the huge variety of outdoor activities in this tropical paradise.

Table of Contents

Florida Keys Road Trip Itinerary: 5 to 7 Days 

We recommend a one week trip to visit the major attractions of the Florida Keys.  To shorten your trip, remove the optional days.

• Day 1 :  Key Largo
• Day 2 :  Islamorada and Marathon
• Day 3 :  Big Pine and Lower Keys
• Day 4 :  Big Pine and Lower Keys (optional day)
• Day 5 :  Key West
• Day 6 :  Key West
• Day 7 :  Key West (optional day)

Florida Keys Road Trip Map

The Florida Keys are made up of 5 regions. Click on any of the colored regions on the map to see our detailed articles.

20 Best Things To Do in the Florida Keys

• Explore John Pennekamp Coral Reef State Park , the first undersea park in the US.
• Enjoy a nostalgic voyage aboard The African Queen .
• Experience the thrill of hand-feeding tarpon at Robbie’s of Islamorada .
• Photograph ‘Betsy’ and see the vibrant arts and crafts at Rain Barrel Village .
• Enjoy the natural beauty and history of Crane Point Museum and Nature Center.
• Learn about sea turtle rehabilitation and conservation efforts at the Turtle Hospital .
• Take a tram ride and explore the history of Pigeon Key’s Historic District .

Big Pine and the Lower Keys

• Snorkel at Looe Key Reef, which teems with marine life.
• Explore the mangroves on a backcountry kayak adventure .
• Relax on the beaches of Bahia Honda State Park and walk the trail to the Old Bahia Honda Bridge
• Wander through the charming streets of the Key West’s Old Town .
• Step into the literary history of Hemingway at the Ernest Hemingway Home and Museum.
• Discover more of Key West’s rich heritage in the many fascinating Key West Museums.
• Pose and snap a photo at the Southernmost Point of the Continental US .
• Witness the energy of street performers and breathtaking sunsets at Mallory Square .
• Experience the eerie tales on the Key West Ghosts & Gravestones Tour .
• Climb to new heights at the Key West Lighthouse & Keepers’ Quarters .
• Immerse yourself in the enchanting world of butterflies at the Key West Butterfly & Nature Conservatory .
• Discover history and enjoy the beach at Fort Zachary Taylor Historic State Park .
• Sail into a stunning sunset on a Key West Sunset Cruise .

The first stop on your Florida Keys road trip is Key Largo.

Key Largo is known as the “Diving Capital of the World”.   John Pennekamp Coral Reef State Park protects part of the only living coral reef system in the continental United States, teeming with colorful marine life.  Explore the reef on diving, snorkeling, or glass-bottom boat tours.

The African Queen , the actual vessel used in the classic film, offers a nostalgic cruise through Key Largo’s canals and near-Atlantic waters.  Enjoy recreating scenes from the film and the Captain’s entertaining commentary.

At the Laura Quinn Wild Bird Sanctuary , walk the boardwalk surrounded by native vegetation and wetlands to see a variety of bird species.  The birds are housed in large enclosures with natural perching areas and are fed an appropriate diet. The sanctuary is dedicated to the care and rehabilitation of non-releasable birds.  Don’t miss the daily pelican feeding sessions.

For more details on Key Largo’s natural wonders and attractions, see our complete article, Key Largo in One Day .

Islamorada is a great destination to explore unique tropical attractions, or just to unwind and relax.  This village-like area, spread over six islands, offering activities for every interest.

Stop at the Rain Barrel Village and take your photo with ‘Betsy’, the giant lobster sculpture.  Inside this artisan village, find an eclectic collection of crafts and art galleries and fun shops showcasing local artists. 

For a get-up-close interaction with marine life, visit Theater of the Sea .  Experience the thrill of wading or snorkeling with dolphins, sea lions or sharks.  This marine park is a great family destination.  Everyone, parents and kids alike, enjoy the dolphin, sea lion and parrot shows.

Robbie’s of Islamorada is a must-visit attraction. Witness the tarpon feeding frenzy while enjoying a delicious seafood sandwich and local beer at the Hungry Tarpon Restaurant.  After your meal, buy a bucket of fish and feed the tarpon from the dock.  Be careful, they have a good jump as they grab the food from your hand.  Robbie’s is truly a unique experience.

For more details on visiting the Big Pine Key area, see our complete article, 9 Best Things To Do in Islamorada .

Marathon, Florida

At the half-way point on a Florida Keys road trip, Marathon offers a ton of recreational, fun activities.

For those wanting to have intimate encounters with marine life but in controlled environments, there are several top quality locations.  Interact with marine creatures in touch tanks at Florida Keys Aquarium Encounters .  At the Dolphin Research Center , there are up-close encounters, swimming and wading with the dolphins.  Learn about dolphins and sea lions at this interesting facility.

The Turtle Hospital in Marathon is dedicated to rehabilitating injured sea turtles.  Enjoy a guided public tour through the facility.  See the different tanks where they rehabilitate the turtles for their eventual release back to ocean.

The Pigeon Key Historic District is the former work camp where workers constructing Henry Flagler’s Overseas Railroad lived.   The island’s museum and buildings showcase the story of these workers and the railway they built.

Located at the end of the restored eastern section of the Old Seven Mile Bridge , Pigeon Key is accessible by walking, biking or taking a tram from the Visitor Center.  On the island, enjoy a guided tour and explore the public buildings before returning on the tram. Visitors have the option of snorkeling or fishing from the dock and beach area as well.

For more details on visiting the Marathon area, see our complete article, 8 Best Things To Do in Marathon Florida .

The Big Pine Key and the islands of the Lower Keys offer a variety of outdoor activities which showcase their natural beauty.

Learn about the endangered Key deer at the National Key Deer Refuge .  Drop into the visitor center of the refuge, located on Big Pine Key.  There are several hiking trails on Big Pine and Upper Sugarloaf Keys to explore the area and maybe see the small deer.

Kayaking is the best way to explore the untouched mangroves of the Lower Keys.  Book a guided kayak tour to get the most out of this adventure through the pristine waters of a natural paradise.

Looe Key Reef, part of the only coral reef in the continental United States, is a popular snorkeling and diving spot known for its diverse marine species.  Book a chartered boat tour to explore this amazing coral reef.

For beach lovers Bahia Honda State Park is paradise, offering three beautiful sand beaches, snorkeling opportunities, as well as kayak and paddle board rentals. Walk the trail to see the Old Bahia Honda Bridge, once part of the Overseas Railroad.

For more details on visiting the Big Pine Key area, see our complete article, Big Pine and the Lower Keys .

While the road trip ends at the lively and historic city of Key West, the fun certainly keeps going.

Take a stroll in Key West’s Old Town and see the beautiful architecture, restaurants and art galleries of the area.  At night, Key West becomes even more animated with live music pouring out of the many bars along Duval Street.

The city’s rich history is on display in Key West’s many museums.  The most popular museum is the Ernest Hemingway Home and Museum .

Be sure to get your photo beside the Southernmost Point Monument , a huge, colorful buoy.

Finally, no trip to the Florida Keys is complete without witnessing a breathtaking Key West sunset at Mallory Square .

For more incredible things to see in Key West, see our complete article, A Weekend in Key West – The Best Things to Do .

Florida Keys Activities

With its spectacular natural beauty, the Florida Keys offer a variety of outdoor activities for everyone from kids to adults and the thrill-seeker to the lay-on-the-beacher.

Best Beaches in the Florida Keys

All beaches in the Keys offer stunning turquoise water.  Beyond that there is a wide range of water depth, stillness, beach types (sandy, rocky, natural) and nearby amenities.

Here are the 6 most popular beaches in the Florida Keys, each offering something a little different.

Snorkeling and Diving in the Florida Keys

The Florida Keys are renowned for incredible diving and snorkeling locations.  With vibrant coral reefs, abundant marine life and crystal-clear waters, the area is paradise for underwater enthusiasts.  Whether you’re an experienced diver or a novice snorkeler, there are lots of awe-inspiring spots to explore.

Here are the 6 most popular places to go snorkeling and diving in the Florida Keys.

Birding in the Florida Keys

With its strategic location along bird migration routes and tropical marine climate, there are a wide range of bird species to see in the Florida Keys.  See waders, shorebirds, waterfowl, raptors, songbirds and thousands of birds flying over during migrations.

Here are the 5 most popular places to go bird watching in the Florida Keys.

Biking in the Florida Keys

No matter your cycling level, the Florida Keys have a cycling experience for you.  Ride along the ocean and by mangrove forests on bridges whose supports were laid over a century ago for the Overseas Railway.  Florida State Parks allow bikes on the main park roads.  Old Town Key West is a great place to explore by bike. 

Here are the most popular places to go cycling in the Florida Keys.

Best Florida Keys Fishing Charters

The waters of the Keys are home to many different fish species in a variety of marine ecosystems.  The area is known to have some of the best fishing opportunities in the world.  Book a fishing charter with experienced local fishing experts and get the most out of your fishing adventure, regardless of whether you are a rookie or a pro.

Islamorada is called the “Sport fishing Capital of the World”, so it’s a great place to start. 

Here are some of the most popular fishing charters in the Florida Keys.

Florida Keys – Know Before You Go

The following are a few things to know it is best to know before you head to the Florida Keys to get the most out of your visit.

How far is it from Miami to Key West?

The distance from Miami Airport to Key West is 160 miles (255 km). The distance from Key Largo to Key West is 105 miles (170 km).

Can you drive from Miami to Key West?

Yes, drive US#1 south from Miami to Key West.  The portion of US#1 from the southern limit of Florida City to Key West is called the Overseas Highway .

How long will it take to drive from Miami to Key West?

The drive from Miami Airport to Key West is about 3.5 hours non-stop.  Just the portion from Key Largo to Key West takes about 2.5 hours.

Best time to visit the Florida Keys

The best time to visit the Florida Keys is between March and May .  The Florida Keys are always a busy travel destination.  These months are considered the shoulder season, and less busy.  They are also still in the dry season with milder temperatures and lower humidity.

Another consideration is mosquitoes.  November through May is considered the dry season.  Outdoor activities are much more pleasant with many fewer of those pesky mosquitoes.

We have been to the Keys in both the summer and the winter seasons.  In June we definitely noticed an increase in the number of mosquitoes when we were out in the mangroves.

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Thanks to the Florida Keys for hosting portions of our stay.

Andy is the co-founder of Avrex Travel, where he shares his many travel experiences. Andy enjoys videography and creating great Road Trips for his readers.

Miami to Key West: Insider Tips for the Perfect Florida Keys Road Trip Itinerary

Who says that you have to travel far from home for an exotic beach escape? Swim in turquoise seas, lounge on white-sand beaches, and taste your way through ultra-fresh exotic local dishes. From Miami to Key West , there is a world to explore in those magical 160 miles from the city down through the keys.

What does one do when your domestic and international travel plans have been canceled due to a pandemic? After a few months of being cooped up indoors, my COVID bubble and I needed a slight change of scenery. So, we planned an impromptu Florida Keys road trip, slowly traversing through the islands and savoring the Keys vibe that kept us busy for a few days.

Ready for the ultimate tropical escape? Here is your dream Florida Keys road trip itinerary.

This post contains affiliate links, meaning if you buy something through one of these links, we may earn a small commission, at no extra cost to you. Please read our full  disclosure policy   for more information.

How Much Time to Plan for a Florida Keys Road Trip Itinerary

I get many questions from you guys about planning a Florida Keys road trip. The most common question of all is: how much time do I need for a road trip in the Florida Keys? For me, the more, the merrier!

Life moves slower down here. A trip to the Florida Keys isn’t about jamming as much as you possibly can into a short time. It’s a bit lingering in the moment and soaking in the natural beauty.

While you could do the drive in one day, it frankly would not be worth it. What is a trip through the Florida Keys without taking in at least one sunset? Embrace the laid-back Keys lifestyle by giving yourself at least three days to explore all of the best of the islands.

If you are the kind of traveler looking to see the Florida Keys off the beaten path, plan for a solid five days. Just don’t leave home without a copy of the Insider’s Guide to the Florida Keys & Key West .

If you’re on a time crunch, though, and need to get home at some stage, at least give yourself one overnight stay in the Keys.

What Should I Pack for a Florida Keys Road Trip ?

When planning what to bring on your South Florida getaway, the usual suspects should make an appearance on your  road trip packing list : sunscreen with at least 30 SPF, sunglasses, a towel, and any wide-brimmed sun hat .

One or more bathing suits are beach essentials, and ladies might feel more comfortable bringing a wrap or beach cover-up (like these) for use while shopping or dining.

Casual clothing is the order of the day just about everywhere, but if you want to experience the nightlife, especially in South Beach , bringing some fine attire will help get you through the door.

What is the Best Time of Year to Visit the Florida Keys?

One of the best things about Florida is that you will have incredible year-round weather. Whether it’s getting active and exploring the cultural sites during the “cooler months” or soaking in the scorching summer sun, you can always find the perfect thing to do 365 days per year in Florida.

That said, if you want an insider trick, finding the best time to visit the Florida Keys is all about matching the season with your travel style.

While some people love a high-energy adventure with activities galore, others want nothing more than to get away from the world and sip a cocktail from a coconut. The good news is that you can do both here. You just need to plan ahead.

When is Peak Tourist Season in the Florida Keys?

The most popular time of year to visit the Florida Keys is during winter, from Christmas time until the middle of April. People from all over the U.S., Canada, and beyond are all hitting the country’s southern edge looking for that elusive summer sun.

Want to spend your Christmas break with afternoon temperatures pushing 80 degrees? You can do it right here. Do be prepared to pay the highest prices of the year and, for better or worse, come during the very busiest time of year.

When is the Cheapest Time to Visit the Florida Keys?

While it is not the cheapest place in Florida to visit, you can plan an affordable trip to the Keys with a few tricks. You will generally find the best rates during the off-season, which runs from June to November.

In September, as kids are heading back to school, and again in November as families start to gear up for the holidays are typically the very cheapest times to visit the Florida Keys.

Local Tip : As you plan the best times to visit the Keys, do note that the official hurricane season runs from the start of June until the end of November. While a hurricane is always possible in those months, the season is most active from mid-August until September.

If you are considering this period, do check your hotel’s hurricane policy. Most will have the required safety measures in place, and offer a refund if your trip is affected. Also, note that severe hurricanes are not a yearly occurrence ( check the stats  to put your mind at ease).

The Very Best Time to Visit the Florida Keys

Personally, my favorite time of year to visit the Keys is the time that travel experts call the “shoulder season.” This is the time just before and just after summer. It is when you get perfect not-too-hot weather and narrowly avoid the masses of families trying to get in a summer break before going back to school.

Visit from late April to early June and then again from November through mid-December; you will find perfect weather, virtually no chance of a hurricane, and reasonable prices.

Feeling inspired? Now check out my Florida road trip essentials for the final step you’ve got to take before you hit the road.

The Best Events of the Florida Keys

On top of looking at hotel pricing and the weather, it is well worth checking out an event calendar for the Florida Keys. This area has so many amazing, quirky, and wholly unforgettable festivals all year-round.

Before you go, be sure to check out the  official Keys event calendar .

Foodies will love events like January’s Key Largo and Islamorada Food & Wine Festival, as well as the Key West Food & Wine Festival or the Original Marathon Seafood Festival in March.

Water lovers will head over flippers for the Lower Keys Underwater Music Festival in July, January’s Quantum Key West Race Week, or November’s Super Boat World Championship.

Movie Buff? It’s all about Humphrey Bogart Film Festival in October — and that is just to name a few options!

Miami to Key West Drive Road Trip Stops

Now that you’ve started to get an idea of when to visit the Florida Keys let’s talk about location. Assuming you’re not lucky to spend a lifetime in the Keys, you will have to prioritize.

With so many drop-dead gorgeous waterfront views and fascinating roadside attractions, planning the perfect Florida Keys road trip itinerary can be tricky.

After countless road trips in the Florida Keys, I still can’t choose my favorite spot! There are so many incredible places that you’ll have to decide for yourself which is the very best.

Discover local markets, eateries, historic landmarks, and more, all at your own pace. Download the Overseas Highway self-driving guide as a companion to your Florida Keys road trip itinerary.

The Perfect Florida Road Trip: It All Begins in Miami

Miami is a perfect place to start your Florida Keys road trip. Not only are there endless  things to do in Miami , but it is also an excellent base because it is the closest airport to the upper Florida Keys.

While you can fly into Key West International Airport, you will often pay a premium. You will find cheaper flights to Miami from all over the world, so you won’t want to miss out.

If you can, I highly recommend spending at least 24 hours in Miami to see the best of the best.

Your First Day Trip from Miami: Homestead

Whether you are looking for a day trip from Miami or looking for the first stop in your Florida Keys road trip itinerary, plan some time to visit Homestead .

Just 30 miles outside of Miami, beside the Everglades National Park , it is a fun little town packed with family-owned businesses.

Even if you only make a quick pitstop, get to  Robert is Here . Sample a dizzying array of exotic fruits and vegetables, or bite into the latest harvest straight from their farm. It is the perfect spot to load up the car with road trip snacks. 

Foodie Alert: Whatever you do, don’t leave here without getting a shake for the road. There are varying flavors with the mango passion fruit combination being one of my faves (you can thank me later!).

Starting Your Florida Keys Road Trip with Key Largo

Driving south on U.S. 1, for about 20 miles from Florida City, passing marshes, lagoons, and finally crossing azure waters, you’ll arrive at Key Largo. One of the Florida Keys highlights and the perfect place for your first overnight stay.

Alternately, you can detour from US 1 at mile marker 126.5 to approach Key Largo from the north, which would allow for a stop at Alabama Jacks , where you can enjoy conch fritters and sea breezes in a typical Florida Keys roadside establishment that sets the tone for the rest of your trip.

What to Do in Key Largo

Perhaps best known as the Dive Capital of the World, you can get your feet wet at the world’s largest artificial reef and explore the incredible John Pennekamp Coral Reef State Park (MM 102.6).

If you are diving here, be sure to bring your underwater camera for a selfie with “Christ of the Abyss,” a 9-foot-tall coral-encrusted bronze statue of Jesus and one of the world’s most iconic underwater sights.

This is one of my all-time favorite things to do in Key Largo, whether on a road trip through the Florida Keys or just a day trip from Miami.

Where to Eat in Key Largo

You’d do well to stop at Key Largo Chocolates (MM 100.5) to sample some top-notch sweets. And I am not just talking chocolate. You’ll find handmade cakes, pies, and ice cream in every flavor of the rainbow.

I can’t stop here without picking up a few truffle pieces. I highly recommend strawberry, coconut, and mango flavors (so maybe save room for three desserts).

If you’re even remotely hungry, you’ll want to stop at Key Largo Fisheries at mile marker 99.4 — the best seafood market in the Florida Keys for the smoked fish dip. The conch fritters are well worth a try too!

Also nearby is the oldest restaurant in town: Mrs. Mac’s Kitchen (MM 99.3), with a Hogfish wrap that is not to be missed.

Where to Stay in Key Largo

When it comes to laying your head in paradise, here are a few favorite spots:

• Hampton Inn Key Largo : You can often find deals for around $100 per night at this cozy pet-friendly spot.
• Holiday Inn Key Largo : For only around $20 more, you can hang your hat at Tiki Bar and splash around in the waterfall at this reliably nice spot.
• Baker’s Cay Resort Key Largo : This luxury Florida Keys resort will make you feel pampered and has fun perks like wine tasting and painting classes.
• Atlantic Bay Resort : A mid-priced spot (more expensive than the Holiday Inn or Hampton Inn, but a bit less than Baker’s Cay), it is all about the picture-perfect private beach here.
• Playa Largo Resort & Spa : Looking to treat yourself? This five-star resort is a destination and of itself.

Search more top-rated  Key Largo hotels and accommodations here .

Pit stop: tavernier.

As you are traveling from Key Largo to Islamorada, stop in Tavernier, the next key on the chain (pun intended), where you will find the Florida Keys Wild Bird Center at MM 92.

This bird rehab center is free to the public (though donations are appreciated) and well worth the 15-20 minutes it takes to walk the boardwalk and observe the pelicans, egrets, herons, and other injured birds being housed by volunteers.

And while on Tavernier, I recommend a visit to the Blond Giraffe Key Lime Pie Factory (MM 92.2) for a sampling of what else than their famous key lime pie?

One of the Best Places to Stay in the Florida Keys: Islamorada

People often ask me, which is better: Islamorada or Key Largo? To that, I say, why not both? While Key Largo is a diving mecca, Islamorada is the Sportfishing Capital of the World.

What to See and Do in Islamorada

Moving along the island chain, it is time to soak in some culture at the Rain Barrel Artisan Village (MM 86.7). This arts and crafts village is a prime spot to find that one-of-a-kind souvenir to remember your Florida Keys road trip.

Pro Tip: Be sure to bring your camera to the Rain Barrel Artisan Village. Even if you aren’t inclined to buy any of the handiwork, you should at least get a picture with Betsy—the giant lobster sculpture sitting right out front makes for a great selfie.

Just a few minutes down the road, you will find Theatre of the Sea (MM 84.2), the world’s second-oldest marine mammal attraction, which hails back to 1946. Here’s your chance to see shows featuring dolphins and sea lions, and even get the opportunity to swim with them. Theatre of the Sea is an especially fun stop if you’ve got kids.

For a different kind of animal interaction, be sure to get over to Robbie’s Marina (MM 77.5) to feed the tarpons. Admission to the dock is $2.25 per, and for another $4 you can grab a bucket of fish to toss to the tarpons gathered around.

At 5-8 feet in length and up to 150 pounds, these are no mere goldfish, and at less than ten bucks, it’s a cheap and unique thing to do on your Florida Keys road trip.

Once you’ve taken care of the tarps and are ready to unwind, get to Anne’s Beach (MM 73.4). One of the best beaches in the Florida Keys, you need at least a couple of hours here to enjoy the shaded boardwalk and dog-friendly shallow waters.

Planning Tip: Before you go, be sure to check out my complete list of beach essentials . As any Floridan knows, you will spend a fortune buying the basics from beachside stores. There are a few things you’ve just got to bring with you to make the most of your cash and time.

Where to Eat and Drink in Islamorada

Of course, when you are in the fishing capital of the world, you’ve got to get your fill of seafood! For that, get over to the famous Whale Harbor Seafood Buffet (MM 83.4) and eat until your heart’s content.

Once you have had a taste of the high seas, head over to the Postcard Inn Beach Resort & Marina (MM 84.1)—formerly known as the Holiday Isle Tiki Bar — don’t come thirsty, though. Famous for their rum runner, I find the drink sickly sweet and overpriced.

That said, it will cool you down on a hot day, and is well worth the trip for the fantastic views (and selfie ops) from their expansive deck, remodeled after the destruction left by Hurricane Irma.

If you’re a craft beer lover, head over to taste the local brew at the Islamorada Brewery & Distillery (MM 82.2). Fill up on craft beers in this local brewery taproom, then continue to the Florida Keys Brewing Company (MM 82.1).

This local craft brewery has a stunning backyard beer garden, complete with regular live musical acts. Thanks, Chef Kirk, for bringing this charming gem to my attention.

For live entertainment, along with a beautiful waterfront dining room and a very Florida Keys vibe, it’s all about Morada Bay.

Fun Fact: The Netflix Series Bloodline was filmed right in Morada Bay in Islamorada.

Either way, that Caribbean vibe is ever-present, and whether drinking or dining, I’d highly recommend planning a night in Islamorada.

Where to Stay in Islamorada

With all of the fabulous nightlife in Islamorada, you will definitely need a place where you can get some R&R. Here are a few spots I love:

• Postcard Inn Beach Resort and Marina : This spot is a local icon and, as soon as you see the flawless private beach, you’ll never want to leave.
• Pelican Cove Resort & Marina : This laidback spot is another mid-priced waterfront dream come true.
• Cheeca Lodge and Spa Islamorada : When it comes to romantic hotels in the Florida Keys, this is a honeymoon fave.

Find a great place to stay in Islamorada ! Read reviews, check rates, and availability here !

Family-friendly florida keys road trip: a stop in marathon.

Planning Tip : Up to this point (and after), addresses are tracked by mile marker; Marathon Key, however, goes by a numbered cross street system. But for our intents and purposes, I’ll list the mile marker to keep it consistent.

Right in the middle of your road trip in the Florida Keys, you will find Marathon. Spread out over Grassy Key, Vaca Key, and Fat Deer Key, this is a family vacation favorite (though it’s a bucket list destination for anyone and everyone).

Whether you are 8 or 80, you will love the Dolphin Research Center on Grassy Key (MM 58.9). Swim with the dolphin and learn about the lives of these famous locals. Next up, all of you animal lovers will want to make a beeline for the Turtle Hospital (MM 48.5). An education spot with a very worthwhile cause.

Once you have learned a new appreciation for the seas, get over to another one of the best beaches in the Florida Keys. You’re not going to want to miss the quaint tropical wonderland that is Sombrero Beach on MM 50.

With plenty of parking and refurbished after Hurricane Irma in 2017, this is another chance to catch some rays while reclining on beautifully soft sand.

Where to Eat in Marathon

Just before the Seven Mile Bridge , between mile markers 48 and 47 there are two wonderfully situated eateries that both deserve a visit.

First, it’s all about Burdines Waterfront (MM 48), which requires a detour off the main road down East 15th Street. Before you go, charge your phone, then rely on your GPS to get to this spot because it can be a bit tricky to find.

Follow your GPS for a payoff that includes fabulous views from their upstairs terrace as well as this unconventional (and crazy delicious) fried key lime pie that is an absolute MUST.

It’s more like a key lime pie turnover, but one of the best treats on our Florida Keys road trip.

Just down the road is the aptly-named Sunset Bar and Grille , located at the base of the famous Seven Mile Bridge.

While the views are always fantastic, I strongly suggest that you try to arrive here around sunset for an unbeatable panorama combining sea breezes, natural beauty, and a heavy dose of Florida Keys culture.

Where to Stay in Marathon

Literally in the middle of all the best of the Florida Keys, Marathon is an ideal spot for an overnight stay. Here are two that are always good:

• Banana Bay Resort & Marina: For a dream stay in a picture-perfect marina, this hotel is a great mid-priced pick.
• Tranquility Bay Resort: This award-winning four-star resort is a destination in and of itself.

Find your perfect place to stay in Marathon: read reviews, check rates, and availability here !

Exploring the Lower Keys

Though technically just 6.8 miles long, the longest span in the Keys, the  Seven Mile Bridge  is where the term ‘epic road trip’ will come to mind as you gaze over the blue waters spreading out in all directions while traveling on a narrow ribbon of asphalt.

Once across the bridge, you’re in the home stretch towards Key West, and when it comes to places to explore in the Lower Keys, you will be spoiled for choice.

A Stop in Bahia Honda Key

One of the best beaches in the Florida Keys, I adore the Bahia Honda Key State Park (MM 36.8 – 38.5). Bring your beach gear, and make sure you’ve got your camera to snap picks of the iconic crumbling old railroad bridge.

Exploring Big Pine Key

Another must-visit for animal lovers is Big Pine Key . This spot is especially cool because it is home to the endangered Key Deer, which is found exclusively in the lower Florida Keys.

While you do have to drive around for a while to find them, we spotted two little ones on our drive.

And, thanks to our resident zoo expert, Terry, we have these snaps. He was a little more adventurous than I at attempts to capture pics of these little creatures.

A visitor center (MM 30.3) is open on US 1, but if you’d like to educate yourself before arriving, you can learn more at National Key Deer Refuge .

Once you have found your deer, swing by the Blue Hole . Also, part of the National Key Deer Refuge, the Blue Hole is the largest freshwater pond in the Florida Keys and a wildlife sanctuary for birds, snakes, and alligators in addition to the Key Deer.

Helpful Tip:  Keep an eye on your speedometer—Big Pine Key’s speed limits are strictly enforced. If you are on local roads, it’s 30 mph. If you are on the highway, it’s 45 mph during daylight hours and 35 mph after dark.

Where to Eat in Big Pine

Whether you’re hungry or not, I suggest a stop at No Name Pub for lunch, dinner, or a drink. Covered in autographed dollar bills, the history in this colorful spot goes back to the 1930s.

This charming spot has been home to everything from a general store to a brothel to now serving mouthwatering conch fritters with excellent service.

Be sure to stop by and say hello to Christine, the best waitress on the trip!

Eating in Stock Island Key

Want to experience the local Keys culture? For a great ambiance and local vibe, swing by the Hogfish Bar & Grill as you continue your Florida Keys road trip down to Key West.

Arriving in Key West

For the next 30 miles, you’ll make your way through several smaller Keys, until you arrive at the Southernmost city in the U.S.A. — Key West.

There are so many  things to do in Key West that you would be remiss if you didn’t budget some time to stay at least overnight and sample a few. I’ve got a whole post dedicated to just that— a day in Key West.

Continue your journey here with our  Day in Key West itinerary !

If you are in a rush, though, note that you’ve got to explore Duval Street, then take the Old Town Trolley Tour or Conch Train tour to get the lay of the land.

Visit the Key West’s iconic sites, and Dry Tortugas National Park then hit the beach for parasailing, snorkeling, and sunset cruises. Here are some more options for exploring Key Wests’ cultural gems .

Where to Stay in Key West

• Santa Maria Suites Resort : I love this place for the condo-style suites with a kitchen. If you are saying a couple of nights, this is a major perk.
• The Reach Key West : Proudly home to the only private natural-sand beach in Key West, this stylish spot has it.

To see a full list of Key West accommodations, click here .

Whether you spend a long weekend or a week exploring the route from Miami to Key West, there is always more to see. While it is excellent to start with a Florida Keys road trip itinerary with all of the key spots (couldn’t resist that pun!), the best adventures are often unplanned.

From the moment you cross over into the Keys, enter the next address into your GPS, then let your mind wander. Let your curiosity guide you off the beaten path to a tucked-away beach or a hole-in-the-wall cafe.

Take your time exploring. After all, the very best thing about the Florida Keys is the laidback beach-loving way of life.

Feeling inspired? See how many adventures you can check off this classic  Florida Keys bucket list .

Map: Florida Keys Road Trip itinerary

Save this map to your phone and use it to plan your florida keys road trip itinerary..

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Home » Blog » Ultimate 5 Day Florida Keys Adventure Itinerary

Ultimate 5 Day Florida Keys Adventure Itinerary

Disclaimer: This post may contain affiliate links. Please see our Disclosure Policy  for details.

If you are looking for gorgeous turquoise blue water, tropical temperatures, and one of the top water sport meccas in the world, you need to add a Florida Keys adventure road trip to your travel bucket list. Along the southernmost point of the USA, the Florida Keys region offers tons of opportunities for epic adventure both on and off the stunning azure water.  

We have crafted an ultimate Florida Keys road trip guide for adventure lovers that want to maximize fun activities in five days. Although this is based on our own personal experiences, feel free to customize your road trip to make it work for your travel style.

This Florida Keys adventure itinerary begins in Miami and takes you all the way down to Key West. However, you can also choose to complete it in the opposite direction and add additional day trips as well.

Disclaimer : This Florida Keys 5 Day Adventure itinerary and road trip was done in partnership with the Florida Keys tourism board . However, as always, all opinions and experiences are our own.

What You Need to Know Before Traveling to the Florida Keys

Best time to visit the florida keys.

The Florida Keys are blessed with consistently warm weather year round, typically around 70-80 degrees on average. To avoid rainy and windy weather, we’d recommend planning your road trip in the Florida Keys during the spring and summer. During March to early June, you’ll have beautiful weather without the summer crowds.

However, you should try to avoid visiting during popular spring break weeks as the Keys can get very crowded with college students and families alike. Peak season is typically around December-February as the Florida Keys region is a popular destination for snowbirds.

You can typically get cheaper accommodations during the rainy hurricane season. This usually runs from June 1 through November 30, with September and October typically being the most active. Although, if you’re looking to have a ton of adventure in your Florida Keys itinerary, then we wouldn’t recommend visiting during this time! Wind and rain can cause terrible visibility for water activities and lead to activity cancellations.  

Activity Reservations During Your Road Trip

The biggest issue you will run into when booking out the activities on your Florida Keys adventure itinerary is that spots are very limited and sell out quickly. The earlier you can be when it comes to booking your activities, the better; especially when visiting during popular times like spring break. 

If you are looking to cross the very popular Dry Tortugas National Park off of your list, keep in mind that there is only one ferry and one seaplane company that takes visitors out there and that spots fill up as much as six months in advance. 

Typically, you won’t have to worry as much when it comes to booking dinner reservations; however, if you want to eat at higher end restaurants like Latitudes in Key West, plan on making reservations at least 1-2 months prior to your trip. 

Car Rentals

When planning your road trip, we would suggest booking a rental car in advance to make sure there’s availability. In our experience, renting a car at the Miami Airport and dropping it off at the Key West Airport was a seamless way to get around during your Florida Keys road trip. You can also check out Turo for more personalized car rentals if you can’t find a rental vehicle that fits your liking. Uber and Lyft also operate around the keys.

What To Pack

We would highly recommend bringing your own snorkel gear with you when visiting the Florida Keys. Since the prices of rental equipment per hour can add up, you might as well just invest in a quality set off of Amazon that will last you longer for the same prices as a few hours of rentals. This way you can take it with you throughout the whole trip as well instead of based on the tour company’s availability of equipment. 

Since your adventure itinerary for the Florida Keys involves a lot of water sports, you will definitely want to pack a ton of reef safe broad spectrum sunscreen with an SPF 30+ rating. We’d also recommend bringing lightweight towels, a waterproof phone case , a dry bag, and any other sun protection like sunglasses, a hat, and a UPF sun shirt . 

Parking in Key West especially is incredibly expensive. If you can take advantage of local transport or shuttles, we would highly recommend doing so. It’s not as much of an issue in the other keys though. 

5 Day Adventure Itinerary: Things to See & Do on a Florida Keys Road Trip

Day 1: miami to key largo & islamorada, what to do around key largo.

On your first day on the drive from Miami to Key West, we would recommend you making your first stop at Key Largo. However, if you have more time, a day trip out to the Everglades or Biscayne National Park are also great options to begin your trip around the Florida Keys.

The drive from Miami airport to Key Largo will take about 1 hour 15 minutes depending on traffic. For lunch, we’d suggest stopping at the backyard cafe at Key Largo Fisheries . There’s incredible seafood and a great outdoor seating area with live music. Make sure to try their famous Lobster BLT or their delicious blackened Mahi Mahi Fish Tacos. 

John Pennekamp Coral Reef State Park

Once you’re all energized, take a short drive over to John Pennekamp Coral Reef State Park. The best activities at this state park are all out on the water. There are incredible mangroves that you can kayak through, beaches to relax on, and lots of options to witness the incredible coral reefs out in the state park via the water. The Christ of the Abyss Statue is also a famous snorkel and diving spot you can access from John Pennekamp State park if there are good visibility conditions. 

The park itself offers tours from kayaking, snorkeling, and glass bottom boat rides. However, these do fill up in advance so make sure to book them ahead of time. If for some reason you can’t get reservations, don’t fret, there are tons of other local tour companies that can get you out on a boat for a sunset sail or snorkel during the day. Once you’re all done exploring John Pennekamp State Park, you can check into your hotel.

Where to Stay & Eat in Islamorada

We stayed at the La Siesta Resort and Villas in Islamorada and absolutely loved our stay there. We would recommend using this resort as your base for the next two nights as we explore our days 1 & 2 Florida Keys itinerary attractions. It’s the perfect location to start your Florida Keys adventure itinerary as it is a great central location for water sports while also being a great option for rest and relaxation right on the waterfront. 

It has its own private beach with kayaking, bike, and SUP rentals included in your stay. It also had a very relaxing and chill atmosphere for those looking for a serene escape. The resort comes with a pool and poolside Tiki Bar, as well as a hot tub to decompress after your long days of exploration. You can find lots of hammocks under palm trees to relax, a cabana to enjoy the sunshine, and Cornhole to add some fun to your time outside. 

Take in the sunset at the Holiday Isle Tiki Bar , just a short 5 minute drive from La Siesta Resort. Since it’s a sister property of the hotel, you can also take a free shuttle to and from the property. You have to try the original Rum Runner cocktail. This is the tiki bar that created the famous concoction. We tried both the frozen and on the rocks versions, and they were delicious! This spot is a great option for sunset as well for great seaside views as the sun goes down. 

For dinner, grab dinner at Lorelai’s in Islamorada. Lorelai’s is especially famous for their frozen key lime pie, which is to die for. It’s a convenient 4-5 minute drive from the resort as well. 

Day 2: Explore Islamorada

For Day 2 of our time on our Florida Keys adventure road trip, we’d recommend spending the day around Islamorada and Key Largo so you can have enough time to get out and enjoy some of the bluest water in the world. 

Snorkel, SNUBA, or Dive at Alligator Reef

If there’s one thing we recommend doing on your whole adventure itinerary around the Florida Keys, it’s getting to snorkel out at Alligator Reef from Islamorada. This was by far our favorite activity of our whole trip. We took a morning snorkeling tour with Sundance Water Sports and had an absolutely incredible experience. The water was crystal clear and there was so much wildlife to see while exploring the turquoise blue water. You can also do SNUBA if you’d rather take a deeper dive into the water. 

Check Out Robbie’s Marina

Now that you’ve worked up an appetite, walk along Robbie’s Marina , where you land after your snorkel tour, to The Hungry Tarpon for lunch. Since this spot is pretty popular, know that you might have a small wait before getting a table. It’s all good vibes and beautiful beach side views from this restaurant. Make sure to also feed the tarpon fish right next to the restaurant. It’s the thing that every local told us to go do! You can buy a bucket of fish and see these giant fish jump out of the water and it’s quite an experience. 

If you’re still craving something adventurous to do after your morning, you can head back over toward Lorelai’s and rent a clear kayak out on the water for some afternoon exploration on the water.

Where to Eat in Key Largo

Our last stop of our Florida Keys adventure road trip today is at the Fish House in Key Largo. Finish off the day by trying some world famous local fish, including yellowtail snapper, Mahi Mahi, grouper, Florida lobster and stone crab, as featured on Diners, Drive-Ins, and Dives. Make sure to try their Matecumbe style fish, it’s their house specialty! This spot had our favorite key lime pie and such a fun atmosphere! We’d 100% recommend it for a nice dinner out on the town. 

Day 3: Islamorada to Key West

After spending a few fun days of exploring in Key Largo and Islamorada, we recommend making a few stops on your way to Key West on your Florida Keys road trip itinerary before arriving in Key West.

Before heading out on your drive to Key West, grab some breakfast next to your hotel at the Midway Cafe . It’s the official halfway point between Miami and Key West and has great coffee and breakfast selections. Once you check out, you’ll be heading south to the city of Marathon. 

Marathon’s Turtle Hospital

Here, you’ll start off your day visiting the Turtle Hospital . The Turtle Hospital is a fully functioning veterinary hospital for sick and injured sea turtles. It rescues, rehabilitates, and releases sea turtles in the Florida Keys. You can schedule a tour in advance (which we highly recommend) to learn all about the kinds of sea turtles, common problems they face in today’s day and age, and even get to meet some of the turtles that are in the hospital’s care. 

This hospital and rehabilitation program is a completely nonprofit organization. They keep helping turtles from tours, donations, and purchases from visitors. You can even “adopt” a turtle to help support the mission of the Turtle Hospital. 

If you’re really lucky, you might be able to catch a release day in which they are able to release their rehabilitated patients back into the ocean at a nearby beach. Afterwards, you can grab a bite to eat at Keys Fisheries for lunch before continuing to your next road trip stop. 

Big Pine Key to Key West

For your next adventure on your Florida Keys road trip itinerary, you’ll drive south toward Bahia Honda State Park in Big Pine Key. There is a small entrance fee to enter. On a non-windy day, this area has some of the most beautiful water in all of the Florida Keys and overlooks the old 7-Mile Bridge.

The park concession offers chairs, snorkeling equipment, kayak rentals, and a variety of snacks and lunches for purchase. They also offer kayaking and snorkeling tours, but make sure to call ahead to make a reservation. The park gets pretty popular, especially in peak season. This is also a fantastic sunset spot in the Keys. This is your last stop before you arrive in Key West. 

You’ll also drive across the famous Seven Mile Bridge, which was known for being one of the sketchiest drives over water in the USA.

Where to Stay In Key West

Depending on what time you arrive in Key West, we recommend checking in to your hotel. We stayed at the Parrot Key Hotel & Villas and loved our stay there. It was right outside of the downtown area of Key West so it was much more laid back and relaxed than what Key West is typically known for. The hotel has their own private beach area and 4 pools to choose from.

They offer shuttles going downtown and to Smathers Beach as well to avoid having to deal with the crazy parking situation downtown as well. The hotel also partners with Sunset Water Sports, so once you check in, you can head out on a water activity of your choice: whether it’s kayaking or paddle boarding through mangroves, snorkeling, or sailing!

Check out Downtown & Local Key West State Parks

Key West is known for some of the best sunsets in the USA, and so we’d highly suggest trying to get outside for sunset. For your first sunset in Key West, head on over to Fort Zachary Taylor Historic State Park. Or, if you’d prefer the more touristy option, you can also head over to Mallory Square. Both spots offer beautiful views of the Key West harbor and passing sailboats as the sun goes down. 

Finish off the day by grabbing dinner at a local favorite spot Lost & Found . They are known for their insanely delicious comfort food, especially their tater tots! You have to try their Key Lime Cider as well. If you are looking for some fun live music, head next door to the Green Parrot before heading back to your hotel.

Day 4: Intro to Key West

For your full day exploring around Key West, you’ll want to start by enjoying a hearty breakfast to keep you fueled. Check out The Breakfast Club, Too or Banana Cafe before heading out on the water for a full day of adventure in the Florida Keys! The Breakfast Club is especially known for their wide selection of Bloody Mary’s and the Banana Cafe is popular for their crepes. 

Get Out on the Water Around Key West

Today, you’ll set out on the All of the Above Tour with Honest Eco tours. The amazing thing about this tour is that you’ll get a taste of every adventure out on the water: kayaking, dolphin watching, sailing, and snorkeling all in one tour. The guides are especially knowledgeable in the history and geology of the Florida Keys, providing a unique educational perspective while having fun out on the water.

Make sure to pack lots of reef-safe sunscreen , swimsuits , towels , and a jacket for the tour. They provide an all organic, local lunch and snacks that were all delicious. 

After your tour, head back to your hotel to clean up before dinner. Then take a drive downtown to check out Duval Street and walk around the bustling streets. 

Take in the Sunset at Sunset Key

If you made reservations in advance, meet at the ferry for Sunset Key, where you’ll be escorted to the gorgeous Latitudes Restaurant for dinner. If you couldn’t snag reservations, you can also watch the sunset at Mallory Square and grab a bite to eat downtown. 

Sunset Key is a more exclusive private island and lives up to its name as being one of the best spots for sunsets in the Florida Keys. Latitudes is a higher scale restaurant on Sunset Key that is phenomenal, especially for special occasions as it is a bit pricier. The ambience was lovely, the service was outstanding, and the food, of course, was delicious. This spot had Stephen’s favorite key lime pie. 

Day 5: Explore Key West & Head to the Airport

For your last morning during your Florida Keys adventure itinerary, head over to the harbor and have breakfast at Kermit’s Key Lime Cafe and Shop . This shop is famous for having all the key lime options you could ask for. We ordered the pancakes with key lime syrup and they were fantastic. 

Parasail above the Keys

Once you finish, you can walk across the street to Sebago Watersports . From the dock, you’ll hop on the boat to head out parasailing. The boat ride lasts about an hour out on the water. Everyone in the group got about a 10-minute slot up in the air. This is a great activity for those looking for a more relaxing adventure.

Go Jet Skiing around All of Key West

For one final adventure before you head out and complete your Florida Keys road trip is to head over to Barefoot Billy’s Water Sports for an exhilarating jet ski ride around all of Key West. You will need to have a temporary Florida Boaters License in order to be able to drive a Jet Ski in Florida, but you can take a test beforehand to get certified. The tour lasts about 2 hours and is so much fun. This was our favorite water activity that we did the whole entire trip in the Keys. 

The guides were hilarious and educational, and you had some free time to race the jet skis around which was a ton of fun. Make sure to wear lots of sunscreen, swimwear, and have a waterproof phone case. They have lockers for rent at the store if you need to store anything as well.

Optional Add On: Dry Tortugas National Park 

That’s the final stop on our adventure itinerary for the Florida Keys! Once you return back from jet skiing, stop by your hotel to rinse off and clean up before heading to the airport. If you have an extra day or two to spare, make sure to check out Dry Tortugas National Park via ferry or seaplane from Key West. 

We hope you enjoyed our 5 day Florida Keys adventure road trip itinerary from Miami to Key West! For more epic adventures from Florida, check out our Caribbean Cruise itinerary !

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The Ultimate Miami To Key West Road Trip Itinerary (+Map!)

September 18, 2023 //  by  Follow Me Away //   Leave a Comment

Are you looking to plan the ultimate Miami to Key West road trip? Then you’ve come to the right place! I have been exploring Florida for 30 years, and I have tried a lot of things in my home state! So, I’m here to take the guesswork out of planning your Miami to Key West drive.

I’ll be giving you only the best suggestions in the keys. And all of them I have personally tried! So that means you’ll find the things you must see during your Florida Keys roundtrip.

I haven’t put any lackluster stops on this road trip. Every stop is worth it and you’re sure to have a ton of fun exploring the Florida Keys. Which is one of my favorite areas in Florida to explore.

On this itinerary, you’ll have all the information you need. From the mile marker of each location, where to stay on each Key, the best restaurants on each Key, and so much more. There is a reason this is one of the best road trips in the USA!

Literally, all the guesswork has been taken out of the planning for your next Florida Keys road trip. Which means you’ll just be able to hit the road and relax! So, let’s take a look at the ultimate itinerary for your Miami to Key West road trip!

Distance From Miami To Key West

Typically, the distance from Miami to Key West is just over 3 hours, and there are 165 miles between Miami and Key West. But that’s if you’re driving straight through. The directions from Miami to Key West are pretty straightforward and easy to follow as you head south to Key West one one of the greatest East Coast road trips.

When you’re planning on driving to Key West, make sure to give yourself plenty of time to explore everything you want to see. You can also stop at some of the stops on the way down to Key West, and then the rest on the way back up to Miami. It’s just up to you, and how much time you have to explore!

Miami To Key West Drive Map

When you’re planning your trip, I highly suggest downloading a map of Miami to Key West on your phone. It’s a great way to plan out all your stops ahead of time and get a good idea of where everything is that you want to stop and see.

Generally, the cell service is pretty good in this area, but there can be spots where your service isn’t great. So if you have a map already downloaded, you’ll still be good to go if you’re service is a little spotty while you’re on the road.

Best Stops On The Drive From Miami To Key West

You can absolutely do this road trip in a day, with all of the stops. But it will be a fairly long day if you decide to do that. If you want to hit all of these stops, I suggest planning a day or two for your Florida Keys road trip.

That will give you plenty of time to explore everything you want and not feel rushed. But of course, you can shorten or extend the road trip to fit your needs and interests! I just wanted to walk you through what I would personally suggest as your Miami to Key West Drive highlights!

Start Your Key West Road Trip In Miami

You’ll be starting your Key West road trip in Miami! I do recommend renting a car in Miami and it is often quite affordable to do so from the Airport.

There are tons and tons of things to do in Miami because it’s a pretty popular tourist destination in Florida. Miami is a city that truly has something for everyone and every interest. For foodies, I suggest the Little Havana Walking Food Tour complete with tastings! You’ll get to explore one of the most popular areas of Miami and get to sample the unique Cuban food scene in the city.

Another great option while you’re in Miami is the Biscayne Bay Millionaire Row Sightseeing Cruise . The sightseeing cruise takes you on a tour of Biscayne Bay where you’ll find massive mansions that are definitely a sight to see. It’s a popular thing to do when you’re in Miami, especially if you enjoy checking out unique architecture.

Of course, don’t forget to explore the famous Miami Beach and South Beach during your stay.

Book your Little Havana Walking Food Tour Here: Getyourguide.com

Book your Biscayne Bay Millionaire Row Sightseeing Cruise Here: Getyourguide.com

Coral Castle

Just outside of Miami, you’ll find your next stop on the road trip to Key West – the Coral Castle. The Coral Castle is in Miami-Dade County, in the town of Homestead. This is definitely a unique stop while you’re driving from Miami to Key West. Coral Castle was built by Ed Leedsklanin, a Latvian immigrant, from 1923 to 1951. He spent 28 years building the castle, but no one really knows what his motivation was.

Today, you can visit the castle, which has been turned into a museum. It is open Thursday through Sunday from 9 am to 6 pm. There is an admissions fee, which helps with castle upkeep and enables it to be open for visitors. If you want to visit this fun road trip stop, make sure you plan to visit when they are open. You definitely don’t want to miss it!

Florida Everglades National Park

From Coral Castle, I suggest heading to the Florida Everglades. It’s definitely a Florida bucket list thing to do. The main entrance for the Everglades is also in Homestead, FL. You’ll find it just off of US 1, on Palm Drive. Once you turn onto Palm Drive, it’ll be very easy to find the entrance to park, as there are a ton of signs. It’s honestly super easy to find! When you’re in the Everglades, there are a ton of things to do.

Easily one of the most popular attractions is the Everglades National Park Airboat Tour and Wildlife Show . Its a short 1 hour tour, so it doesn’t take a ton of time to stop here on your road trip. But you’ll probably want to spend more than 1 hour exploring the park because it’s so cool.

If you’re really planning to take your time on your way to Key West consider doing an Everglades Mangrove Tunnel Kayak Tour . It’s a three-hour kayak tour, and it’s a great way to see the park.

Book your Airboat Tour and Wildlife Show Here: Getyourguide.com

Book your Everglades Mangrove Tunnel Kayak Tour Here: Getyourguide.com

Crocodile Lake National Wildlife Refuge

The next stop is the Crocodile Lake National Wildlife Refuge, which is also off of US 1, on CR 905 North. This unique wildlife refuge was established in 1980 to protect the natural habitat of native several species in this area of Florida. This can also be done as an easy day trip from Miami.

In particular, they rely on the tropical hardwood hammock, the mangrove forest, and the salt marshes in the area. There are currently eight species protected there, like the Key Largo woodrat, Key Largo cotton mouse, and the Keys tree cactus.

In general, the lands are closed to visitors. This is mainly to protect the habitat of the wildlife that live there. Especially because a lot of them are small critters you don’t always see before you step on them! But you can still visit! They have a small visitors center that has a native butterfly garden, an informational kiosk, and knowledgeable staff members who can answer all of your burning crocodile questions!

John Pennekamp Coral Reef State Park

Back on US 1, at mile marker 102.5, you’ll find your next stop, the John Pennekamp Coral Reef State Park. This is another super cool stop while you’re driving the Florida Keys. That’s because it was the first underwater park in the US! It’s a beautiful state park full of unique activities, like kayaking in the mangroves.

However, the big draw to this Florida state park is actually found underwater. There are beautiful coral reefs, an underwater sculpture, and tons of sea life. In fact, you can snorkel in the water and the park and see everything. In the visitors center, there is a 30,000-gallon saltwater tank that has a lot of the same sea life. So if you don’t want to go snorkeling, you can still see the area’s natural sea life in the tank!

Mrs. Mac’s Kitchen

Mrs. Mac’s Kitchen is an absolutely incredible restaurant in Key Largo. You’ll find it on Overseas Highway and it’s open Monday through Friday for breakfast, lunch, and dinner. It’s a local favorite, and over the years, it’s become a world-famous restaurant. If there’s one thing you skip on this Florida Keys itinerary, don’t let it be this!

I promise you won’t regret stopping for a bite to eat here. On their menu, you’ll find tons of Florida soul food classics. Like fish and grits, crab cakes benedict, conch chowder, Florida lobster, and tons more. You’ll also be able to try more unique Florida dishes like alligator tenders and Key West shrimp on rice.

This is also home to some of the best key lime pies I have ever tried. Don’t miss it!

Dive Spiegel Grove Shipwreck

The next stop is the Spiegel Grove Shipwreck, which is 6 miles off-shore at mile marker 102. This is definitely one of the itinerary stops that won’t be for everyone. Especially because it may be a bit tricky if you’re driving from Miami to Key West by car and you don’t have your diving gear with you!

But, if you are a fan of diving and have your gear, then this is one of the top diving spots in the Florida Keys. It’s super popular thanks to the purposefully sunk navy ship. It’s absolutely massive and it’s created an artificial reef for the local sea life. The combination of the massive ship and the abundance sea life makes it a popular spot for scuba divers.

Where to Stay In Key Largo

The Hampton Inn Key Largo for beach-front views right off of the Overseas Highway.

The Waterside Suites and Marina is perfect if you’re traveling with family or a group, thanks to their two-story houses.

Or the Bayside Inn Key Largo if you want to book a tour with their Key Diver’s Snorkel Tour company for some snorkeling adventures.

Key Largo is also home to one of the best all-inclusive resorts in Florida in case you want to have a luxury getaway!

Windley Key Fossil Reef Geological State Park

If you’ve stayed the night in Key Largo, then your first stop of the day will be the Windley Key Fossil Reef Geological State Park. It is located at mile marker 85. The state park is located on Islamorada, a popular island in the Florida Keys to explore. The big draw of this state park is the Key Largo limestone, which is actually fossilized coral.

When you are at the park, you can visit the 8-foot-high quarry walls, which are full of fossils. It’s a cool way to learn about the history of the ancient fossils that used to actually live in the area. One thing to keep in mind is that the park is closed on Tuesdays and Wednesdays.

Morada Way Arts District

One of my favorite stops in Islamorada is the Morada Way Arts District. It’s an arts non-profit located in the heart of Islamorada, with proceeds going to support art in the Florida Keys! Every month they host an art walk, typically on the third weekend of the month. There you’ll get to see tons of artwork from local artists and be able to support them by purchasing pieces.

If you can’t make it to one of their monthly art walks, don’t worry. The area is full of studios owned and operated by local artists. They all have different opening times and days, but when you visit there will be plenty of studios open for you to explore. If you want to get a souvenir from your Florida Keys itinerary, this is a great place to find one!

Feed Tarpon At Robbie’s Waterfront

After visiting the Morada Way Arts District, head to Robbie’s Waterfront at mile marker 77. There, you’ll be able to feed the tarpon. For those who might not know, tarpons are large fish native to the Atlantic Ocean and you’ll typically find tons of them around the keys. At Robbie’s Waterfront, you’ll be able to bucket of ‘fish food’ to feed the tarpon.

Be careful though, they are hungry fish who will literally jump 5 feet out of the air to get their food. Standing on the dock along the water, you can hold up a fish and watch the tarpon jump out of the water to grab it from your hand.

There are also TONS of pelicans which I thought was really cool to be up close.

It’s a lot of fun and a super unique stop during any Key West itinerary

Where To Stay On Islamorada

For a tranquil luxury beachfront experience, check out the Islander Resort .

Another excellent resort, right on the beach, is the Lime Tree Bay Resort with its own private beach.

Or you can stay at the Cheeca Lodge & Spa for a luxurious getaway on 26 acres of lush gardens with its own private beach.

The Dolphin Research Center

At mile marker 59, you’ll find the Dolphin Research Center. The research center was originally founded in 1984. It is the permanent home for dolphins and California sea lions who can not be rehabilitated and released back into the wild after they’ve been injured. All animals that call the center home have been rescued and nursed back to health.

You can visit the Dolphin Research Center and learn more about the work they do there. They have seasonal visiting hours, so make sure you check ahead of time to see when they are open. You’ll also need to book your tour ahead of time! So keep all of that in mind and plan ahead before you visit.

Snorkel The Sombrero Key Light

This is another stop on the road trip from Miami to Key West that might not be for everyone. But if you enjoy snorkeling, you’ll definitely want to stop at the Sombrero Key Light, on Marathon Key. There are a few different tour companies that offer snorkeling packages, so you don’t have to bring your own equipment!

What makes Sombrero Key Light a must-stop snorkeling spot? It’s one of the largest, and easily most spectacular, barrier reefs on the planet. Yes, the planet! Offshore, you can snorkel at the Sombrero Key Light, which is a huge lighthouse. You’ll need to ride a boat to get there, which is why using a tour company is a great way to snorkel in the area.

The Turtle Hospital

The Turtle Hospital is another great stop on any Florida Keys itinerary, at mile marker 48.5. It’s a small non-profit rehabilitation and rescue center on Marathon Key. They rescue endangered sea turtles and provide hospital services to them. If they can be fully rehabilitated, they will eventually be re-released out into the ocean. But some of them will never be fully rehabilitated, so they call the Turtle Hospital home.

You can visit those turtles while you’re at the Turtle Hospital. Since they can’t be released back into the ocean, they are used to provide a unique educational experience for visitors at the hospital. A lot of them have been injured due to interactions with humans. Or things like eating garbage left by humans on the beaches and in the ocean.

So the hospital uses them to show the harmful impact humans have on them, and hopefully inspire visitors to be better and do better when enjoying the beautiful natural areas in Florida.

Drive The 7 Mile Bridge

You can get to the rest of the Florida Keys without driving on the famous 7 Mile Bridge. The 7 Mile Bridge is easily one of the most impressive bridges you’ll cross. It is actually 7 miles long, that’s not just a random name. You’ll cross it at the west end of Marathon Key, in the Middle Keys, and it takes you to the Lower Keys and Key West.

Here you will also see the famous Duck Key which is also an interesting stop along the way.

As you’re driving across the bridge, you’ll also see the ‘Old 7 Mile Bridge’, which was originally built in the 1900s. The bridge you’ll be driving across was built between 1978 to 1982, so it’s totally safe to drive across. But, if you want, the ‘Old’ bridge is open for pedestrians to walk across, which can be fun, even if you just walk on it for a couple of feet.

Where To Stay In Marathon Key

Just a mile away from Key Colony Beach, you’ll find the budget-friendly Fairfield by Marriot Inn & Suites Marathon Florida Keys .

If you’re looking for a more luxurious option, the Grassy Flats Resort & Beach Club is an excellent option.

The Hampton Inn Marathon – Florida Keys is another great budget-friendly option with great reviews.

Bahia Honda State Park

At mile marker 37 you’ll find the Bahia Honda State Park located on Big Pine Key. The Bahia Honda State Park is easily one of the best state parks in the Florida Keys. So this is one stop in the Florida Keys that I’d highly suggest you don’t skip. Not only is it one of the best state parks, but it’s also where you’ll find some of the best beaches in the Florida Keys.

At over 500 acres, the park is pretty huge and has plenty of hiking trails, and pristine beaches, and you can even go snorkeling there. You can rent kayaks, grab a snack at the concession stand, or schedule a snorkeling tour through the park itself. You can also camp overnight at the park in a camper, RV, or bring your own tent!

This is my favorite place to recommend in Florida. It is just spectacular.

National Key Deer Refuge

The National Key Deer Refuge is located at mile marker 30.5, in the Lower Florida Keys. It was established in 1957 to protect the Key Deer, a unique species of deer found in the Florida Keys. The park is 8,542 acres and inside the park there is a large variety of habitats that the endangered Key Deer thrive in. From pine rockland forests, freshwater wetlands, mangrove forests, and more.

In the refuge you can go hiking, bird watching, and you can even take part in Ranger-led tours throughout the park. You can also go boating, fishing, snorkeling, and diving off-shore. The trails all have different difficulty levels, but many of them are paved. Just remember that you can not have any motorized vehicles anywhere on the refuge grounds – besides the parking lot.

End Your Florida Keys Road Trip In Key West

You made it and you’re finally in Key West! Key West is probably the most popular Florida Key to visit, and it’s one of my favorite small towns in Florida . So you’ll find tons and tons of things to do there. One of my favorite things to do in Key West is to take a Guided Bike Tour that ends with a slice of famous key lime pie.

You may be surprised to learn that key lime pie was invented in Key West. So you can’t visit Key West without at least trying a slice of locally made Key lime pie from Old Town Key West! Of course, there are lots of great options to try all along Duval Street, the most famous street in the city.

If you like being out in the water, another great activity in Key West is a Sunset Sail with Live Music . You’ll set off on the ocean in a sailboat that is stocked with unlimited drinks and appetizers. While you enjoy the sunset view, you’ll be serenaded by live music. It’s a great romantic activity during your road trip from Miami to Key West.

No matter what you decide to do while you’re in Key West, you’ll have a good time. You can choose to stay the night in Key West, or you can drive from Key West to Miami and hit the stops you missed along the way. It’s really up to you and how you want to spend your time driving the Florida Keys!

Book your Guided Bike Tour Here: Getyourguide.com

Book your Sunset Sail with Live Music Here: Getyourguide.com

Where To Stay In Key West

The Hampton Inn – Key West is a great budget-friendly option for staying in Key West.

If you’re looking for a more elevated experience, try the Kimpton Winslow’s Bungalow , an IHG Hotel.

The Capitana Key West is perfect if you’re looking for a luxurious beachfront hotel in Key West.

Best Places To Eat On The Miami To Key West Road Trip

Alabama Jacks , in Key Largo, is a super popular restaurant in the Florida Keys. They’ve been open since the 1950s, and it’s been considered one of the best Florida fish shacks for decades. It truly is a little shack, built over the water, that looks like nothing from the road. But don’t drive by this hidden gem while you’re driving to Key West. Alabama Jacks is known for their conch fritters, so make sure to give them a try!

Hogfish Bar & Grill , in Key West is a favorite with the locals and with tourists. While you enjoy a delicious meal, you’ll also get to enjoy panoramic views of the ocean. That’s because it’s literally on a dock, with plenty of outdoor seating and heaps of character. When you’re there, make sure you try their signature dish – fried hogfish on fresh Cuban bread!

Make sure you stop by Better Than Sex , in Key West, for a post-meal treat. It’s a dessert bar with a speakeasy vibe that makes eating and enjoying dessert an ‘experience’. At this dessert bar you’ll be able to try local specialty, key lime pie. But they also have freshly baked cookies, pies in almost any flavor you can think of, and so much more.

Just a heads up, as the name of the restaurant probably suggests, the menu items are named very cheeky things. So you might want to skip this place if you’re traveling with kids and don’t want to have to answer any awkward questions.

As you can see, there is so much to do and see when you’re road-tripping the Florida Keys! It’s such a cool part of Florida to explore. I hope that you’ve found this Miami to Key West road trip helpful and inspires you to head out onto the road.

Have you ever explored Miami to Key West by car? If so, I’d love to hear about your favorite stops in the comments!

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6 Day Florida Keys Itinerary: Guide for an Epic Miami to Key West Drive

6 Day Florida Keys Itinerary: Guide for an Epic Miami to Key West Drive

Table of Contents

A girl’s getaway is good for the soul. Whether it’s with your mom, sister or your besties there’s nothing like a good spa break or road trip to enjoy some quality time together.  This was my first time to The Florida Keys and I’m so happy I got to enjoy the incredible Miami to Key West drive.  Keep reading for my 6 Day Florida Keys Itinerary!

The ease of the Florida Keys

There are many things I loved about Key West and the other Keys. In addition to the obvious; blue water, delicious seafood and amazing resorts, there’s also the fact that no passport is required, no exchanging money or calling your bank and no language barrier.

If you want somewhere to just relax hassle free this is the place! It’s even better that the Keys are so close to Miami. It makes for an easy addition to your city trip.

Where are the Keys?

The Florida Keys are a coral cay archipelago on the south tip of Florida, only 90 miles from Cuba . You can actually visit the Southern most point in the continental U.S. in Key West.

The Florida Keys are an easy hour’s drive from Miami.

Is it Worth Driving from Miami to Key West, Fl?

Of course!! The Overseas Highway , which is the major road that runs through the Keys,  was named an All-American Road by the National Scenic Byways program administered by the Federal Highway Administration. This is one of the most amazing U.S. road trips you can do.

There are plenty of fun and beautiful stops along this epic drive between Miami and Key West and the driving itself  felt pretty laid back.

Florida Keys Facts

• From Miami Airport to the start of the Keys is about 55 miles .
• The Keys stretch across 125 miles.
• Distance between Miami International Airport and Key West is about 110 miles.
• Key Largo is the longest key at 30 miles.
• The climate is warm year round. 
• 5 Main regions of the Keys : Key Largo, Islamorada, Marathon, Big Pine and the Lower Keys, and Key West.
• The Overseas Highway also known as, “the Highway that goes to the Sea” is the main way to get around the Keys. It’s 113 miles long and consists of 42 bridges.

When is the Best Time to Visit ?

• Winter, December-February, is the busiest season, so plan accordingly. Prices will be at their peak.
• Between March and May is a great time because it is shoulder season and you can take advantage of less crowds and discounted rates.
• Summer, June-August is rainy season.
• September- November is hurricane season so it may not be worth the risk of bad weather.

Miami to Key West Drive Map

6 Day Florida Keys Itinerary : Miami to Key West Drive

Day 1. start off by flying into miami airport and pick up your rental car..

I usually book with Rentalcars.com. Remember to have all required paperwork. Check with your credit card company if you have car insurance included with your card or if you’ll need to pay extra.

It’s a few hours drive all the way down to Key West from Miami so make sure you have a good road trip playlist ready to go! You’ll get to cross over multiple bridges including the famous 7 Mile Bridge which is the perfect way to start of your Florida Keys trip.

Stop 1: Seven Mile Bridge in Marathon Key

Location: Marathon Key, Mile marker 47-40

When driving over the Seven Mile Bridge, you’ll cross over plenty of blue water and you’ll also notice another bridge next to it.

You are driving over the modern bridge by car, while the old one is now used for biking and pedestrians only.  Currently though, the old bridge is closed for repairs and is set to re open by 2022.

Stop 2: Seafood Lunch at Sundowners

Address: 103900 Overseas Hwy, Key Largo, FL 33037

On the way, stop for lunch at Sundowners in Key Largo for some seafood and views of the Florida Bay. It’s about an hour from the airport, which is pretty much the max time I can go without eating, especially post flight. If you know me at all you will know that I need to eat about every 3 hours so it was ideal to have a nice place to stop!

Sundowner’s

Stop 3: Check into Ocean’s Edge Resort and Spa

Address: 950 Peninsular Ave, Key West, FL 33040

Continue on your drive to Key West for a couple more hours. You’ll be very happy when you check into Oceans Edge Resort and Marina , a luxury resort where every single room has an ocean view .

Ocean’s edge is completely with 7 heated pools overlooking the marina.  By the time we checked in and settled into our very spacious suite, the magical sunset had begun and it was amazing to see it dance over the boats.

Stop 4: Dinner at Matt’s Stock Island Kitchen

Address: 7001 Shrimp Rd Suite 200, Key West, FL 33040

Eat dinner at the nearby Matt’s Stock Island Kitchen  located at the Perry Hotel in Key West. The food here was right up my alley, quality food made with the freshest ingredients.

To start, make sure you order the Admiral Tower, a seafood sampler which comes served in a tackle box!

Ocean’s Edge Resort

Tackle box sampler, Matt’s Stock Island Kitchen

Day 2. Water adventures in Key West

Stop 1: breakfast at blue heaven.

Address: 729 Thomas St, Key West, FL 33040

Head into downtown Key West to eat breakfast at Blue Heaven . (we were lucky to get a parking spot pretty easily-few are available, so plan accordingly) Who couldn’t love an al fresco breakfast under colourful canopies with a live band to ease you into the day?!

I obviously had to order the shrimp benedict with lime hollandaise because I can certainly say I never had that before and it was delicious!

Stop 2: A day with Fury Water Adventures

Address: 0 Duval St, Key West, FL 33040

Did you know that just a few miles off Key West is the third largest coral barrier reef in the world?!  Yep, its true! We got to check it out during our  Reef and Ritas Snorkel excursion with Fury Water Adventures . So do exactly as it says, see the only living coral reef in the U.S.A. (no big deal, right?) then come back to the boat to sun yourself on the top deck while enjoying your ritas. 🙂

Stop 3: Enjoy the Key West Sunset Celebration

Address: Mallory Square Pier, 420 Wall St, Key West, FL 33040

A must do while in Key West in the Sunset Celebration. Mallory Square Sunset street Carnival is a nightly event.  Everyone who’s everyone comes together to applaud mother nature for her marvellous efforts.

Shrimp Benedict, Blue Heaven

Fury Adventures

Sunset Celebration

Day 3. Spend the Day in Downtown Key West.

Stop 1: breakfast at kermit’s cafe kitchen..

Location: 200 Elizabeth St, Key West, FL 33040

Grab a light breakfast at Kermit’s Cafe Kitchen.

Stop 2: Things to do in Key West.

Take the day to explore what Key West has to offer. There is plenty to see and do in Key West, here are some of the top things to do:

1.The Key West Butterfly and Nature Conservatory

• Address: 1316 Duval St, Key West

Check out over 50 different species of butterflies in a controlled climate glass house. Open from 9am-5pm daily. $15 entrance fee.

2. Ernest Hemingway Home and Museum

• Address: 907 Whitehead St, Key West

Explore the historic home and gardens of Nobel Prize winning author, Ernest Hemingway. His cat’s decendents still live on the property!

3. Go shopping or bar hopping on Duval Street.

There are so many fun bars, including lots of open air ones. Definitely try one of the rum cocktails! The Rum Bar, Captain Tony’s Saloon, Alonzo’s,  or the Green Parrot are some of your top options.

4. Admire beautiful homes throughout the downtown area.

Southern style homes in the downtown area are eye catching, intriguing and exude southern charm. There are lots of historic homes to see and learn about owned by famous playlists and artists.

5. Visit the Southernmost Point Buoy.

• Location: Whitehead St &, South St, Key West

A concrete buoy marking the the Southernmost Point in the continental U.S. A popular tourist photo spot!

6. Strand Theatre

• Address: 527 Duval Street, Key West

A theater from the 1920s turned into a store that has many of it’s historic theater elements preserved.

7. Check out the Key West Lighthouse.

• Address: 938 Whitehead St, Key West

Climb to the top of the 88 steps of the lighthouse turned maritime museum.  $12 admission fee.

8. Visit a Rum Distillery.

Rum is the drink of choice down in the Keys, with it’s close proximity to the Caribbean and handful of local distilleries.

• Key West Distilling
• Papa’s Pilar Rum Distillery, Hemingway Rum Company – Experience a distillery tour and all of the all the classic rum cocktails including a Hemingway Daquiri or Old Fashioned.
• Key West First Legal Rum Distillery – Daily distillery tours and tastings. Must try to the Mojito!

9. Ride a floating Tiki Bar.

• Cruisin’ Tikis Key West leaves from Schooner Wharf Bar in Key West, Hurricane Hole Marina or Mellow Ventures. This cruise is BYOB so you choose and bring your own booze while ice cups are provided.

10. Visit the Harry S. Truman Little White House.

• Address: 11 Front St, Key West

Florida’s only presidential museum. Entry fee of $22. Purchase online for a discounted rate.

Kermit’s Cafe

Stop 3: Sunset Sail with Danger Charters

Location: 255 Front St, Key West, FL 33040

Get ready for a wonderful evening with Danger Charters Wind and Wine Sunset Sail . This might have been my favorite activity of the entire trip (no surprise there, as I’m a self proclaimed foodie and wino so this is top of my list for what to do in the Florida Keys).

The boat cruise leaves from Front Street and takes you out to enjoy the sunset with lovely wines, passed hors d’oeuvres and good people.

Stop 4: Spend the Evening in Key West Downtown

After the boat cruise pop over to Turtle Kraals and bet your luck on a turtle race! I don’t see you’ll see this kind of race anywhere else. It’s a great laugh to share with your friends.

Day 4. Bahia Honda State Park + Drive to the Upper Keys

Stop 1: check out of ocean’s edge and drive to bahia honda.

Address: 36850 Overseas Hwy, Big Pine Key, FL 33043

Time to check out of Ocean’s Edge Resort and begin your drive to the Upper Keys . Don’t pass by without stopping at Bahia Honda State Park for some gorgeous photos and a quick tanning session!

Bahia Honda State Park is located right off the Overseas highway. There is an $8 fee per vehicle and the park is open from 8am to sundown every day.

Stop 2: Lunch at Robbie’s Marina

Address: 77522 Overseas Hwy, Islamorada, FL 33036, Mile marker 77

When you start to get that hunger pang you can stop for lunch at the famous Robbie’s Marina to sip on a cocktail, feed the tarpons, shop and grab “a bite.”

Bahia Honda State Park

Robbie’s Marina

Stop 3: Check in to Amara Cay Resort

Address: 80001 Overseas Hwy, Islamorada, FL 33036, Mile marker 80

Check in to Amara Cay Resort and marvel at the palm tree lined property. I had a delicious strawberry mojito while I looked around the property.  Enjoy water sports, fire pits, games and the fitness centre, even a shuttle anywhere within a 4 mile radius, all of which is included at the resort.

Day 5. Ultimate Spa Day + Brewery Tour

Stop 1: breakfast at key largo conch house.

Address: 100211 Overseas Hwy, Key Largo, FL 33037 , Mile marker 100

Breakfast at Key Largo Conch House . I had the crab eggs Benedict, an almond milk latte and a fresh orange juice. Can the day start any better?

Stop 2: Spa Day

Address: 97450 Overseas Hwy, Key Largo, FL 33037

No girls getaway is complete without a spa day. Book yourself a treatment at Playa Largo Resort and Spa. Enjoy the gorgeous ocean front pool. This place will not disappoint. I had the best facial of my life here. Post treatment in the quiet area we enjoyed a glass of bubbly and a yummy snack plate.

Playa Largo Resort and Spa

Stop 3: Brewery Tour

Address:81611 Old Hwy, Islamorada, FL 33036, Mile marker 81

Spends the afternoon learning a little something at the Florida Keys Brewing Co.   They can give you a tour of the brewery and then you can enjoy the fruits of their labor. So many different kinds of beer to try and definitely some ones you’ve never heard of. I kid you not, this was the most Instagrammable brewery I have ever seen. They’re all about using tropical flowers and plants in their beer, like in their hibiscus beer which is a perfect color pink.

Stop 4: Dinner at Marker 88

Address: 88000 Overseas Hwy, Islamorada, FL 33036, Mile Marker 88

For the final seafood feast eat at Marker 88 . An Oceanfront outdoor dining restaurant with friendly staff and perfect sunset watching location.

Day 6. Check out

 check out + enjoy your last hours in the sun..

Address: 84001 Overseas Hwy, Islamorada, FL 33036, Mile marker 84

Sadly, today is when you check out of Amara Cay Resort. However, you can conveniently stop on your way to the airport and use the pool at their sister property, Postcard Inn.

Their pool is amazing and you can enjoy a drink at their Tiki Bar knowns for the famous Rum Runner drink. A great way to end your Florida Keys itinerary.

Other places to stop on Miami to Key West Drive Itinerary

Dry tortugas national park.

Located about 70 miles west and Key West lie the Dry Tortugas, a cluster of seven islands. You can get their via a 45 minute flight on a seaplane. You’ll see plenty of wildlife like sea turtles and dolphins as well as one of the largest coastal forts ever built, Fort Jefferson.

John Pennekamp Coral Reef State Park

The first undersea park in the U.S. Take in the underwater wonders by glass boat, scuba diving or snorkeling. The park is about 25 miles long.

National Key Deer Refuge

Key Deer are a unique species to the lower Florida Keys. The over 8000 acre refuge is located in Big Pine Key and No Name Key.

Dolphin Research Center

A non profit organization aiming for peaceful coexistance with marine animals. Sit in on behavior sessions and even go swimming with the dolphins!

Turtle Hospital

Meet current patients and permanent residents at the Turtle Hospital and rehab center located in Marathon. Educational programs run daily.

Everglades National Park

A National Park that is also a World Heritage Site, International Biosphere Reserve, and a Wetland of International Importance. Explore the park with a guide or on your own. Entrance fee is $30 per vehicle. Boating, biking or hiking are just a few of the activities you can do here.

Southern Glades

Southern Glades Wildlife and Environmental Area is popular for biking and hiking. The glades lie just off the Overseas Highway in Miami-Dade County.

Biscayne National Park

Biscayne Bay National Park is located in the northern Florida Keys and is the largest marine park in the U.S.A. If you want to explore the reefs and islands of this National Park you’ll have to go by boat. See a shipwreck, visit one of the world’s largest lagoons or go kayaking.

Where to Stay in the Florida Keys

There are so many beautiful properties to choose from in the Florida Keys, many of which have waterfront real estate. During my time in the Keys,  I had the chance to check out Ocean’s Edge Resort, The Postcard Inn, Amara Cay Resort and Playa Largo Resort.  Each one of these hotels had some amazing features.

• Ocean’s Edge Resort and Marina (Key West) –  You really can’t go wrong at this hotel considering every room has a view of. the marina. Beautiful sunrises and sunsets each night. Choose to watch from your room or from one of the heated pools.
• Gardens Hotel (Key West) – A pet and eco friendly hotel in the heart of Key West!
• Sunset Keys Cottages (Sunset Key) –  Conde Nast Traveler 2020 Readers Choice Awards. One to four bedroom luxury cottages on this intimate Key. Boat transportation brings you between the pier and the cottages.
• Casa Marina (Key West) – A Waldorf Astoria Resort with plenty of outside space and ocean views.
• Hawks Cay Resort (Duck Key) – A classic family friendly resort.
• Playa Largo Resort and Spa (Islamorada) – A stunning property with a private beach and exquisite spa facilities.
• Cheeca Lodge & Spa (Islamorada) – A luxury resort on the key of Islamorada.
• Amara Cay Resort (Islamorada) – A small boutique property on the
• Little Palm Island Resort and Spa (Little Torch Key) This resort is located on it’s own private island.

How to get to Key West from Miami if you don’t want to drive.

• Greyhound Bus – One way for under $20.
• Keys Shuttle – Pick ups from both Miami International and Fort Lauderdale Airport.
• Miami to Key West Shuttle – Round trip for as low as $29.99. Pick ups on Collins Ave and a few other locations in Miami.
• Norwegian Cruise
• Royal Caribbean
• Carnival Cruise

Ferry from San Marco Island or Fort Myers Only

Many thanks to the Florida Keys Tourism Board for sponsoring this post and for all the businesses along the way. As always all opinions are my own.

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About the author: lauren mcgill.

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Miami to Key West Drive – Best Florida Keys Road Trip Itinerary

Written By: The Planet D

Road Trips , United States

Updated On: February 19, 2024

There are so many places to visit from Miami to Key West that it can be confusing knowing where to begin. This great American road trip is definitely one to add to your bucket list, and a drive to Key West from Miami will transport you to the Caribbean without needing to hop on a plane. Dave and I have taken a Miami to Key West road trip three times plus once from Miami to Key Largo so we know a thing or two about this drive. To help you plan your ultimate Florida Keys road trip itinerary, we’ve rounded up the best stops on a Miami to Key West drive

Table of Contents

Miami to Key West Drive

The Miami to Key West drive is 164.4 mi via US-1 S and takes 3 hr 30 min without traffic. You could drive directly to Key West from Miami in one afternoon but that would take all of the fun out of visiting the amazing stops and the Florida Keys along the way. You may also like: The Best Places to Stay in Florida

Overseas Highway

When driving from Miami to Key West, you will be taking one of the most unique road trips in the world through a chain of 800 Keys that are connected by a series of 142 bridges spanning 124 miles. (Note: Not all Keys are reachable by car)

The Overseas Highway is 113 miles long. This chain of islands off the southern coast of Florida divides the Atlantic Ocean from the Gulf of Mexico and each Key has its own activities and benefits for visiting.

As you head south, take your time to really soak in the experience. At times, you’ll be completely surrounded by water. In short, the drive to through the Florida Keys is as spectacular as it is unique.

While the Miami to Key West drive is 164 miles, the real road trip begins at the gateway to the Florida Keys. While this road trip guide starts in Miami, it focuses more on the stops south from Key Largo as that is where the bulk of the fun truly takes place.

• 30 Fun Things to do in Miami, Florida
• 33 of the Best Things to Do in Key West

Miami to Key West Map

Are you ready to explore the best stops from Miami to Key West on one of the great road trips in the world? We’ve included a map that you can follow along on your drive to make things easier.

The drive from Miami to Key West can be done in 3 1/2 hours but to really appreciate it, you should take your time and spend the night on a couple of Keys before reaching your final destination. The suggested amount of time for a Miami to Key West road trip is 7 days.

Many people fly directly to the Key West International Airport without ever leaving the island. Even though we love to visit Key West, we think that would be a shame as the other Florida Keys have a lot to offer. So even if you are flying directl, rent a car for a day or two to see these other stops in the Florida Keys.

Tips for Driving From Miami to Key West

Once you get to the south of the mainland on your drive from Miami to Key West, the real road trip begins just past Florida City crossing over Jewfish Creek. Crossing that first bridge is thrilling. It feels like you’re heading to the Caribbean but instead of a five-hour flight, you’re driving straight to the tropics!

You will be following mile markers for reference throughout your road trip with your overseas highway. You officially enter the Florida Keys at Mile Marker 127 at Florida City with is at the Junction of the Florida Turnpike and U.S. 1. You will then follow the mile markers all the way to Mile Marker 0.

Overseas Highway Self-Diving Tour

We highly recommend renting a car in Miami for your Key West Road Trip. Check Rental Car prices and comparisons at CarRentals.com

Get your Key West Overseas Highway Self Driving Tour that highlights the top attractions from Miami and the Florida Keys including Hollywood landmark the African Queen riverboat to Plantation Key, the Smuggler’s Haven. It also gives tips to check out Big Betsy, the giant lobster, and Theatre of the Sea. Details here

Toll Roads: Florida has a lot of toll roads and we suggest getting a SunPass. All tolls in Florida are collected electronically if you don’t have a Sun Pass, you will be billed utilizing the TOLL-BY-PLATE system where you will be charged a $25 fee on top of the toll. Check the Florida Turnpike website for details.

About the Overseas Highway

The Miami to Key West drive then takes you through Islamorada and on to Anne’s Beach, Long Key, and Marathon until you reach Key West.

There are 42 bridges connecting 34 of the 800 keys from the mainland to Key West spanning 124 miles. The most famous bridge on the road trip from Miami to Key West is the Seven Mile Bridge at Marathon.

Overseas Highway to Key West History

Built in the 1930s the Overseas Highway followed the East Coast Railroad line which was damaged by a hurricane. Thanks to that feat of engineering, 3 million visitors make their way to the Florida Keys each year.

It’s easy to find attractions and things to do on the Overseas Highway by following the mile markers. The road is well-marked with Mile Marker Zero located in Key West. When driving south from Key Largo, you’ll be counting down from mile marker 106 letting you know how far you have to go to Key West. Nice!

Now that you have a bit of background on the highway, let’s see what there is to do on a Miami to Key West road trip.

Top Things to See on a Miami to Key West Road Trip

Our drive to Key West starts at the Miami airport where you can pick up your rental car to start this iconic road trip and drive all the way to the southernmost tip of the Continental United States in Key West. How cool is that? For rental car prices, you can compare rates at CarRentals.com

After landing at the Miami Airport, pick up your rental car ( a convertible is preferable) and start your trip in Florida’s most exciting city. No trip to South Florida would be complete without seeing the glitz and glamor of Miami.

Take a walk along the white sands of South Beach and explore the beautiful architectural designs of the Art Deco District. Don’t forget to drive your rental car along Ocean Drive and hop on a boat and take a tour of Millionaires Row. There’s a  popular cruise  that takes you by the estates, with great return views of the Miami skyline. And make sure to check out Miami’s nightlife.

This highly-rated tour includes  takes you through the glitz and glamor of the Art Deco District to see historical landmarks such as Versace’s decadent mansion and beloved Hollywood stops showcasing the likes of Miami Vice. For more Miami attractions, read our post Things to do in Miami

Where to Stay in Miami

Miami has been a leader in tourism in the United States for decades so there is something for every budget and travel type. But to get you started, here are a few of our recommendations.

• Mid-Range  – Right on the beach and along Ocean Drive, Marriott Stanton is a superb choice for traveling families. Make the most of two on-site pools, spas, saunas, and a gym with the beach and restaurants all within walking distance.  Check rates and reviews on Booking.com
• Luxury  – Occupying an entire city block, 1 Hotel South Beach is the epitome of Miami luxury. Soak in the expansive floor-to-ceiling ocean views, with exquisite decor and the largest rooftop pool in town.  Check rates and reviews on Booking.com
• Budget  – Miami isn’t a haven for budget travelers, but Hotel Shelley comes with cozy rooms with Art Deco charm. Enjoy modern amenities, free WiFi, and close to all the action.  Check rates and reviews on Booking.com

2. Everglades National Park

Since you are driving, you can make a detour from your Miami to Key West drive and see Everglades National Park. The UNESCO World Heritage Site is an International Biosphere Reserve and is home to a number of endangered species including the Florida panther.

Located just 30 miles west of Miami, the Everglades National park is a wetland oasis primed for an eco-adventure and makes for a great stop on your Miami to Key West Road Trip. If you want to book a tour from Miami instead of driving, you can book this private tour to explore the immense 1.5 million acres.  Details here.

Everglades National Park also offers Airboat tours so you get to see all kinds of places while cruising through the water. The park also has trails and 4WD tours.  Read more: Best National Parks – USA Edition

Where to stay in Everglades

We suggest staying in Miami or Key Largo and making a day trip to Everglades National Park. But Florida City is a great stop to break up your Miami to Key West Drive and is close to both the Florida Keys and Everglades.

• Travelodge by Wyndham in Florida City is an affordable option excellent place to stay. It is located just off Highway 1 and makes for a great gateway to the Everglades and the Florida Keys.
• Home2 Suites by Hilton – Is another good choice in the heart of Florida City.

3. Key Largo

Things are getting exciting now. The first stop off the mainland from your Miami to Key West road trip is Key Largo. you can stay for a full vacation if you like! We did this during our first trip to the Florida Keys, and my brother did just last year when he took a long road trip all the way from Canada to Key West. They made a base in Key Largo and explored the surrounding islands and even did a full-day trip to Key West with Key Largo as their base.

Key Largo is pretty awesome. Movies and songs have been written about Key Largo, and soak in some of that nostalgia visit The Caribbean Club. The Caribbean Club is the oldest bar in the upper keys, dating back to 1938.

It has seen a lot of action over the decades, most notably hosting Humphrey Bogart and Lauren Bacall as they filmed the movie Key Largo. It’s still a family-run business and a great place to stop for some Key Lime Pie, a Bloody Mary or to listen to some live music.

There are plenty of things to do in Key Largo, so we suggest spending at least the night here and checking out a few of the items we are about to mention as you follow along on this Miami to Key West road trip.

• Miami to Key Largo is approximately 70 miles and takes 1 hour and 15 minutes to drive.

4. John Pennekamp Coral Reef State Park

If you are looking to have an adventure, John Pennekamp Coral Reef State Park is one of the top things to do in Key Largo. It is home to the only living coral reef in the United States and if you want to explore underwater, this is the place to go.

What makes snorkeling or scuba diving different in Key Largo is that you can dive to see “Christ of the Abyss” a nine-foot-tall underwater statue of Christ located in just 25 feet of water off the coast of Key Largo.

Book this snorkeling tour from Key Largo – this half-day tour takes you to the most beautiful locations in the Florida Keys National Marine Sanctuary and Pennekamp State Park. Explore the coral reefs of Molasses, Elbow, French Reef, and the famous Christ of the Abyss on Dry Rocks.

Where to Stay in Key Largo

• Luxury –  Playa Largo Resort   – The Playa Largo Resort and Spa has luxury rooms, bungalows, and a beach house. You can book many Key West water sports at the hotel.
• Mid Range –  Key Largo Reefhous e Resort  – You can never go wrong with a Marriott. It’s our favorite mid to upper-range hotel chain. It has an onsite marina and dive shop offering plenty of water sports to book at the hotel.
• Budget –  Dove Creek Resort and Marina – This intimate boutique hotel was inspired by Caribbean Hemingway Hideaways. Located on the Atlantic Ocean, in Key Largo, Dove Creek lodge sits adjacent to John Pennekamp Coral Reef State Park

5. The Fish House

A great stop for lunch is the Fish House to grab a staple Florida Keys dish of Conch Fritters, fish tacos, and Florida lobster and stone crab. It’s a great atmosphere and has been a Key Largo staple since 1982. We enjoyed a starter of coconut shrimp followed by a delicious portion of Mahi Mahi.

6. Alabama Jack’s

Another quirky place that can only be found en route to the Florida Keys is Alabama Jacks. Sitting between two barges in the mangroves, it is renowned for its conch fritters.

Popular with motorcyclists Alabama Jack’s is located under Card Sound Bridge which is the old toll road on an alternate route from Florida City. Instead of taking Highway 1, take 905A card sound road. But be warned, you need to have the cash to cross the toll bridge.

7. Mrs. Mac’s Kitchen

For a unique and delicious slice of Key Lime Pie head to Mrs. Mac’s Kitchen that was so good its become famous in the upper keys. You can order a whole key lime pie to go!

8. Islamorada Key

The next island on your Florida Keys Road Trip is Islamorada Key. We loved Islamorada Key so much, we wrote an entire article about all the things to do. Things to do in Islamorada . But just in case you don’t want to click off of our road trip itinerary, let’s go through all the things that you simply cannot miss.

We suggest spending a night on Islamorada Key to really enjoy its laid-back vibe. Scroll down to see why.

9. Robbie’s Marina

Robbies Marina is the place to be in Islamorada with watersports, restaurants, bars, and attractions, it is a place you can spend the entire day. Enjoy the day hanging out at Robbie’s Marina. There’s a great restaurant, outdoor shops and plenty of water sports leave from here.

10. Feed the Tarpon

A unique thing to do in Islamorada is to feed the tarpon at Robbie’s. After nursing an injured Tarpon way back in 1976, the friendly Tarpon named “Scarface” came back again and again for some food and to say hello. He eventually brought his friends and the tarpon have been coming to the docks ever since to leap out of the water for a tasty treat.

11. Parasailing

Parasailing in the Florida Keys is an amazing way to see the bridges and keys from above. It’s a gorgeous view to see the bridges spanning over blue waters with islands dotting the landscape.

You can make out the coral reefs and it truly is a blast. If you’ve never gone parasailing before, this is the place to do it. Parasailing with  Sundance Watersports . 

12. Other things to do on Islamorada

If you want to do some shopping, head into Rain Barrel Sculpture Gallery at Rain Barrel Village, it’s been one of the top Florida Keys destinations for more than 40 years. You can’t miss it, just look for the giant rock lobster out front.

If you are staying over or have a designated driver, don’t miss hitting the beer garden of the Florida Keys Brewing Company. We loved sampling their microbrews. The Florida Keys Brewing Company also has a vacation rental where you can stay. The owners are super friendly and get this, he’s Canadian!

Where to Stay in Islamorada

Islamorada is a great place to make a base before heading farther south. From here you can explore Duck Key, Lower Matecumbe Key to the South, and Plantation Key to the North.

• Postcard Inn at Holiday Isle – This is the most popular place to stay in Islamorada offering cottages and rooms with Marina and Atlantic Ocean views. There are water sports on site and you can book scuba diving, glass bottom boat tours, and snorkeling trips. It also has the popular Tiki Bar on the beach so even if you aren’t staying there, make sure to have a cocktail or slice of Key Lime Pie at this world-famous location.
• Hadley House Resort   – We stayed at Holiday House Resort a boutique resort with cottages. I would recommend staying at the building overlooking the water. Cottages are set back from the sea and the hotel building seemed much better. Your $25 resort fee covers the use of Stand up paddleboards and kayaks. There’s parking and a pool.

13. Marathon

Marathon is a city that spreads across several Florida Keys. Starting just past Duck Key it spans across seven keys: Knight’s Key, Boot Key, Key Vaca, Fat Deer Key, Long Point Key, Crawl Key, and Grassy Key islands.

From the Dolphin Research Center to Aquarium Encounters it has all the makings for a good family vacation. Marathon is also the gateway to Seven Mile Bridge and Pigeon Key Island.

There are some nice beaches on Marathon Key as well, Sombrero Beach and Coco Plum Beach are good places to hang out. And there is a dog park which is a good stop if you are traveling with pets. Read 18 Best Beaches in Florida for Fun in the Sun

Where to Stay on Marathon Key

Marathon has a lot of options for accommodation and is more affordable than Key West. You can find hotels ranging from luxury to budget. A lot of people take day trips to Key West from Marathon.

• Luxury – Isla Bella Beach Resort – A modern new luxury resort with five swimming pools, a spa, and a fitness center, and close to Seven Mile Bridge.
• Mid-Range – Kingsail Resort – This motel has kitchenettes to help save on food, a swimming pool, and free parking.
• Budget – Captain Pips at Knights Key

14. Turtle Hospital

What we recommend visiting is the Turtle Hospital. The Turtle Hospital is one of the most popular stops. This heartwarming stop lets you see the work that goes into the rehabilitation of injured sea turtles. We love supporting projects like this and proceeds for your guided tour and entrance go to help save the sea turtles. Read more: 10 Ways to Help Save the Oceans – World Oceans Day and Beyond

15. Keys Fisheries

Make sure to stop at Keys Fisheries for lunch. We enjoyed chillaxing on the outdoor patio. It’s a fast food joint where you order from a window and then find a picnic table in the packed restaurant. Get the grilled Mahi Mahi, Conch Chowder, or its signature dish, the Lobster Reuben.

16. Seven Mile Bridge

Leaving Marathon Key, Seven Mile Bridge is the largest segmental bridge in the world! This long bridge connects the upper Keys to the Lower Keys.

Make sure to take the ferry across to Pigeon Key which was a former work camp of the Florida East Coast Railway. You can catch the ferry over from Pigeon Key Gift Shop at mile marker 48.

17. Bahia Honda State Park and Big Pine Key

You have now entered the Lower Keys. You’ve made it farther than most, so keep going! Coming across 7 Mile Bridge, most people b-line it to Key West as it’s most likely been a long drive, but Big Pine Key and Bahia Honda State Park are two great places to stop for at least a few hours.

Did you know that there are wild deer in the Florida Keys? Big Pine Key houses the endangered Key deer, and they are protected by National Key Deer Refuge Nature Center. These small deer actually swim between islands!

If you like beaches, you are going to love Bahia Honda State Park. This state park has nearly fully recovered after Hurricane Irma but parts of the park are still being restored. Bahia Honda State Park has camping and two beaches of note. Sandspur Beach has reopened after Hurricane Irma and has restrooms and pavilions and Calusa Beach.

18. No Name Pub

While on Big Pine Key, stop for lunch at No Name Pub. This stop is worth it just to see the dollar bills hanging from its ceiling. No Name Pub dates back to 1931 when it was a fishing store. In 1936 they a restaurant was added and the No Name Pub was born.

19. Key West

Congratulations! You’ve made it to your final destination on your drive from Miami to Key West which is obviously Key West. Key West is a great place to spend a few days taking in the Caribbean atmosphere. Key West no longer feels like the United States, it feels like a little slice of the tropics.

20. Southernmost Point – Key West

The first thing most visitors do in Key West is head to the Southernmost Point marker. This is the southernmost point on mainland USA and everyone that makes it to Key West stops here for their required photo op.

21. Watch Sunset at Mallory Square, Key West

Mallory Square is one of the most happening places in Key West and it is an excellent spot to watch the sunset over the Gulf of Mexico. There are plenty of things to do in Mallory Square as well, so be sure to head over there during the day. If you are looking for a fun adventure, book a sunset tour on Aqua bikes to enjoy views of Sunset Key and Key West from the water. You can even bring two drinks with you.

• The Maritime Museum – The Mel Fisher Heritage Maritime Museum displays many artifacts from 17th-century ships.
• The Waterfront Playhouse – The longest-running theatre in Florida has nightly rotating shows all year long.
• Key West Shipwreck and Treasure Museum – There’s a 65-foot lookout tower, shipwreck artifacts, and actors recreating the 17th-century feel dressed in period clothing.  Book your ticket in advance  
• The Memorial Sculpture Garden is located directly in front paying tribute to famous patrons of the theatre and residents. Take a stroll through the lines of sculptures of famous residents including the busts of Ernest Hemingway, Harry S Truman, Tennessee Williams, and many other important people.

22. Party on Duval Street in Key West

It’s no secret that people come to Key West for partying, and Duval Street is the place to do it. You can go bar hopping all night long on Duval Street. Some of our favorites are Jimmy Buffet’s Margaritaville, (no trip to Key West would be complete without visiting Jimmy Buffet’s) and the Hard Rock Cafe, Lucy’s Retired Surf Bar, Sloppy Joes, Virgillios, Rick’s Café, and our personal favorite The Wine O Bar and Lounge.

If you want to join a tour of Duval Street to see the top bars and restaurants while making new friends, check out  this fantastic pub crawl tour  that stops at five top rated pubs with a cocktail at each stop.

23. Get on the Water in Key West

Adventure lovers will enjoy Key West and if you don’t get on the water, you’ll be missing out. An excellent tour is to book an eco-tour to explore Key West Wildlife Refuge. Go kayaking through the mangroves, enjoy snorkeling at John Pennekamp Coral Reef State Park and enjoy a sail on an eco-friendly catamaran with Honest Eco Tours . 

• Book this top-rated  Sunset Tour tour here free from worries as tours can be canceled up to 24 hours in advance with a full refund.
• Look for more water and sunset tours here  with Get Your Guide to find your choice of floating bars, schooners, and catamarans that will take you out to watch the stunning sunsets. They offer last-minute bookings and full refunds on cancellations within 24 hours of the tour.

One of our favourite things to do in Key West was to visit the Located (113km) 70 miles from Key West, the Dry Tortugas is one of the most remote national parks in the United States. Read all about it at Our Key West Vacation with IHG Rewards Club Points

24. Go Dolphin Watching off the Coast of Key West

200  bottlenose dolphins  live in the warm waters off the Florida Keys and you can take a dolphin-watching tour or we had it as part of our Honest Eco Tour. When booking a dolphin or wildlife tour be sure to use a sustainable recognized tour operator like Honest Eco Tours based out of Key West or You Can book  this Dolphin Watch and Snorkeling Tour  in Advance.

25. Mile Marker 0 – Key West

Well, you made it! All the way to Mile Marker 0, the bottom of the United States. It is customary to grab a selfie at this sign located on Whitehead Street just south of Duval Street.

You’ve earned it. This is the end of the line and a popular place to make note that you have completed your drive from Miami to Key West. Wasn’t it amazing?

Dry Tortugas National Park

You may have reached mile marker 0 but do you want to keep this Miami to Key West road trip going a little longer? From Key West, you can reach one of the most remote national parks in the United States. Located (113km) 70 miles south of Key West, Dry Tortugas is a spectacular day trip.

Located in the middle of the Gulf of Mexico, Dry Tortugas can only be reached by boat or seaplane. It was used as a fort between 1845 and 1876 to defend during the Spanish American War. You can take a day trip out to explore the island and beautiful sandy beaches and you can even camp overnight on Garden Key. Book this cruise from Key West to Dry Tortugas or you can book a flight to the national park as well.

Where to Stay in Key West

There are many places to stay in the Florida Keys from Key Largo to Key West. But in high season it can be nearly impossible to book a room without reservations. We suggest choosing one place to stay and making it your home base to explore the Keys.

La Concha Crown Plaza   is the perfect place to stay in the heart of the action, is located directly on Duval Street. The lobby is within walking distance from all the top key west attractions. There’s a pool for guests only. There is a luxurious rooftop spa and gorgeous sunset views. Check for Reviews and pricing on  TripAdvisor  /  Booking.com

Perry Hotel Key West   is a quiet retreat on the marina of Stock Island. Stock Island is an extension of Key West that feels worlds away. This boutique hotel has elegant rooms overlooking the waterfront. What we loved about it was the local vibe. Check it out on  TripAdvisor  /  Booking.com

See our full breakdown: Where to Stay in the Florida Keys

Once you are in the Florida Keys, it’s easy to explore. With Key Largo being the northernmost island, you may want to move on to Islamorada or Marathon. Key West is pricier than other keys, so you may want to choose a vacation rental on one of the smaller keys.

When to do a Road Trip to Key West from Miami

We have taken a road trip to Key West from Miami in October, November, and December. December is way too busy and you are going to have the highest prices.

November is a quieter time and the weather is great . You can also find more affordable accommodation and tours aren’t booked up.

December to February is the high season and you’ll have higher prices and a lot of crowds. But you are pretty much guaranteed good weather.

Late February to April is another good time to visit for lower rates and good weather.

June to November is hurricane season and it is important to plan accordingly. Hurricane Irma did extensive damage to the Florida Keys in 2017 but it has recovered nicely. This year Florida was hit by Hurricane Ian but the Florida Keys managed that hurricane quie well. That said, we’ve been to the Keys in October and had amazing weather. The summer months are hot and wet.

We were also in Key West for Fantasy Fest i n October. This is a busy time, but it is a unique time to visit to see the crazy characters that walk the streets.

The Miami to Key West drive time is 3 hours and 30 minutes without traffic.

It is absolutely worth it to drive from Miami to Key West. There are so many stops along the way that you can drive it in a day to taking a week to explore it all.

The best way to get to the southernmost point in the US mainland is to drive from Miami to Key West. However you can fly into Key West as well.

And these are our top stops on a drive from Miami to Key West . The Florida keys are so abundant, it will take several trips to really see them all. Let us know what we missed and we’ll be sure to add it on during our next rip.

Plan Your Road Trip to Florida the Florida Keys with these other Florida guides

• Daytona: Best Things to do in Daytona Beach, Florida
• Orlando: The 30 Best Things to do in Orlando – And Day Trips
• Key West : 27 of the Best Things to Do in Key West, Florida
• Islamorada : Things to do in Islamorada Florida Keys
• Central Florida: 10 Unique Things to Do in Central Florida
• Florida: the Best Places to Visit in Florida
• Florida Facts: Our Favorite Fun Facts About Florida
• Florida Fun : Best Theme Parks in Florida

Travel Planning Resources

Looking to book your next trip? Why not use these resources that are tried and tested by yours truly.

Flights: Start planning your trip by finding the best flight deals on Skyscanner

Book your Hotel: Find the best prices on hotels with these two providers. If you are located in Europe use Booking.com and if you are anywhere else use TripAdvisor

Find Apartment Rentals: You will find the cheapest prices on apartment rentals with VRBO . 

Travel Insurance: Don't leave home without it. Here is what we recommend:

• Allianz - Occasional Travelers.
• Medjet - Global air medical transport and travel security.

Need more help planning your trip? Make sure to check out our Resources Page where we highlight all the great companies that we trust when we are traveling.

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About The Planet D

Dave Bouskill and Debra Corbeil are the owners and founders of The Planet D. After traveling to 115 countries, on all 7 continents over the past 13 years they have become one of the foremost experts in travel. Being recognized as top travel bloggers and influencers by the likes of Forbes Magazine , the Society of American Travel Writers and USA Today has allowed them to become leaders in their field.

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3 thoughts on “Miami to Key West Drive – Best Florida Keys Road Trip Itinerary”

What a useful blog, this gives me great tips for playing in Miami, thanks for sharing it blogger!

My fiance and I did this drive in April, and it was just such the best time. We stopped at the Bahia Honda State Park too, and took some really cool photos of the bridges. Then we went to Big Pine and saw all the cute little key deer. Oh and we also stopped at Curry Hammock State Park which was just beautiful. Love your list of things to do!

I enjoyed the travelogue of some of my old stomping grounds. Glad to hear La Concha still is in business and apparently upgraded from when I stayed there nearly half a century ago. Do conch blowers and sword swallowers still congregate for a Mallory Square sunset? Any piece about the Keys, especially Key West, must include a visit to the original Sloppy Joe’s – Captain Tony’s Saloon – for its history of serving Ernest Hemingway, Jimmy Buffett, Tennessee Williams, etc. Also, though touristy, riding the Conch Train ( does it still operate?) is fun, especially for kids, and an easy way to see some of Key West’s landmarks. I thoroughly enjoyed the tour of Hemingway’s home, if that still is offered. Last, if you can afford it, the pricey Pier House is a great place to stay at Key West.

Your One Stop Shop For Travel Planning

A perfect weekend in key west itinerary.

Key West is a place that has been on my bucket list for YEARS! My older sister moved to Clearwater Beach, Florida many years ago and I’ve constantly talked about making the trip down to explore the Keys while I visited her. 

Well, that finally happened! 🙂

I actually did a full Miami to Key West Road Trip , but I have to admit.. the highlight of that week long trip was definitely Key West! The adorable island feel, bustling nightlife, adventurous excursions, gorgeous sunsets, and beautiful beaches…. Key west had it all!

Even though the weather was not great during my few days there, I still think it’s such a wonderful place to travel to. And the bad weather just gives me another excuse to travel back to Key West to experience it all over again! 😉

In this Weekend in Key West itinerary, I go over a perfect 3 day itinerary, things you should know before finalizing your trip, common questions about the keys, must-pack items for this specific trip, my tips on where to stay, and a bonus section incase you want to extend your time in the Keys!

There’s a chance this free guide contains affiliate links. This means that I may make a small commission (at no extra cost to you), that goes towards little Rosie’s dog treats! This trip was also hosted by Capitana Key West & Florida Keys Tourism, but all thoughts and opinions are always my own.

Key West Itinerary Overview

Day 1: Key West Sight Famous Sites & Sunset Catamaran Cruise

Day 2: Day Trip to Dry Tortugas National Park

Day 3: Boat Tour to Sand Bar + Sunset Celebration in Mallory Square

Where is Key West?

Key West is the further point of the continental USA and the last key you can drive to on a Florida Keys Road Trip. Something I didn’t realize when doing my Miami to Key West Road Trip was how narrow the highway is. There are many keys to explore along this 3 hour drive, but they are not necessarily “towns” that you can get off the freeway and walk around.

Everything is right off the highway, so if you want to go from your hotel to dinner, you need to go on the freeway and drive. For some reason I thought each key had a little town to walk around and explore?! 

Well, Key West was by far the most commercialized key that had a walkable downtown area. There are tons of things to do like boat tours, bar hopping on Duval Street (the famous main street), shopping in the historic Mallory Square, and so much more. Key West is the main Key in the Florida Keys and should definitely be the main focus of your trip!

Plus, it’s the closest key to the popular Dry Tortugas National Park ! 

Where to Stay in Key West

I was very surprised how easy it was to get around either by bikes or Uber / Lyft! If you called and Uber / Lyft, they came within seconds, which I thought in such a touristy and remote spot, there would not be any available but that was not the case!

Key West is pretty small, so you really can’t go wrong with the area that you choose to stay in. For me, I preferred to stay a little bit away from the hustle & bustle (not right in the downtown area), that way I could get a hotel that was right on the water & had it’s own private beach for relaxing!

I chose to stay at the brand new hotel, Capitana Key West !! It’s an opal property, which if you’ve never stayed at an Opal Property before.. you can thank me later 😉 They provide bottomless complimentary water bottles (which is always such a pain at hotels needing to buy a case of water), wrist band key cards so you don’t forget or lose them, & all the rooms are suite-size (ya know.. with a couch, kitchenette area, and ocean-view balcony).

Click here to check out the Capitana Key West Hotel!

If you would rather stay right in the downtown area, click here to check out hotels near Duval Street !

Weekend in Key West Itinerary

Like I said before, Key West is a very small place! I don’t think you need more than 3 days to see everything and have plenty of time to relax. In this perfect itinerary, you will be getting the perfect mix of touristy sites, adventure, relaxing, and best food recommendations!

And as always, I’ve listed a “Bonus Ideas” section at the bottom of this guide incase you want to extend your trip or swap something out! I have a ton of fun ideas for large groups too! 🙂

Okay, let’s dive in!!

Day 1: Touristy Site Seeing + Sunset Catamaran Cruise

On your first day in Key West, you are knocking out all the touristy sites! Key West is a very walkable island, with most of the sites walking distance from each other. 

If you would prefer to bike ride, bike riding is extremely common in the Keys! There are a few bike rental shops around, but my recommendation is Eaton Bikes ! They are located only a 5 minute bike ride from your starting point, affordable & have great reviews.

TIP: Or if you want to truly embrace your vacation mood, you can rent golf carts to get around the downtown area 😉

All of these stops are in walking order, so you can start from Stop #1 and work your way up! If you do all of the stops listed here, you should still have plenty of free time to explore shops, stop at a few bars along Duval Street, and relax a bit before the Sunset Catamaran Cruise 🙂

Stop #1: Southernmost Point Sign

Your first stop is the Southernmost Point Sign, which get’s BUSY. I would highly recommend showing up here first thing in the morning if you don’t want to wait 20+ minutes in line to get your photo taken..

I made the mistake of stopping here late in the afternoon and the line was down the block!! I ended up just snapping a quick photo from the side and calling it a day. Even the photographer side of me didn’t want to wait in a line that long!!

Stop #2: Southernmost EVERYTHING

Next up, explore the entire “Southernmost Point” area, which I found hilarious!! There’s a Southernmost Point Bar, Southernmost Point Café, Southernmost Point Hotel, Southernmost Point Beach… you get the point, don’t ya? 😉

All of these sights are right next to the Southernmost Point Sign, impossible to miss!

Be sure to follow along on Instagram: @MyPerfectItinerary

Stop #3: Hemingway’s House & Museum

Next up, head to one of the most famous spots in Key West, Hemmingway’s House & Museum , to see some 6 toed cats. 😉

Ernest Hemmingway was a famous author who settled in Key West in 1928 and built one of the largest houses of that time. He built the only pool in Key West that cost $20,000 back then (AKA a fortune!!), which is still there today.

He received his first cat, Snow White, from a ship’s captain that had a rare gene that caused the cat to have six toes. Till this day, there are snow white’s decedents roaming the property that all carry the rare gene of having six toes! Even if you choose not to tour the museum, you can still walk by the property to try to spot one of these cute cats! 🙂

Stop #4: Key West Lighthouse

Right next to the Hemingway House & Museum you can climb to the top of the Key West Lighthouse! It only takes 88 steps to get to the viewpoint at the top and on a clear day, you can see over 15 miles out.

Admission is super affordable (only $14 as of 2022), click here to buy your discounted tickets online!

If you are going for a special occasion (oh I don’t know, a proposal?!) , you can rent the entire lighthouse during sunset! This cute package include access to the museum, grounds & Lighthouse during the prime time of the day and you also get a wine & food basket to enjoy! 🙂 Click here to check it out!

Stop #5: Blue Heaven for the Best Key Lime Pie in Town

Blue Heaven is a historic restaurant in Key West, especially known for having the best Key Lime Pie in town! It was unfortunately under construction on my trip, but my friend who used to live in Key West said this place is a MUST for breakfast or lunch!

You can have your toes in the sand, listen to live music, and yummiest Key Lime Pie in town!

Stop #6: Mile Marker Zero

Next up, head to Mile Marker Zero which marks the beginning and end of US Highway 1! This is a pretty touristy stop that I wouldn’t go way out of your way to see, but lucky for you… this walking tour takes you right past it.

This exact spot is off the corner of Fleming Street & Whitehead Street , where you can find the Mile Marker Zero sign. There are also a few “End of the Road” gift shops to grab a souvenir 🙂

Instagram @MyPerfectItinerary

If you start your day around 9am and complete these 6 stops, you should finish them all around 1pm! That leaves you plenty of time to wander the downtown area, hop in a few bars / shops, and head back to your hotel to freshen up for your Sunset Catamaran Cruise!

The main thing to do in Key West is anything on a boat. You will see a million tours offering to take you out to sand bars, snorkeling cruises, and of course.. sunset catamaran cruises!

I have done many sunset catamaran cruises in my lifetime, but this one was unique because they had a live band on board. Which I now learned.. is a MUST! 🙂 We luckily got paired on board with, what Joseph and I think, were professional dancers. They were putting on a show during the cruise and putting everyone else to shame, ha!

The exact tour I chose was Fury’s Sunset Catamaran Cruise which had bottomless wine, beer, and margaritas. They also had food & a live band on board. 

Click here for the tour I did!

Day 2: Day trip to Dry Tortugas National Park

One of the most famous things to do in the Florida Keys is take a day trip to Dry Tortugas National Park . Located 70 miles off the coast of Key West, you can snorkel in protected and clear waters, learn about the history of Fort Jefferson, relax on the white sand beaches, and so much more!

You can only access this National Park by sea plane, personal boat, or Ferry. The ferry (which is definitely the most cost-effective way) operates a little differently than a standard ferry..

There is only one ferry time per day, so unless you have your own boat or are taking a sea plane, the only people going for the day are the people on the ferry with you. The ferry ride is 2 hours long and comes with:

• Breakfast and Lunch
• Snorkeling Equipment
• Restrooms on board
• Cash Bar (only on the way back to Key West)
• 45 Minute Tour of Fort Jefferson

Click here to book your Ferry Ticket!

The ferry is two hours each way, so you would get about 4 hours to explore the island. Even though the ferry feeds you Breakfast & lunch, you want to make sure you pack anything else you need since there are no shops or restaurants when you get there. 

If you would rather have a luxury experience and also get to see Dry Tortugas National Park from above, you can travel by Sea Plane! You can opt in for half day or full day tours, giving you 2.5 or 6.5 hours to explore the park. 

Click here to book a sea plane tour!

After you’ve completed your adventure-filled day, here are some ideas for when you get back to Key West (which is around 5:15pm if you are doing the ferry) :

• Have dinner at the best fresh sea food spot in Key West, Half Shell Raw Bar !
• Watch the sunset celebration in Mallory Square (you will be doing this tomorrow for sunset, but it doesn’t hurt to see a beautiful sunset twice!)
• Go bar hopping along Duval Street .
• Relax at The Capitana’s Hotel Hot Tub!

Day 3: Private Boat Charter to Sand Bar

On the last day of your Key West itinerary, it’s time to end with a BANG! This is something that I plan on coming back to Key West to do because we ended up having a REALLY rainy day on our last day. All the local’s said it hasn’t rained like that day in over a year … so, just bad luck I guess? 🙂

Anyways, many local’s told us about their favorite activity in Key West which is taking a boat out to the sand bars! You can rent boats or go with a tour company, but their are many different sand bars a short boat ride away. 

I would recommend packing some drinks and sandwiches and spending the day on your own little slice of paradise! Here is a fun private tour that takes you out to sand bars!

TIP: If you are sick of being on a boat (which hey, maybe Key West isn’t the place for you?!), I would recommend relaxing at Key West’s largest and best beach: Smathers Beach! You can rent paddle boards, kayaks, and relax under the palm tree lined sand!

Like how this photo was edited?! It was edited in ONE CLICK using my Preset Packs !

After relaxing in the sunshine all day, you will not want to miss Mallory Square’s nightly sunset celebration ! Every single night (unless it’s raining) street performers and crowds gather to celebrate the amazing Key West Sunsets. 

I would plan to get there about 30 minutes before sunset and stay at least 30 minutes after the sun sets when the colors really come alive!

For dinner, it’s time to head to Joseph & I’s favorite restaurant on Key West, LL’s Test Kitchen ! It’s so easy to get sick of “beach bar food” after a week of eating it for Breakfast, Lunch, & Dinner. LL’s test kitchen has amazing, high quality food! 

We opted in for the Pasta Carbonara and it was seriously to die for! And on top of that, the view from their wrap around deck is 10/10!!

Bonus Ideas for Key West

• Visit all the shops and museums in Mallory Square
• Tiki Boat Cruise – Think your own tiki bar, but on a boat! 🙂
• Get Cuban Coffee at Cuban Coffee Queen
• Spend the day at the most beautiful beach, Smathers Beach !
• Parasailing in Paradise – here is a great tour !
• Rent Jet Skiis – This tour takes you to a sand bar and past the entire Southermost point area!
• Kayak through mangroves – I did this in a different part of Florida and it was SO cool!

Kayaking through Mangroves

What to Pack for Key West

I never like to bore you with a long packing list, but I do always like to provide a few must-have recommendations for this specific trip! For traveling to Key West, here are some packing items I think you NEED!

1. Reef Safe Sunblock

If you are going in the water at any time, you need to wear Reef Safe Sunblock. There are living coral reefs just off the coast of the Florida Keys and they need everyone’s help to stay living! You can snag reef safe sunblock at almost any store, or you can grab my favorite one (SunBum) off Amazon! Click here for it.

2. A cute sun hat

This is my favorite sun hat that I recommend for all beachy destinations! It is super durable (perfect for travel) and not too big! And the perfect cherry on top… it’s super affordable!! Click here to check it out!

3.  One Click Photo Filters

DUH, of course you need a good set of presets so you can quickly edit on the go! Lucky for you, I have a wide selection of presets that you can choose from starting at only $3.49 per pack!! Click here to check them out 🙂

Common Q&A’s

How many days do you need in Key West?

I would say 3 days is the perfect amount of time to explore Key West. You could probably see most of the sites in 2 days, but I would leave yourself an extra day to relax and live the island life! This 3 day Key West Itinerary is perfect for seeing all the sites, day tripping to the famous national park nearby, and having tons of relaxation time 🙂

What is the best month to visit Key West?

Winter is busiest because the weather is the best (70 – 80 degrees with no humidity)! If you want to have nice weather but less crowds, I would travel during the shoulder season between March – May. I would not travel in the summer or fall if you want sunshine!

How long is the drive from Miami to Key West?

If you drive straight through from Miami to Key West, it would take you about 3.5 hours to complete. However, there are so many stops on a Miami to Key West Road Trip , so you should not drive straight through! Plus, there is often traffic that builds up on the main highway, since so many people are turning on & off it throughout the day.

Do you need a car in Key West?

I truly don’t think you need a car in Key West. The island is very small and easy to get around by bike riding, walking, or relying on Uber / Lyft. I stayed at the Capitana Key West , which was not in the downtown area, and had no problem getting around to the touristy sites!

Are Beaches Free in Key West?

Any beaches that are part of a state park or national park will be paid beaches. The biggest and best beach in Key West, Smathers Beach, is completely free and open to the public! Smathers Beach is located on the southeast side of the island, just in front of the airport. 🙂

Are there Alligators in Key West?

It is extremely rare to see an alligator in Key West. They typically do not travel that far down and would have a difficult time traveling on that narrow of a highway. If you want to see some alligators in the wild, I would recommend stopping at Everglades National Park !

Okay, that’s a wrap! I hope you found this Weekend in Key West Itinerary super useful and you have the best trip ever!!

Like I said before, I unfortunately went when the weather was not the best (which is SUPER rare for Key West). I already am itching to go back to explore all the things I didn’t get a chance to see!

Traveling to Florida? Here are some guides I think you would love:

• Miami Itinerary
• Miami to Key West Road Trip Guide
• Best Day Trips from Clearwater Beach, Florida
• 7 Day Itinerary to Clearwater Beach

Like this guide?! Pin it here!

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Miami to Key West Road Trip: Perfect One Week Itinerary

This post may contain affiliate links, meaning if you buy or book through one of these links, I may earn a small commission .

Headed on a Miami to Key West road trip for your next vacay?  If the idea of driving to an island blows your mind, then you are in for some excitement. It’s a known fact that making the drive from the U.S. mainland over the various bridges connecting the Florida Keys is a truly unforgettable and unique experience. 

Even writing about this trip puts me in such a good mood. It’s a combination of many things I love: tropical vibes, road trips, and even historical sights. The moment I learned it was possible to drive the 159 miles between Miami and Key West, I knew this road trip was in my future. Especially since both Miami and Key West are both such awesome places to explore!

I found that spending a little bit of time in both Miami and Key West gives you the best of two different worlds.  Miami is the faster paced, more energetic portion, while Key West slows things back down for a calm finish. And of course, the road trip is the scenic buffer in between!

If you are in desperate need of a getaway, a road trip from Miami to Key West is just what you need.  This is a vacation that will bring you both adventure and relaxation, with the occasional dose of key lime pie and rum punch.  With that, let’s get into how to plan an unforgettable Miami to Key West road trip with this dreamy one week itinerary.

Ultimate Miami to Key West Road Trip Itinerary

Up front, I want to say that this is not really a party itinerary for either Key West or Miami.  Don’t get me wrong – my husband and I are all for a little bar hopping, but we rarely make it out past midnight. In fact, I’ve more so come to love being a morning person, and having the quiet streets to myself before the rest of the world rises.

As this is a seven day Miami & Key West itinerary, it’s a good idea to pace yourself anyhow.  You can still find some great people watching, without actually partaking in Miami’s crazy (and expensive) club scene. 

Table of Contents:

Best Time of Year for a Miami to Key West Road Trip

Getting around miami beach & key west, where to stay in miami beach & key west, part i: 3 days in miami beach.

• Part II: Road Trip from Miam i to Key West

Part III: 4 Days in Key West

Miami and Key West tend to have sunshine and warmth all year round. However, summer weather can get scorchingly hot and humid, and early fall brings hurricanes. Therefore, December through May is the ideal timeframe for planning a Miami to Key West road trip.

It is very easy to get around both Miami Beach and Key West by walking, biking, or ordering an Uber. The only time you will need a car on this entire trip is for the round trip drive from Miami to Key West.

Stay in a classy Art Deco hotel on the water.  When you aren’t out strolling the streets of Miami, you could lounge at your hotel’s pool, or grab a couple of your hotel’s chairs along the beach. 

The Savoy Boutique Hotel is a great option, and we personally loved our stay here. We found great room prices for our late May trip when we booked it with our flight on Expedia. We were also excited to have our room upgraded upon arrival to an ocean view suite. It could be a coincidence, but we have always been upgraded whenever we’ve booked on Expedia without even asking!

Key West is the perfect place to grab an Airbnb or vacation rental on VRBO . If that’s not quite your style, there are plenty of hotel and bed and breakfast options. However, lodging in Key West can get rather expensive.

My husband and I stayed in the Old Town Garden Villas , and had our own condo, which was nice and spacious for the two of us. It was tucked back on a quiet side street, but also very well located, being just a block from Duval, a five minute walk from the Ernest Hemingway House, and an eight minute walk from the Southernmost Point.

It also had a kitchen, which is great for saving money and preparing your own meals, as well as a small dipping pool to cool off from the hot sun. Most of all, we loved the convenience of being able to easily walk or bike to everything.

Travel Savvy Tip

Want to know how we never check bags for vacations, including this one? Take a look at my beach trip packing list , which includes all the essentials that you’ll need in your carry-on.

Day 1: Arrival in Miami Beach

On the day you arrive into Miami, you’ll mostly be getting settled in. Therefore, I wouldn’t plan on squeezing in too much sightseeing. Just treat anything you do manage to see as a bonus.

-Dinner in Miami-

What you may have time for is some good food. Since my husband and I arrived into Miami around 3:14 p.m, and only had a twenty minute taxi to The Savoy Hotel, we made a dinner reservation at Joe’s Stone Crab , which is known to be a Miami Beach institution.

If you are visiting from October to May, you too will be able to check this place out. However, be ready to spend some dough. My husband and I were on a tight budget, and I don’t think our limited spending allowed us to fully enjoy this place. If you are on a budget like we were, your money will likely go further elsewhere.

-Evening People Watching on Ocean Drive-

If you have any steam left, find a perch on Ocean Drive for some people watching. One of my favorite moments during our trip was chilling at a Miami Beach sports bar on Ocean Drive, when the flashy club-goers were just getting primed for the evening.  We watched as luxury car after luxury car slowly rolled by, music bumping, and we could definitely feel the energy of the evening beginning to unfold.

Ocean Drive can be a nightmare to drive down at certain times of the day.  While Ubers are highly accessible in Miami, often times walking is a more time efficient option.  For distances that are too far to walk, still order an Uber or taxi, but just have them drop you off once you get within walking distance, as traffic truly is that slow.

Day 2: Miami Beach

-take a morning walk-.

Mornings in Miami are quiet and peaceful, in contrast to the rowdy night scene where the bars stay open until 5:00 a.m..  This is the perfect time to take a walk in Miami Beach, and you won’t be alone.  Many residents of South Beach are dedicated to maintaining their physiques, and you’ll see plenty of people out doing their workouts.

Full transparency – Miami is not all glamour. Like any other big city, Miami has its share of poverty, and you will sadly see some people sleeping in small parks along Ocean Drive.

Miami Beach is famous for its Art Deco style buildings along Ocean Drive.  My favorite thing we did in Miami Beach was simply walking along this famous area, and taking in the scenery and vibe.  Being that it was May during my visit, the sun was shining and the weather was perfect for being outside.

-Breakfast Followed By Beach Time-

Hands down, one of my favorite places we checked out in Miami was Under the Mango Tree . If you love green juice and smoothie bowls like me, then this will absolutely be the place for you. We liked it so much, we came here every morning during our stay in Miami Beach.

After this delightful start to your day, spend the afternoon relaxing either poolside at your hotel, or check out the expansive beach. If you are staying on Ocean Drive, chances are that your hotel will set you up with some beach chairs and an umbrella. The beach in Miami is large in both width and length, and is perfect for long walks or tossing a football.

-Head Out for Dinner-

If you are traveling as a couple and seeking something formal for a romantic date night, consider making reservations for Pied a Terre . This high-end French restaurant is located in the ambient Cadet boutique hotel, and is sure to please the most refined of palates.

If you’d like a more unique, cultural experience, then head to Miami Beach’s vibrant Little Havana neighborhood. It’s full of charm, great food, and hip bars that will keep you entertained into the wee hours of the night. If you’re going to pick one place, then head to Sanguich de Miami for Cuban sandwiches with batidos, or Cuban milkshakes.

Day 3: Miami Beach

It’s your last day in Miami Beach before heading down to Key West. Hopefully you wake up well-rested and hang-over free!

I recommend either taking it easy again today with another beach/pool day, or heading out for a little shopping. I personally recommend taking full advantage of the beach while you can, as Key West’s rocky and largely man-made beaches simply will not measure up.

-Do Some Shopping-

If you’d like to do a little shopping during your time in Miami, just a couple streets over from Ocean Drive is Collins Avenue. This street is lined with popular retail shops, such as Club Monaco and Sephora.

An even better place to check out is the Lincoln Road Mall, which was only about 1.5 miles from our hotel. This beautiful outdoor mall contains a wide selection of shops and restaurants, including our favorite: Doraku Sushi .

-Sushi For Dinner-

After an afternoon at the beach or perusing the shops at Lincoln Road Mall, you’ll surely work up an appetite. End up at Doraku (at Lincoln Road Mall) in time for dinner, and enjoy some mouth-wateringly good sushi rolls.

For your last evening, check out the vibe on Ocean Drive, and maybe pop into a souvenir shop or two. My husband and I found ourselves at a sports bar called Finnegan’s Way, where we watched the Cavs lose a playoff game to Toronto before drowning our sorrows with a quick stop at Gelato-Go on the way home. There may or may not have been a subsequent delivery order placed for Insomnia Cookies. I can neither confirm nor deny.

Part II: Miami to Key West Road Trip

Now for the adventurous part of the trip: driving south over 40 bridges through the Florida Keys on Highway 1 (aka the Overseas Highway).  The trip ends when there is no more highway left to drive.

The road trip between Miami and Key West is the only time during the trip that you’ll need a rental car. We found it easiest to pick up a rental car from the airport before leaving Miami. That way, we could simply drive straight back to the airport from Key West at the end of our trip, and head to security before our flight.

The road trip from Key West to Miami is a three and a half hour drive as a straight shot. However, this will also depend on traffic and how often you stop. I have listed some places to check out along the way to Key West that are totally worth your while.

Miami to Key West Road Trip Stops:

I have listed the below stops in the order that you’ll see them on the drive down to Key West, as well as the required drive time between each one. The journey down Highway 1 is one of the most relaxing and scenic drives you will ever do, so keep your camera ready and enjoy the ride.

• John Pennekamp Coral Reef State Park (Drive 1 hour and 8 minutes to Key Largo): Kayak through mangrove trails or take a glass bottom boat tour over coral reef habitats. We loved paddling in these incredibly gentle waters, and even got to see a couple dolphins. Single kayak rentals are $20 per hour, or $40 for four hours.
• Island Grill (Drive 27 minutes to Islamorada): Stop here for a drink with a view in order to instantly enter vacation mode. Also, an order of the tuna nachos is a must!
• Bahia Honda State Park (Drive 1 hour and 3 minutes to Bahia Honda Key): Stretch your legs in gorgeous scenery, including white sand beaches and the remnants of an old bridge. This is an awesome place to simply walk around, or do a little swimming and snorkeling. Entry is $8 per vehicle; be mindful that the eastern facing beaches do see sargassum seaweed in the spring/summer months.
• Hogfish Bar & Grill (Drive 40 minutes to Stock Island): This laid-back eatery is located next to a marina. Listen to live music while devouring their specialty: fried hogfish, which is caught locally. They also make really good cocktails, like my excellent skinny margarita.

From there, it’s just another fifteen minutes or so to the action in Key West.

Road Tunes:

You’ll of course want to have a fun playlist for a road trip as epic as this one. Here is the perfect tropical playlist , which you can feel free to use or pull from for inspo.

The Key West portion is when I felt like our trip began to turn into a vacation.  Miami was fast-paced, with lots of partying and emphasis on looking good, shopping, and fancy cars. 

That all began to fall away when we started our drive down through the Keys.  The shops and strip malls began to give way to bridges and irresistibly calm turquoise water.  The tropical vacation vibes were growing stronger with each mile.

Arriving into Key West, aka The Conch Republic, was a relief.  I felt myself stop obsessing about what I looked like, and welcomed the laid back atmostphere.  Nachos were consumed, and I downed the likes of rum punch and pina colada left and right.  Key West simply won’t allow you to do anything but have a good time!

Day 4: Arrival in Key West

-settle in and rent bikes-.

Your arrival day in Key West is all about adjusting to your new surroundings and getting a lay of the land. Before all else, check into your new lodging and get your bearings.

The next step is to rent bikes as your primary mode of transportation for the duration of your stay. While you have your rental car available, you won’t need it on this small island. Plus, traffic is congested and parking can be tricky (though not impossible). My husband and I rented bikes from A&M Scooters for about $97 total to use over four days.

-Find Some Dinner-

Once you’re settled, it’s time to find food. Make your way to DJ’s Clam Shack , which is right in the heart of Duval Street, or Key West’s main drag.

DJ’s Clam Shack is a tiny outdoor restaurant that has been featured on Diners Drive-In’s & Dives. Sometimes these places end up being overrated, but not this one.

First of all, the restaurant was still quite low key, and not overrun by tourists at all. Second, their food was mouthwateringly good. It is mandatory to try their super-stuffed lobster roll and conch fritters – you won’t be disappointed!

-Drinks on Duval-

Afterwards, why not stroll down Duval Street and see what there is to see? There are a ton of bars lining this street, so here are two suggestions to help you decide where to start:

• Rum Bar : This small bar serves awesome rum cocktails, including my St. John favorite: the painkiller . Any place that gives a nod to the Virgin Islands is alright in my book. On our latest trip, we came here every day to sit on the porch with our drinks and people watch.
• Sloppy Joe’s : This old Key West standby is known for its famous regular: Ernest Hemingway, as well as piña coladas and live music. It’s also very loud in there, so don’t go if you were hoping for hours of catching up with an old friend.

Key West feels very Caribbean, but is not technically in the Caribbean Sea.  There is the Atlantic Ocean to the east and the Gulf of Mexico to the west.  South of Key West are the straights of Florida, which connect the Atlantic Ocean to the Gulf of Mexico.

Day 5: Key West

For your first full day in Key West, it’s time to get into the good stuff. We’re talking landmarks, history, and majorly ambient restaurants. Find yourself some breakfast and coffee, and let’s get to it.

-Visit the Southernmost Point-

Get to the “Southernmost Point of the continental United States” landmark early to enter the quick-moving line for your photo. This is simply one of those things that are a “must-do” on any trip to Key West. Even though waiting in line for a simple photo is annoying, I must say people were very courteous about taking their turn and snapping group photos for one another.

-Tour the Ernest Hemingway House-

To get in your slice of history for this trip, visit the ever-so-charming Ernest Hemingway House , where he lived with his second wife, Pauline, for almost ten years. You’ll get to see the studio Hemingway kept above the carriage house, where he’d spend his mornings writing.

The Ernest Hemingway House is also famous for being home to generations of six-toed cats. Keep a lookout for these little fellas and pay your respects to those who went before at the cat cemetery.

-Visit the Key West Lighthouse-

Continue your morning sightseeing by making your way over to the Key West Lighthouse – just one minute from the Hemingway House. This lighthouse has been in service since 1848, and had the highly unusual circumstance of a female lighthouse keeper. Today, you can tour the grounds, and even climb the 88 steps to the top.

-Dinner at Latitudes-

Making reservations for Latitudes on Sunset Key is an absolute MUST for any Key West trip. This open air restaurant by the water is loaded with ambience and has an amazing menu. Our dinner here was definitely one of the best experiences we had on our trip.

To get to Latitudes, simply take the quick shuttle from Slip #29, behind the Opal Key Resort & Marina. This short ride gives you the extra bonus of being on the water for a second.

-Grab a Couple Drinks-

Our first trip to Key West had a bit of a sports theme, with the Cavs being in the Eastern Conference Finals against Toronto. Therefore, we had to find a bar with a good game-watching atmosphere.

If that’s something you’re after during your trip, I highly recommend Sandbar Sports Grill or Jack Flats . They both have the perfect setup, with plenty of TV’s so that you don’t miss the big game while on vacation.

Day 6: Key West

-watch the sunrise-.

Sunrises and sunsets in Key West are legendary, and you need to experience both during your trip. For the optimal sunrise viewing, rise early enough to head to Higgs Beach Park for its pier with a perfect, unobstructed view of the horizon.

-Indulge in Some Donuts-

Glazed Donuts is the place to hit up for your donut fix in Key West. Just be sure to get there early, or they may sell out.

We ordered the Cuban coffee, blueberry cheesecake, and key lime donuts, and they were ridiculously good, with a nice chew. We actually liked the key lime donut better than many of the key lime pies we tried!

-Have Some Beach Time-

Although Key West is not widely touted for its beaches, they do exist there. Our favorite was at Fort Zachary Taylor State Park.

The beach there has fluffy white sand, and is large enough to fit plenty of visitors. It is also in a more natural environment, being removed from the action and traffic of Key West, and has lots of trees for shade.

There are chairs and umbrellas available for rent at Fort Zachary Taylor State Park, as well as a concession stand for snacks and refreshments. Also, this park is an excellent location for watching the sunset. Entry is $6 per vehicle.

-Sunset Sail-

This day will lead up to a sunset sail with Danger Charters at 6:30 p.m. where you will see a sunset like no other.  This is one of the most fun things you could do in Key West . 

During our trip, the water was so still that we couldn’t even sail, and the boat had to use its motor.  In these relaxed conditions, the wine was flowing and we ate so many snacks. 

After this, we had a good time at Schooner Wharf .  I simply love this divey seaside spot for its harborside location, stiff drinks, and fried conch fritters. You could just picture the saltiest of sailors enjoying this type of place after being relieved of their duties for the day. 

-Dessert at Better Than Sex-

End your evening with the ultimate indulgent experience at Better Than Sex .  This dessert restaurant makes decadent, downright sinful desserts, such as Man Flowers (dense chocolate stout cake) and Blueberry Birthday Suit (dessert French Toast).

Day 7: Key West

Although the sun is starting to set on this Key West trip, we’re not quite finished yet. There are still some great places to see before your time in the tropics is done.

-Brunch at Blue Heaven-

You cannot go to Key West without stopping at Blue Heaven for brunch and key lime pie. This colorful place perfectly encompasses Key West with its vibrance, laid back vibes, chickens freely clucking about, and excellent food. I can confirm that both the pineapple pancakes and key lime pie with its tall meringue were winners!

Can’t make it for brunch? Blue Heaven is also great for dinner, and accepts limited reservations. They even have live music most nights of the week.

-Harry S. Truman Little White House-

It’s time for one more little peak into history before leaving Key West. Although visited by other presidents, this site was most heavily used by President Harry S. Truman as his winter White House throughout his presidency. Truman ultimately spent 172 days here, where he would contemplate the issues of the time following World War II.

Today the Little White House is open every single day of the year for touring. Admission ain’t cheap at $22.20 a person, but it’s worth it to see Key West beyond just the bars and festivities.

-Watch the Sunset at Mallory Square-

Don’t leave Key West without partaking in this nightly tradition that dates back to the late 1960’s. Every night, about two hours before sunset, Mallory Square hosts a “Sunset Celebration”.

Not only is this an amazing spot to watch the gorgeous orange glow of the sunset over the horizon, but there are also festivities to partake in before the main event. This includes the likes of street performers and local vendors, who add to the energy building up to sunset.

-Grab Dinner-

On your last night in Key West, head to Hank’s Hair of the Dog Saloon . This fun outdoor spot features live music, a full bar, and the Garbo’s Grill food truck in the back of the property.

Garbo’s Grill serves delicious tacos, poke bowls, and their signature lobster roll. If you visit during happy hour (4 pm to 7 pm or 10 pm to midnight) you can sample three of their tacos for just $11.

Departure Day

It’s time to finally free up the parking spot you’ve been hoarding, and make your journey back through the Florida Keys to Miami. Depending on how early you need to leave, you may have a little time to sit and eat breakfast before you depart.

If you feel in need of a cleanse after all you’ve consumed during this trip, the Green Pineapple Cafe is the perfect stop. Their green smoothies and salads will have you feeling good as new!

Have More Time?

If you have another day available to spend in Key West, then I highly recommend a visit to Dry Tortugas National Park . It is uniquely situated seventy miles west of Key West, in the middle of the Gulf of Mexico. The island is a cool place to spend the day at a gorgeous isolated beach and explore historic Fort Jefferson.

You can arrive either by ferry or seaplane. We made our visit via seaplane, and the views couldn’t have been more incredible.

So was that an epic Florida adventure or what? With seeing two such different places as Miami and Key West, this trip is bound to feel like more than a week.

The road trip from Miami to Key West is a unique opportunity to make a driving journey over islands and bridges, with the calmest waters of the Gulf and Atlantic that you’ll ever see. It’s definitely a trip that is worthy of any bucket list!

Will you be making the memorable drive between Miami and Key West soon?

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Loving this post!! Your writing is so clever and funny too. We just got to key west after following your Miami tips. Thank you!!

Love to hear it! Hope you have the best time!

Love your post and pictures! Driving from Miami to the Keys in January. I have one question: Do you keep your rental car the whole time you are on the Keys? I think we will be walking most of the time. Thanks in advance 🙂

Thank you! I definitely see your point here. We kept our car for the whole four days we were there, but you’re right – we didn’t use it at all. I suppose you could see about dropping it off upon arrival and picking up a new rental car when you are ready to drive back. It does seem like most rental car agencies are on the outskirts of the city though, so you’d have to weigh the cost of Ubering vs. paying for your car on those days. Plus, the extra time those extra steps would take. Hope that helps!

We are heading out on our first drive to Key West. Land inMiami and want to stay one night on the way down. What hotel would be your suggestion? Just two adults on the first get away in a year!

So excited for you! While I have never personally stayed in any Florida Keys besides Key West, I suggest deciding based on how you’d like to split the drive. If you’d like to do the full Overseas Highway in one day, I suggest staying in Key Largo, which has a lot of hotel options, before making the rest of your way down. If you’d like to break up the drive though the Keys, Islamorada is another good stop several hotel options, and just under two hours from Key West. Hope that helps!

Thank you for sharing! I was wondering about how much did you end up paying for this whole 1 week itinerary – what would be a good estimate of the budget? 🙂

This Miami to Key West Road Trip guide is incredibly helpful. You’ve really thought through everything you need to know before planning a trip. Thank you for this helpful resource. Saving this guide for later!

Thank you for such a detailed itinerary! My fiancé and I are getting married next year and we are thinking about making this our honeymoon trip 😄 Your post will definitely be our guide.

Thank you so much! 🙂

Love all of this! We are thinking this for our honeymoon and this itinerary really helped! What was the total cost for this trip not including airfare since that depends on where you are flying from.

Thanks Jessica! It’s an awesome destination for a honeymoon. I will need to do a little math and get back to you. I’m on the road, and can’t get the numbers right away, but will circle back in a few days. 🙂

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Plan a Magical Miami to Key West Road Trip

Has the drive from Miami to Key West long been on your family bucket list, but you’ve never quite made it?

A tropical paradise famous for its dreamy turquoise waters and outdoor adventures in the sun. The southernmost point in continental USA, the Florida Keys offer an exciting mix of state and national parks, beautiful beaches, and lively entertainment.

Whilst not one of the longest road trips in the USA , it’s definitely one of the most beautiful and dramatic and undisputedly the most scenic drive in Florida .

Time to pull out your planner, here we’re going to talk you through exactly how to plan your Florida Keys road trip with the best attractions and perfect accommodation stops from Miami to Key West.

This page contains links to our recommended affiliate partners. If you make a qualifying booking using our links we make a commission at no extra cost to you.

What is the Distance Miami to Key West?

The shortest distance from Miami to Key West is 166 miles. The Overseas Highway (Florida City to Key West) section of the journey is about 90 miles long.

The Overseas Highway connects 43 of the nearly 800 islands of the Florida Keys.

You will, of course, want to make plenty of stops along the way which will add to this total distance. A direct drive to the very tip of the Florida Keys from Miami to Key West, without heavy traffic, will take you approximately 3.5 hours.

To help you deal with the “are we there yet” chorus, make use of the prominent Mile Markers that count down to 0 at Key West!

How Long Do I Need in the Florida Keys?

This is entirely up to you! You may prefer to choose a central location along the keys and stay for a whole week, just making day trips, or if taking on this itinerary one stop at a time, you could allow at least 3 to 5 days.

We’d suggest splitting your time between the Lower, Middle, and Upper Keys to experience everything that’s on offer.

Best Time of Year to Drive Miami to Key West

The weather in the Florida Keys is warm all year round with a subtropical climate. Expect summer highs around 75 to 90 degrees. The coldest month is January, still tapping in at a mild 74 degrees.

The best time of year to road trip the Florida Keys is Winter and Spring – with the optimal months being April and May when the crowds are lower but before the summer heat feels a little oppressive!

Spring Break is very popular but also crowded and the most expensive time to visit the Florida Keys.

From June to November is Florida’s hurricane season – peaking around late August to October. It’s certainly not impossible to visit at this time, but do expect rain showers and humidity.

The greater issue for family road-trippers is if something does go wrong, it is really quite remote. However, the “good thing” about hurricanes, is you can usually get pretty good advanced information. You should normally get enough warning if storms are severe enough you need to evacuate the area.

Best Stops on a Florida Keys Road Trip

The Florida Keys are well known as a tropical paradise. Though the sandy beaches here aren’t quite as soft and white as other parts of Florida or the Caribbean, it’s still an outdoor-lovers paradise. There are plenty of adventures still to be had in the water and at the many fun roadside stops – making it an ideal family road trip destination.

Use this guide for the best stops in the Florida Keys from Miami to Key West to help plan your family adventure filled with fun in the sun!

Everglades National Park

Before you hit the Florida Keys, your journey south of Miami takes you right to Everglades National Park, one of the most popular national parks on the east coast .

Known for its unique wildlife, Everglades National Park is a must-see when you’re in the south of Florida . Famous for airboat rides it’s the largest subtropical wilderness in the United States, perfect to visit in winter .

Everglades is also a World Heritage Site , International Biosphere Reserve , a Wetland of International Importance , and a specially protected area under the Cartagena Treaty

Whilst airboat tours with authorized operators are undoubtedly a highlight, they’re not the only way to see and experience this incredible national park. Why not try canoes or kayaks, tram tours, or bike rentals?

Always a great way to start your outdoor adventure when road tripping the Florida Keys with kids.

Got a Fourth Grader in the family? See how you can make this fun and exciting stop for FREE!

As one of the most famed destinations in the area, Key Largo is the perfect tropical paradise to start your trip along the Florida Keys.

Many will want to race straight to Key West, but if you want an escape from hectic city life and you’re interested in diving and snorkeling then Key Largo is the perfect stop for you. We love that there are so many outdoor things to do in Key Largo, along with hidden restaurants and shops to explore.

A visit to John Pennekamp Coral Reef State Park is one of the best things to do in Key Largo . Famously the country’s first undersea park, not only will you get amazing views of the coral reef and tropical fish but you can also see the Christ Of The Abyss statue.

Key Largo is famous for its marinas, tackle shops, and of course, all the amazing diving and snorkeling opportunities – we love that you can snorkel right off the beach at John Pennekamp State Park, or take a tour out to a reef.

Another popular dive spot for advanced divers is Spiegel Grove Shipwreck.

If snorkeling and diving aren’t your thing, then try a glass-bottom boat tour or paddle boarding, or simply enjoy the sunshine under the palm trees of Harry Harris Park & Beach.

Some suggested tour operators in Key Largo:

Traveling with kids, you’ll want to add to your itinerary a stop in at Key Largo Hammock Botanical State Park , a shady 2.4-mile trail full of birds and butterflies.

You can also stop for free (though a small donation is appreciated) at the Florida Keys Wild Bird Rehabilitation Center to learn more about the bird species of the Florida Keys.

Plan to stay at least a night or two in Key Largo before continuing your Miami to Key West journey.

Islamorada is a beautiful stop that covers six of the “Middle Keys” of the Florida Keys.

Here you can enjoy up-close encounters with dolphins and view a real treasure chest from the 16th century at the History Of Diving Museum – a great stop for a slice of Florida Keys history.

Next, head to Windley Key Fossil Reef Geological State Park to see the fossilized coral reef, or stop to shop at one of the many fun and quirky shops around Rain Barrel Village – a great spot for picking up any beach wears you need and souvenirs.

If you’re interested in marine life then the Theater Of The Sea is a must-visit while in Islamorada. Here they offer all kinds of interactive exhibits including swimming with dolphins and meeting sea turtles.

Don’t miss a lunch stop at the Florida Keys Brewing Company ! Think not just brews in the garden but fun garden games and live music. There’s also a taco truck making it a great family day out in the sun.

At Mile Marker 67.5, Long Key is a tranquil haven for swimming, kayaking, bird watching or simply relaxing on beautiful shorelines with a picnic at Long Key State Park .

Covering both oceanside and bayside, the area was badly devastated by Hurricane Irma in 2017 but much work has been done to restore the native mangroves and popular ocean camping facilities in the park. Waking up with the views of the turquoise water of the keys will feel like a dream, an ideal stopping point for nature lovers.

You’ll find two hiking trails within the park giving you a chance for close-up encounters with plants and the animals that call the Keys home.

You can bring your own kayak or rent one from the Ranger station to paddle along the beautiful shorelines and see a wide variety of wildlife.

In the Middle Keys, you’ll find one of the lesser-known islands, Grassy Key. Located between Marathon and Islamorada, it is one of the most laid backed and relaxed keys, often overlooked.

Here, you can rent a boat for fishing, and snorkeling and you are only a short drive or boat ride from Marathon if you need any supplies.

Stop by the Dolphin Research Center where they rescue and rehabilitate dolphins. This nonprofit center offers many educational programs including swimming with rehabilitated dolphins.

Make sure to catch the incredible sunset from the beautiful shoreline of Grassy Key.

Marathon is one of the major stops on your Florida Keys journey from Miami to Key West. The city encompasses an impressive 13 small islands and has a more urban feel than some of the other more remote spots.

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While it may have a more urban feel, there’s still an incredible range of outdoor activity options including beaches, barrier reefs, spotting loggerhead turtles, and a Natural History Museum .

An incredibly popular stop for families is the Turtle Hospital for a unique opportunity to learn about the process of rehabilitating injured sea turtles. Learn about the different species of turtles that live in the Keys, and the damaging effects of human behavior. Make sure to book these tours in advance as they do book up fast!

Marathon is also known as the sport fishing center of the Middle Keys, for the full experience arrange a charter for deep-sea or reef fishing.

For swimmers, Sombrero Beach is one of the best beaches on the Florida Keys. The beach park has a great playground for kids and you’ll find a few small waves here too. Not so great for snorkelers but perfect for paddling and soft sand – just what you expect of a “normal” Florida beach!

Marathon is also the starting point for walking the Seven Mile Bridge , one of the most scenic and famous parts of the Florida Keys drive. The third longest bridge in the USA connects Knight’s Key, Bahia Honda Key, Big Pine Key, and Duck Key.

Bahia Honda Key

If you are looking for a quiet and secluded family getaway then Bahia Honda Key is perfect for you. The palm-lined beaches, clear turquoise water, and awe-inspiring sunsets will have you relaxed in no time.

This small but exceptional island in the Florida Keys is known for Bahia Honda State Park , which contains the gorgeous Calusa Beach – among the most beautiful in the USA!

One of our favorite stops, the state park encompassing over 500 acres offers some of the best snorkeling and beachcombing in all of Florida. Note, due to the park’s huge popularity, if day-use parking reaches capacity, it will close. Day parking fee $8 .

If you’re looking for a bit of adventure try chartering a boat trip to the reef for a snorkeling excursion. Or rent a kayak, paddleboard or snorkeling gear to explore at your own pace.

If you’re visiting in around April/May you may catch the hammerhead shark migration.

Camping is available here at Loggerhead Beach on the Atlantic side and Calusa Beach on the Florida Bay, but do note spots are notoriously hard to come by! Some areas remain closed for rehabilitation.

Big Pine Key

Big Pine Key, located about 30 miles north of Key West, is perfect for those who love nature. One of the larger islands, this Key is full of relaxing water activities such as boating, fishing, scuba diving, and snorkeling. You’ll also find some of the best and freshest seafood on Big Pine Key.

Visit the National Key Deer Refuge where you’ll get to see this miniature species of deer thrive. An endangered species only found in the lower Florida Keys, this is a unique wildlife opportunity, protecting over 400 acres.

Check out the Blue Water Hole , a freshwater lake located in a former quarry if you are interested in spotting alligators and turtles.

Little Torch Key

This lush island gets its name from the torchwood tree and was a frequent fishing destination of President Truman.

If you’re looking for a bit of adventure try exploring the colorful coral reef at Looe Key National Marine Sanctuary .

Explore the downtown area in search of museums and boutiques or that next delicious meal. Little Torch Key is also home to one of the best exclusive luxury resorts in all of the Keys – Little Palm Island Resort And Spa .

Key West is the end of Highway One and by far the most popular spot in the Florida Keys and for good reason!

On your final road trip stop, there are so many things to do in the beautiful and tropical paradise of Key West – a Caribbean island vibe, particularly spring break. It is a beautiful city to get out and tour on foot after your long drive.

Most will start with a visit to Duval Street for museums, souvenir shops, galleries, and cafes. This lively street is also home to some of Key West’s best historical attractions including the Ernest Hemingway Home And Museum (aka the cat museum), Strand Theater, and the Southernmost House.

Check out Mallory Square and lively Old Town Key West for the nightly sunset celebration. Here, entertainers and vendors gather to create a festive atmosphere for visitors enjoying the iconic Key West sunsets.

Kids will love the beautiful Key West Butterfly And Nature Conservancy which provides the unique opportunity to mingle with 60 species of stunning butterflies.

Fort Zachary Taylor State Park is one of the most beautiful beach parks, and a great snorkeling spot, while Rest Beach and Higgs Memorial Beach are great for wildlife spotting

Parking is crazy expensive when you get to Key West so park up at your accommodation. If not touring on foot, the best way to get around Key West is by bike. Another fun and unique way to see the town and learn about Key West’s history is to ride the Conch Train , hear stories about the city and get on and off at different points.

And yes – you simply have to queue up for your turn to have a photo at the Southernmost Point Buoy “home of the sunset”!

Dry Tortugas National Park

Wait, there’s more AFTER you finish the Ocean Highway?! Roughly 70 miles west of Key West you’ll find one of the most remote national parks in the US, Dry Tortugas National Park.

Only accessible by seaplane or boat, this archipelago of seven small islands covering 100 square miles is home to Fort Jefferson, a 19th Century fortification that takes up the entirety of one of the small islands.

Dry Tortugas is a favorite among divers and snorkelers for both its spectacular coral reef, as well as enormous shipwrecks to explore. For the best snorkeling spots make sure to stop at Historic Coaling Pier or Garden Key’s Coral Head.

Park entry is $15USD per person valid for 7 days (free with your 4th Grader Pass , or invest in the America the Beautiful pass). Ferry tickets include entry to the park, whilst arrivals by seaplane need to pay upon arrival or have a pre-paid digital pass .

The Ferry, Yankee Freedom , departs delay from Key West at 8:00 AM and takes approximately 2 hours 15 minutes to reach Fort Jefferson. Your return ferry departs at 3:00 PM.

You can also arrange private tours to the national park with authorized operators from bird watching specialists to snorkeling and diving tours, eco-tours, and guided fishing.

Accommodation in the Florida Keys

We have mentioned a few resorts and hotels along the way, but it’s important to note there are all types of accommodation in the Florida Keys. You’ll find everything from resorts to boutique hotels as well as camping grounds and RV parks.

We suggest splitting your accommodation between Lower, Upper, and Middle Keys and spending at least a night in each. You’ll want slightly longer in Key West if you’ll be making the long day trip out to Dry Tortugas too.

• Key West is a walkable and bustling place, full of boutique hotels, whereas Key Largo is more relaxed resorts, kayaking, and snorkeling. Both can be equally incredible, just know what you’re getting, especially when traveling with kids!
• Airbnb or VRBO can be great too for Florida Keys accommodation, but may require a minimum stay; they tend not to work out as economical for a family if you’re just overnighting, once you add cleaning fees and charges, but great if you want to settle somewhere for a week or two.
• Use this map to see a wide range of accommodation options across online platforms compared for best prices:

Camping in the Florida Keys

11 State Parks can be found in the Florida Keys, though only four offer camping –

• Bahia Honda State Park
• Curry Hammock State Park
• John Pennekeamp Coral Reef State Parks
• Long Key State Park

These camping spots should be booked online in advance.

For RVs there are several options, try:

• KOA on Sugarloaf Key
• Sunshine Key RV Resort
• Boyds Key West Campground – the southernmost in the USA!

More Tips For Road Tripping in Florida

• Want to combine Key West with a Disney trip? Key West is around 6 hours from Orlando. Whilst its a long way with kids in the car, it is doable to get from Orlando to Key West in a day – we’d suggest breaking it up by stopping in Key Largo though, then slowly making your way down the Keys.
• A lot of the Ocean Highway is single lane, this will slow you down, so sit back, relax and take in the views!
• Gas stops can be found frequently en route at most of the larger keys. Larger grocery stores are found on Key Largo, Islamorada, Marathon, and Key West.
• For a bit of road trip fun, keep your eye out for Wyland Whaling Walls – artworks can be found along the Miami to Key West drive.
• Beaches in the Florida Keys aren’t as pristine as other beaches in Florida, this is not one of the state’s ultimate white sand beach destinations! The waters here are good for snorkeling, fishing, kayaking, and other water sports – but just set expectations if you’re planning a beachy Florida vacation!
• Bugs are an unfortunate problem in the Florida Keys. Take plenty of bug spray and bite treatment with you.
• Starting your journey further north? Don’t miss our complete road trip guide from New York City to Florida . It’s “only” an extra few hours to tag this Miami to key West itinerary on to the end!
• Never forget an important road trip item again! Use our Ultimate Family Road Trip checklist to prepare for your journey

The Florida Keys is truly a unique part of Florida with a distinct vibe. Far from your typical beach trip to Florida, you will find it culturally enriching and packed full of nature experiences, snorkeling opportunities, and other water adventures. Take your time to absorb the best of the Florida Keys!

© Family Road Trip

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Reader's Digest

Your Guide to a Florida Keys Road Trip: Key Largo to Key West

Posted: March 12, 2024 | Last updated: March 13, 2024

Your road trip guide to the Florida Keys

One of the best state road trips in America has to be the sun-kissed drive from Key Largo to Key West in the Florida Keys. This road, known as the Florida Keys Overseas Highway, takes you through a 125-mile island chain that begins just south of Miami. It hopscotches over 42 bridges and five islands, and has turquoise waters stretching in every direction into the Atlantic Ocean, Florida Bay and Gulf of Mexico.

So if you're looking for the perfect Atlantic Coast road trip or cheap beach vacation , look no further than this road trip guide from Key Largo to Key West. And if you'd rather travel from Key West to Key Largo, rest easy—the route works either way. There are shuttles that run from Key Largo to Key West, but keep in mind, you'd be missing out on all the fun in between.

By the way, once you embark on the Florida Keys Overseas Highway, you'll notice that many sites along the way use mile markers (MM) in their address. We use those mile marker points in this story to help you navigate the drive.

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Mile marker: 108–90

The first of the Florida Keys you'll hit after driving about an hour south from Miami en route from Key Largo to Key West is, well, Key Largo. Often referred to as the Dive Capital of the World, Key Largo includes one must-see stop: John Pennekamp Coral Reef State Park (MM 102.5), the first underwater preserve in the United States.

Experienced and novice snorkelers and SCUBA divers will be enthralled by the teeming marine life that lives just below the water's surface, like parrot fish, barracudas and sea turtles. More experienced divers enjoy exploring the USS Spiegel Grove, one of the largest ships ever intentionally sunk to create an artificial reef where pretty fish can thrive.

Back on dry land, travelers can wander nearly six miles of trails at Dagny Johnson Key Largo Hammock Botanical State Park, home to more than 80 species of plants and animals. You can also peruse the work of local artists at myriad galleries.

Best beach: Cannon Beach, found within John Pennekamp Coral Reef State Park, has shallow waters that are perfect for wading. You may even spot cannons and anchors on the beach that remain from a 1715 Spanish shipwreck.

Where to eat: Dig into the catch of the day at The Fish House, Key Largo Conch House or Snook's Bayside Restaurant & Grand Tiki Bar, some of the best traditional restaurants in the area. If you'd rather turf than surf, check out Jimmy Johnson's Big Chill.

Where to stay: If you can't get enough of the underwater world, stay at Jules' Undersea Lodge , the world's first underwater hotel. If you'd rather keep dry, try the adults-only Bungalows Key Largo .

Mile marker: 90–63

Next up en route from Key Largo to Key West is the fisherman's paradise known as Islamorada. Considered the Sport Fishing Capital of the World, it's where backcountry sport fishing and saltwater fly-fishing got their start. Countless seasoned boat captains are ready for hire to take you out to catch the wahoo, marlin, mahi-mahi and tuna that swim in these waters.

There's an even quirkier way to interact with fish here: hand-feeding the tarpon off the docks of Robbie's Marina (MM 77.5). Since 1976, countless Keys visitors have stopped to feed them, and more than 100 kinds of fish gather at the docks for their daily snacks. Feeding the fishies there is so popular, it's been named the No. 1 activity in all the Florida Keys.

Islamorada is also a terrific spot to kitesurf, stand-up paddleboard, go for a hike or take a bicycle ride. Stop by the Laura Quinn Wild Bird Sanctuary, where injured or displaced birdies now make their homes. Or visit the History of Diving Museum, which boasts one of the world's largest collections of diving helmets.

Best beach: Anne's Beach is popular with families (and dogs) because of its shallow waters and lack of waves. Take a walk along the boardwalk or enjoy a picnic at one of the covered tables.

Where to eat: For a quintessential casual Florida Keys meal, go to the Hungry Tarpon. If you want more elegant fare, make reservations at Chef Michael's for creatively inspired local dishes.

Where to stay: When it's time to lay your head for the night, check in to one of the new oceanfront suites at Cheeca Lodge & Spa , or your own cottage at The Moorings Village & Spa .

Mile marker: 63–40

Marathon is the island chain's top boating destination—and for good reason. The area boasts nearly 2,400 boat slips and plenty of facilities to accommodate sailors passing through. But you don't need your own boat to enjoy Marathon and its waters.

For a truly different experience, hop on over to Cruisin' Tikis and have a floating tiki bar adventure. Sunset, mangrove and harbor cruises are all available, as is a swim-stop cruise for a chance to jump into the water.

While you're here, you should also visit Pigeon Key, an island that is accessible by boat, trolley or walking the 2.2-mile Old Seven Mile Bridge. It has a museum to explore, either on a guided tour or on your own. The Bridge is open for walking, running, bicycling, rollerblading and, of course, watching the killer sunrises and sunsets.

Best beach: Sombrero Beach is one of the prettiest beaches in the Florida Keys—not to mention one of the best beaches in Florida . And it's not just popular with humans; sea turtles nest here between April and October.

Where to eat: For any meal, stop by Castaway, which has been serving guests for more than 70 years. Or make a night of it at Hide Away Café, which has an extensive wine list.

Where to stay: The Faro Blanco Resort & Yacht Club is set on the waterfront and gives you a taste of marina life. Lime Tree Bay Resort on Long Key has spacious townhomes for rent.

The Lower Keys

Mile marker: 40–4

After crossing the Old Seven Mile Bridge out of Marathon, you'll find yourself in the Lower Keys, where natural habitats and wildlife refuges thrive. It's no wonder this part of the Florida Keys is known as the Natural Keys. You might even want to consider taking an electric vehicle on this road trip so you don't disturb the animals.

Your best chance to spot a native Key deer, a subspecies of the Virginia white-tailed deer that somehow made its way south, may be in the National Key Deer Refuge, comprised of 9,200 acres stretching from Bahia Honda Key to Sugarloaf Key on the edge of the Gulf of Mexico. More than 20 endangered and threatened plant and animal species can be found within the refuge. Take a quiet walk at dusk or dawn for your best chance to glimpse a Key deer, or join a ranger-led tour to learn more about the area.

Aside from all the eco-friendly fun, Stock Island is well worth a stop. Their maritime history goes back generations, and the marina is filled with shrimping and fishing boats. Artists have been flocking to Stock Island, too, and share their works in galleries dotted across the small island.

Best beach: The shallow, clear water and white sand at Calusa Beach make it a locals' favorite. The beach is a perfect spot for snorkeling too.

Where to eat: In addition to the freshest of seafood, Big Pine Rooster serves up ribs and a special-recipe meatloaf. Or sip like the locals at No Name Pub, located on Big Pine Key.

Where to stay: Consider the waterfront Sugarloaf Lodge , stay in an Airstream at Big Pine Key Resort  or pop a tent on one of the reserved campsites at Bahia Honda State Park.

Mile marker: 4–0

You've made it to the end! Closer to Cuba than Miami, Key West is known for its nightly sunset celebrations, party atmosphere and laissez-faire vibe, but it's really so much more.

If you're a writer or bookworm, you'll certainly want to make plans to visit the Ernest Hemingway Home & Museum, where you should keep an eye out for the famous six-toed cats. Then wander through Key West's Bahama Village, a 12-block area of historic homes and restaurants.

Consider a day trip to Dry Tortugas National Park, about 70 miles west of Key West in the Gulf of Mexico, where you'll find some hidden gems . The island, accessible by boat or seaplane, is popular for snorkeling and feeling like you're on your own private island, not to mention touring the Civil War–era fort.

Best beach: Fort Zachary Taylor Beach—or Fort Zach, as locals call it—predates the Civil War and boasts the island's very best sandy stretch.

Where to eat: No visit to Key West is complete without a meal at Blue Heaven, where you can dine with wandering roosters for breakfast, lunch and dinner. Or snag a spot on the tiny balcony at Santiago's Bodega for tapas and flowing wine.

Where to stay: The boutique Gardens Hotel , the adults-only Kimpton Hotels Ridley House  or the new Capitana Key West , to name a few. Wherever you stay, you're sure to find your place in Key West, and it's likely you'll follow so many others' lead and start planning your return visit before you even leave.

Art and history in the Florida Keys

Road-tripping from Key Largo to Key West, it's easy to appreciate all the natural beauty. That said, the Keys aren't just a terrific destination for eco-travelers, but artists and history buffs too.

It's easy for artists to find inspiration throughout the Florida Keys. Fortunately for road-trippers, there are many spots to stop and admire their work. One of the largest artists' communities in the Florida Keys is Stock Island in the Lower Keys, just about three miles from the commercial area of Key West. What was once a shrimping boat marina is now a blend of fishermen and painters, sculptors and other artisans who have created an energetic and supportive community.

For history buffs, in addition to Pigeon Key in Marathon and the Civil War–era Fort Jefferson in Dry Tortugas National Park, other must-stops in Key West include the Audubon House & Tropical Gardens, Harry S. Truman Little White House and the Southernmost Point in the continental United States.

Planning your Florida Keys road trip

Now that you're inspired to hit the road, it's time to start planning. After budgeting for a road trip , your next step is to decide whether you will travel south from Key Largo to Key West, or north from Key West to Key Largo. Or maybe you'll opt for a roundtrip.

If you're starting off in Key Largo, it's important to note that the Florida Keys Overseas Highway begins at the Miami-Dade/Monroe County line. So if you're flying to Florida, Miami International Airport (MIA) is the way to go. If you begin in Key West, the airport (EYW) is on the island.

If you're already driving one of the best road trip cars to get to Florida, you're all set. But if you need a loaner, choose one of the best cars to rent for a road trip . Consider packing these road trip essentials and download some of the best podcasts for road trips to make the miles fly by.

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The ultimate Japan itinerary for first-timers

Japan is one of the most fascinating countries you could visit but travelers are often overwhelmed to put together a Japan itinerary. Lucky for you I just returned from an epic trip and will share my best tips with you.

Whether you have a week, 10 days or want to combine both into a 2 week Japan itinerary - this article has you covered. I share some amazing places to see , where to stay, and how to plan a road trip in Japan.

In this article

How to get to Japan?

What is the best mode of transport for your japan itinerary, best time for your japan itinerary, average budget for your japan itinerary, japan itinerary 7 days - from tokyo to the mountains, japan itinerary 10 days - kansai & beyond.

Japan has a few international airports and some you can even reach with a direct flight from the US. A direct flight from NYC to Tokyo cost $1,546 on average and from LAX to Tokyo $1,019 (Data sourced through KAYAK comparator search tool).

When flying in or out of Tokyo you have the choice between airports Haneda and Narita . Depending on your Japan itinerary you may want to check for a direct flight to Osaka Kansai.

Most Japan itineraries can be done by car, train, or plane. Or a combination thereof. Budget and where you want to go will be deciding factors. In addition it is important to think about how many people will be traveling. Especially if you are planning a Japan itinerary for 14 days with the whole family, it might be cheaper to rent a car.

However you will need to get an International Driving Permit to legally drive in Japan. Also, there is left-hand traffic and the metric system to consider. Distances are shown in kilometers and speed in kilometers per hour (km/h). You can find more tips on driving in Japan as well as traffic laws on the website of the Japanese Automobile Federation .

According to the data we have compiled (based on travelers's searches on KAYAK), October is the most popular season for a trip to Japan. March and April are also strong contenders due to it being Sakura , cherry blossom season. While the weather is great for exploring during these months, hotel rooms will be more expensive and popular tourist spots are even more crowded than usual.

January, February and August are the least popular travel months in Japan. If you don’t mind heat and humidity, give August a go . For those traveling in winter, there are plenty of great ski resorts in Japan but you must be mindful of road conditions when getting a rental car.

Before you book your flight to Japan, it is a good idea to put together your budget. If you are planning on renting a car for a road trip through Japan have a look at these average prices we have put together for you based on our data:

• Average price for a double room in Tokyo: $163 per night
• Average price of a bed in a hostel in Tokyo: $63 per night
• Average price of a rental car in Tokyo: $82 per day
• Price for a gallon of gas in Tokyo: $4.33*

*As of March 2024

For the 10-day Japan itinerary below, you will cover up to 300 miles and the total budget will be approximately $1100 per person based on two people sharing (not including flights). However, you may need to add a buffer for tolls which can be quite steep.

If you prefer to travel by train, the Japan Railpass is a great option to get around . However, it saw a recent price increase. Once you have mapped out your route it is a good idea to add up the individual trips on the Japan Railpass website and calculate whether it might be cheaper to buy single tickets.

The following Japan itineraries are planned around doing a road trip, and show distances and approximate travel times for cars.

Day 1-3: Tokyo

For most, a Japan travel itinerary starts in the country’s capital Tokyo. Chances are that jet lag means taking things a little slower but even without that, Tokyo is huge and there is so much to see . Take a few days to explore famous areas like Shibuya and Shinjuku, Ginza, and the historic Asakusa area.

Hotel in Tokyo : Hotel CEN , located a quirky yet residential area

teamLab is an international art collective that currently has two exhibitions in Tokyo. It merges technology, art and nature and integrates the visitors in a very unique way. While a bit hard to describe, their current shows are absolutely magical even if you are not usually a museum fan.

Gōtokuji Temple

Cat lovers have to take a trip to Gōtokuji Temple. It is said to be the home of the maneki-neko, the beckoning cat figurines that are known to bring luck. You can see them everywhere around the temple and of course there is a gift shop. The cats from the source have become so popular that sales are limited to one figurine per person.

Day 4: Hakone

Distance from Tokyo: 50 mi - at least 1 hour

Not far from Tokyo, you find Hakone, a perfect place for a weekend getaway in nature . Over Lake Ashinoko you have a great view of Mount Fuji. After a day of exploring you can recharge in one of the town's many hot springs.

Hotel in Hakone : Fujiya Hotel , a beautiful historic accommodation

Hot springs, hot rivers, and egg-like smell: it is pretty obvious that Owakudani is an active volcanic zone! The area is located around the crater of Mount Hakone and there are various walking trails to explore. You can even buy eggs cooked in hot pools that are said to extend your life by seven years.

Lake Ashinoko

For some of the best Mount Fuji views head to the shore of Lake Ashinoko . You can take a sightseeing-boat over the lake or simply stroll along the shores. If seeing Mount Fuji in all its glory is a must, time your visit well: the cold season brings clearer skies.

Day 5: Matsumoto

Distance from Hakone: 150 mi - 3 hours

Mountain lovers have come to the right place as Matsumoto is a great spot to explore the Japanese Alps . There are plenty of trips you can take from here to see various parts of the Alps, summer and winter. The city is also home to a few interesting museums and one of Japan’s most beautiful castles.

Hotel in Matsumoto : Onyado Nono , a stunning inexpensive hotel with a hot spring

Matsumoto Castle

While some Japanese castles had to be rebuilt, Matsumoto is one of the most complete original castles. This is highlighted by the authentic wooden interior. Especially during cherry blossom season a stroll around the moat is a treat.

Daio Wasabi Farm

Some like it hot and if you do, the Daio Wasabi Farm is a place you should see. On the farm, you can visit a restaurant and many shops that sell anything from fresh wasabi root to wasabi beer and even wasabi chocolate.

Day 6+7: Shibu Onsen

Distance from Matsumoto: 60 mi - 1.5 hours

Shibu Onsen is a picturesque historic hot spring town surrounded by mountains. Beautiful ryokans, the traditional Japanese inns, line the streets and are the perfect backdrop for a wellness holiday. Ryokan Kanaguya is said to have inspired the bathhouse of the beloved Studio Ghibli movie “Spirited Away”.

Hotel in Shibu Onsen: Kokuya , a stunning ryokan in the center of town

Visit nine public Onsen

There are nine public Onsen in town and you will need to stay overnight to get a key to visit. Visiting all nine brings good fortune! One thing to remember: tattoos are unfortunately a no-go in most Japanese Onsen. If you have some, check if your hotel has a private hot spring.

Jigokudani Monkey Park

It is best to come before March if you want to see the Japanese macaque or snow monkeys as they are called in Jigokudani. Only when it is cold do they come down to sit in a hot Onsen and chill, play and be adorable.

After your final night in Shibu Onsen you will drive back to Tokyo for your flight home. Make sure to check which airport you are flying out from (Narita or Haneda) and leave enough time to drop your rental car off, before checking in.

Day 1-3: Osaka

Osaka, Japan’s second biggest city, is known for its incredible food scene. Next to the usual staples, the city’s kitchens are best known for their Okonomiyaki, a pizza pancake mix, and Takayaki, yummy octopus balls. Dotonburi, Osaka’s nightlife center, is one of the best places to try them both.

Hotel in Osaka : Zentis , a member of Design Hotels with light and airy rooms

Another great area to explore is Shinsekai, meaning ‘new world’ when it was built in the early 20th century. The shopping and dining area centers around the Tsutenkaku Tower, modeled after the Eiffel Tower. Today a visit feels a bit like traveling back in time - but in a good way!

Osaka Castle

Osaka Castle was built in 1583 and became the largest castle at the time. Everything about it was meant to impress and impress it did. That was until its destruction first by Tokugawa troops and then by lightning. Today’s reconstruction was built in the 1930s but it is still a sight to behold. Osaka Castle is also one of the best hanami spots where you can see the cherry blossoms.

Day 4: Nara

Distance from Osaka: 20 mi - 30 minutes

Nara was Japan’s first official capital and still holds a lot of significance thanks to its historic treasures. The Todaiji Temple is one of the most famous ones and is home to a large bronze Buddha. But admittedly most people come to meet the locals in Nara…

Hotel in Nara : Iroha Grand Hotel Kintetsu Nara Ekimae in the city center

Nara is best known for its over 1000 wild deer that roam the park and sometimes the surrounding streets. You can buy some deer cookies and feed them but be careful - the deer can be quite cheeky and might search your bag or nibble on your coat. The further you go into the park, the fewer people and you will have the deer all to yourself.

Nakatanidou

If you are in the mood to nibble on something, head to Nakatanidou, a shop that makes the most delicious yomogi mochis. Even more exciting: you can watch mochitsuki. This is the process of mochi-pounding. Nakatanidou has been awarded for the fastest mochi pounders and every half an hour you can watch their craft.

Day 5-7: Kyoto

Distance from Nara: 30 mi - 45 minutes

Kyoto is another former capital of Japan and thanks to some beautiful historic buildings and lots of charm, it is an absolute must-see for visitors. Highlights include Nijo Castle, the Imperial Palace, and dinner in Pontocho, an alley with traditional wooden buildings.

Hotel in Kyoto: Node , a member of Design Hotels with lovely, modern rooms

Nishiki Market

A visit to the Nishiki Market is the perfect activity even when it rains as it is covered. Left and right you will find food stalls and restaurants with the most delectable nibbles. Daifuku, wagyu skewers, and Taiyaki await. You can even buy special dog treats, all things matcha, and of course, Japan’s infamous white strawberries that are worth every yen.

Gion District

The Gion District is the old part of town and home of Kyoto’s Geishas. Unfortunately, some streets recently had to be closed off due to unruly tourists but many parts are still accessible. Walk past the Yasaka Shrine all the way to the Yasaka Pagoda and stop at one of the most beautiful Starbucks on the way. If you want to get a picture in front of the pagoda you will need to get up very early - crowds usually start to form around 6 am!

Day 8: Kobe

Distance from Kyoto: 50 mi - 1 hour

Kobe is probably best known for its famous beef but even if you are a vegetarian it is a pretty great city to visit. From Kobe you can also take a trip to Himeji Castle, an one hour drive west. The White Heron Castle is one of Japan’s most beautiful and not to be missed. Alternatively, you can visit it on your way to Hiroshima.

Hotel in Kobe: La Suite Kobe Harborland, a luxury hotel with a view of the harbor

Nada Sake District

If you want to try some of Japan’s best sake there is no better place than Nada in Kobe. You can visit different breweries in the area. Some have exhibits about the art of sake brewing and many offer tastings.

Kobe Earthquake Memorial Museum

Unfortunately, earthquakes are a part of life in Japan and Kobe was hit especially hard in 1995. The museum not only commemorates the 5,000 people who lost their lives but also educates about earthquakes as well as disaster prevention.

Day 9+10: Hiroshima

Distance from Kobe: 190 mi - 4 hours

Hiroshima is an absolute gem and quickly became my favorite city on my recent Japan trip. Despite its tragic history the city today is full of life and a real stunner especially when the sun is out. Whatever you do, don't forget to eat some local oysters and the Hiroshima-style Okonomiyaki.

Hotel in Hiroshima: Kiro , a sleek design hotel that has some traditional Japanese rooms

Peace Memorial Museum & Park

No visit to Hiroshima would be complete without learning more about the first atomic bomb that was dropped here on August 6, 1945. The museum pays tribute to the victims and survivors. Stroll through the park afterward which has some beautiful memorial sites and visit the A-Bomb Dome, a stark reminder of the event.

Miyajima Island

Hop on a train and catch a short ferry to visit Miyajima Island. The island is home to more holy deer and the Itsukushima Shrine that appears to be floating during high tide. I recommend you come early in the morning as the island gets very busy with day trippers. Do get a matcha ice cream decorated with a deer cookie while you stroll along the beach.

From Hiroshima, it is best if you book a flight out from Osaka Kansai airport. Alternatively you can drop off your car at Hiroshima airport and book a domestic flight to Tokyo and leave from there.

Create your own 14 days Japan itinerary

If the above is not enough for you, you can combine both routes into an epic Japan 2 week itinerary. Alternatively, you can add one of the most beautiful places in Japan or stay longer to see a haunted building in Tokyo .

Flight and hotel rates are averages based on data collected by KAYAK. These prices offer an estimate for organizing your trip, but they may vary according to offers, period, destination or your preferences. The price per liter of gasoline, as of April 1st, 2024, is subject to fluctuations, and comes from numbeo.com .

The hotel recommendations included in this article are based on customer ratings and the author's personal choices, so please feel free to use our hotel search tool to find the accommodation best suited to your needs.

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