trusted tours of america key west fl

Land Tours & Sightseeing

Old Town Trolley Tours of Key West

Key West Old Town Trolley-2 Day Pass

Conch Tour Train Key West

Conch Tour Train Key West-2 Day Pass

Ghosts and Gravestones Tour of Key West

Museums & zoos.

Harry S. Truman Little White House

Truman White Glove Tour

Key West Aquarium

Key West Shipwreck Treasure Museum

Key West Butterfly Conservatory

Audubon House and Tropical Gardens of Key West

Key West Aquarium and Harry S. Truman Little White House Pkg

Key West Aquarium and Shipwreck Museum Package

Water activities & cruises.

Key West Dinner Cruise

Key West Dinner Cruise-Saturday Night

Commotion on the Ocean Sunset Cruise

Dolphin Watch and Snorkel Combo

Glass Bottom Boat Day Cruise

Glass Bottom Boat Sunset Cruise

Rum and Reggae Snorkeling Sunset Combo aboard the Fury

Reef and Ritas Snorkeling Trip

Ultimate Water Adventure

Key West Snorkel Safari Tour

Morning Reef Snorkeling aboard the Fury

Do-It-All Watersports Adventure

Ultimate Jet Ski Tour

Gulfstream Party Boat Fishing Half Day Trip

Key West Eco Tours aboard the Java Cat

Key West Kayak and Paddleboard Tours

3 Hr Rise and Reef Snorkel Trip

3 Hr Dip and Sip Snorkel Trip

Classic Day Sail Aboard Schooner America 2.0

Champagne Sunset Sail Aboard America 2.0

Specialty tours.

Bone Island Haunted Pub Crawl

Key West Pub Crawl

Rodriguez Cigar Rolling Tour

Hemingway Rum Co Distillery-Private Distillery Tour

Historic Seaport Food Tour

Southernmost Food Tour

The Cocktail Crawl

Tour & attraction packages.

Old Town Trolley Tours-Truman White House and Shipwreck Pkg

Conch Tour Train-Truman White House and Shipwreck Pkg

Old Town Trolley-KW Aquarium and Shipwreck Museum Package

Conch Tour Train-KW Aquarium and Shipwreck Museum Package

Custom House Museum, Lighthouse and Conch Train Package

Lighthouse, Fort East Martello and Trolley Package

Discover Amazing Key West

Immerse yourself in the legendary history and undeniable charm of Key West as you embark on an extraordinary journey with Historic Tours of America. Get ready to discover the true essence of Key West through engaging and authentic experiences that seamlessly blend entertainment, education, and exploration.

Step into a world where the past comes alive...

…where iconic landmarks and hidden gems share fascinating stories. Join us on this unforgettable adventure and create cherished memories that will stay with you for a lifetime.

Board our iconic orange and green trolleys and be transported back in time. Decades ago, our founders united to preserve Key West’s historic sites and create an exciting sightseeing adventure. Today, Old Town Trolley Tours of Key West offers the ideal way to explore the city’s intriguing points of interest, accompanied by humorous and informative narratives that bring the stories to life.

Hop aboard one of our trolleys and you’ll experience Transportainment ® , a delightful combination of transportation and entertainment.

Join us as we journey through the colorful streets, stopping at iconic sights that have shaped Key West’s vibrant culture and rich history. With the freedom to hop on and off at convenient stops, you can immerse yourself in the local ambiance and explore at your own pace. Our passionate trolley conductors are storytellers, offering fascinating insights into notable events and the captivating individuals who have left their mark on Key West. From resident legends to artists, poets, and musicians, Old Town Trolley Tours brings their stories to light.

Preserving Key West's landmarks is not just a commitment to the past, it’s an investment in the future.

These cherished sites connect us to the roots of this remarkable city and serve as living memorials to its rich heritage

Historic Tours of America takes pride in showcasing Key West’s historical significance and contributing to its cultural vitality. Through our immersive experiences, we aim to foster a deeper appreciation for Key West’s unique charm, its pivotal role in history, and its profound impact on American culture.

Beyond our commitment to preserving history, we are dedicated to supporting the local community. By partnering with local organizations, participating in educational programs, and actively engaging in community events, Historic Tours of America strives to make a positive impact and ensure the longevity of Key West’s cultural legacy. Together, we create a lasting legacy that celebrates the spirit of Key West and preserves its treasures for future generations.

Join us as we celebrate the magic of Key West and its extraordinary attractions.

Let us be your guide to the city’s timeless beauty, vibrant culture, and fascinating landmarks. Explore the captivating history, bask in the breathtaking scenery, and create cherished memories. Historic Tours of America is honored to showcase Key West and share its profound contributions to America’s rich tapestry. Together, let us preserve and treasure the heritage of this remarkable city.

Choose Your Tickets

Whether you’re just breezing through or enjoying an extended stay, we’ve got several options to choose from to help you maximize your time in Key West and still see the best first!

1-Day Trolley

• 1 day of free unlimited re-boarding
• Open-air sightseeing perfect for taking pictures
• More than 100 points of interest
• FREE coupons worth up to $50 in discounts
• FREE admission to the Sails to Rails Museum
• Exclusive stops and Key West attraction discounts
• 100% satisfaction guarantee

Ghosts & Gravestones

• Voted Top Ten Best Ghost Tour by USA Today Readers' Choice
• Explore Some of Key West’s Most Haunted Sites…
• Pass by Some of the Most Tragic and Most Sacred Sites of the Island
• Your voyage includes a stop at the Key West Shipwreck Treasure Museum

1-Day Conch Tour Train

• 1-day tour of the Conch Republic
• One full loop through Old Town Key West
• Includes three stops
• Highlights marvelous sights, stories and entertainment

2-Day Trolley

• 2 consecutive days of free unlimited re-boarding

2-Day Conch Tour Train

• 2-consecutive day tour of the Conch Republic
• Key West Aquarium

• Daily shark and turtle feedings
• Touch Tank offers guests hands on experience
• Featuring a wide variety of fish including grouper, moray eels, barracuda, tropical fish, tarpon, parrotfish and more
• Truman Little White House

• See the home Harry S. Truman came to relax and rest
• History tellers share fascinating stories of the most important man of his time
• Visit where Eisenhower recuperated from his heart attack in 1956
• Thomas Edison resided here during World War I

Key West Shipwreck Treasure Museum

• Discover the world of Shipwrecking
• Hear the story of the Isaac Allerton
• Climb a 65' Captain's Observatory
• Lift a silver bar salvaged from a Spanish galleon
• Enjoy a video presentation about the shipwrecking industry
• Sails to Rails Museum

• Discover the Age of Sail in the Caribbean, Gulf of Mexico and the Florida Keys
• Lift a genuine silver bar
• Enjoy video presentations on the Overseas Railroad
• Hands on, immersive activities

Discover Amazing Tours in Key West

MUSEUMS & ATTRACTIONS

Step back in time and explore key west culture.

SHOPPING & DINING

Sample tastes, sights, and sounds.

Groups, Charters & Weddings

Plan an unforgettable experience for your group event with Historic Tours of America.

Groups & Charters

• Enjoy discounted rates
• Custom design your rental
• Private tour guide provided for charters
• Combine a rental with attractions
• Bring your guests to your event on time
• Ride in classic Key West style
• Personalize your trolley or train ride
• Be treated to a red-carpet experience!

Hometown Pass

Locals receive Free Admission!

Included* with Your Key West Hometown Pass:

• Old Town Trolley Tours
• Conch Tour Train
• Shipwreck Treasure Museum
• Ghosts & Gravestones

Our Free Hometown Pass is the best way to entertain visiting friends and family!

Monroe County Residents can take advantage of some of our tours and attractions for FREE when accompanied by an adult full-fare paid guest.* It’s Simple, Fast & Best of all… Free!

Get all the information you need

How long does the old town trolley tour last.

The Old Town Trolley Tour is a 90-minute, fully narrated tour of Key West, but with the 13 stops, free re-boarding, and an all-day pass, the tour can last as long as you want!

What language are the tours in?

All of our tours are in English.

Where do I park?

Parking on a 2 mile by 4 mile island can be difficult. Our tour route and stops are at convenient locations all around the island, within walking distance of most major hotels and attractions.

Are food and drinks allowed while on the tour?

Food and drinks are welcome. However alcoholic beverages are not allowed under any circumstance for the safety and comfort of all of our guests.

Are dogs allowed on your trolleys and trains?

Service animals are the only animals that are allowed on board the trolleys. A service animal means a dog, regardless of breed or type, that is individually trained to do work or perform tasks for the benefit of a qualified individual with a disability, including a physical, sensory, psychiatric, intellectual, or other mental disability. Animal species other than dogs, emotional support animals, comfort animals, companionship animals, and service animals in training are not service animals.

Are your trolleys and trains accessible for individuals with wheelchairs and motorized scooters?

If the guest is ambulatory, collapsible wheelchairs can be accommodated at any time. We will fold them and stow them during the tour. Guests may board and disembark at any stop. Indeed, a number of our fleet are equipped with motorized lifts that can accommodate scooters and/or wheelchairs. We are happy to provide this service, but ask for a few small accommodations to allow us to do so with the utmost safety and minimal impact on other guests utilizing our service. If a guest is non-ambulatory or has a non-collapsible chair/scooter, we do have several trolleys and trains equipped with hydraulic lifts. For the safety of the guest, the lift can only be deployed at certain stops.

We request that you give us as much notice as possible as to your arrival date and the time you’d like to take the tour (24 hours preferred). This will assure that a properly equipped vehicle will be made available for your use. Please arrive at your pre arranged stop no less than 15 minutes prior to your departure time so that we can accomplish the loading process smoothly and safely. This means that you will need to secure your own transportation to one of these locations and that you cannot utilize the ON/OFF privileges on the tour. Because of the high volume of our stops, including significant traffic density and uneven pavement, use of the lift outside of these locations would be inadvisable.

Are your tours open every day?

We are closed the last Saturday in October for Fantasy Fest.

What does the Conch Tour Train tour focus on?

The tour focuses on Old Town Key West and its history.

Can I bring my stroller on board the trolley and train?

Yes, we can accommodate strollers but they must be collapsible and will be stored up front with the conductor. Strollers in the aisle ways would constitute a safety hazard.

Do you have public presentations at the Key West Aquarium?

Guests can choose to attend any of our public presentations where we delve a little deeper into one of the exciting exhibits here at the aquarium. All presentations are free with admission and are a good way to learn a little bit more about some of the amazing animals we have here in the Florida Keys.

Do I have to take a tour at the Key West Aquarium?

That is entirely up to our guests if they would like to follow a tour. We recommend browsing the exhibits on your own and making time for a tour if your schedule allows. Please remember that our tickets are not transferable.

How much time should I expect to spend in the aquarium?

The average time our guests spend at once is 45 minutes to an hour.

Is fishing allowed at Dry Tortugas National Park?

Fishing is allowed from the shores of the Dry Tortugas as long as you have a current state of Florida salt water license which must be purchased before boarding the Yankee Freedom.

Are there restrooms at the Fort Jefferson?

There are no public restrooms available at the park. Visitors will be required to use the facilities provided onboard the Yankee Freedom. Composting toilets will be available for visitors to use within the campground and after 2:30 PM. Composting toilets are specially designed toilets that do not require water or chemicals and they can accommodate a small number of users. These toilets are extremely fragile, and throwing trash or other materials into composting toilets is strictly prohibited.

Do cell phones work at Fort Jefferson?

No, there are no cell phone towers in the Dry Tortugas.

How deep is the water in which we will be snorkeling at Fort Jefferson?

The designated snorkel area is right off shore, and depths generally range from very shallow to 15 feet.

What’s the difference between Ghosts & Gravestones and other Key West tours?

It can help you gain a new perspective and you get to explore the city in the dark and very different way.

Do we need reservations for the ghost tour?

Yes. Ghosts & Gravestones has a limited number of seats per tour and frequently sells out.

Does the ghost tour run in the rain? / What's the inclement weather policy for the ghost tour?

YES! The tour runs on dark and stormy nights. The only time tours will be cancelled due to weather is if conditions prove to be too dangerous to proceed. In this event all reserved parties will be notified.

Is the ghost tour too scary for my kids? / Is the tour suitable for children?

This tour is rated PG-13 and is not intended for young children. It is not a haunted house; but it is a historical tour turned completely on its head. We use haunted house style moments, historical facts, and creative storytelling to thrill, entertain, and scare our guests.

Category: Key West

The Best Museums In Key West

Key West, known for its beautiful beaches and vibrant culture, also boasts several museums that offer unique insights into the history, art, and culture of this charming island. Here are the top museums to visit in Key West: These museums in Key West provide a diverse range of experiences, from maritime history and literature to…

Key West on a Budget: Top 10 Free Things to Do

Key West, the southernmost point of the continental United States, is known for its stunning beaches, vibrant culture, and lively atmosphere. While it’s easy to get caught up in the excitement of this tropical paradise, you don’t have to break the bank to have an unforgettable experience. In this essay, we’ll explore the top 10…

A Guide on What Not to Do When Visiting Key West

Key West, Florida, with its azure waters, vibrant culture, and relaxed atmosphere, is a dream destination for many. However, like any travel destination, there are certain pitfalls to avoid to ensure you have the best experience possible. In this essay, we’ll explore what not to do when visiting Key West, helping you make the most…

Top Reasons to Visit Key West

Nestled at the southernmost tip of the United States, Key West beckons with its turquoise waters, vibrant culture, and relaxed atmosphere. This enchanting island paradise, known for its stunning sunsets, historic charm, and spirited atmosphere, offers an irresistible invitation to visitors seeking a one-of-a-kind vacation experience. From lively streets to tranquil beaches, here are the…

Top 10 Must Does in Key West, Florida

Key West, Florida, is a vibrant and enchanting island paradise that offers a plethora of must-see sites. From its stunning beaches and vibrant culture to its rich history and unique attractions, Key West has something for everyone. Here, we present a fun and informative essay highlighting the top 10 must-see sites in Key West. Key…

Key West Butterfly Conservatory Coupons & Visitor Guide

The Key West Butterfly Conservatory is magical. After checking in at the ticket booth, located to the side of a colorful, everything butterfly, gift shop, you are directed to the double doors leading to the Learning Center for a brief introduction into the world of butterflies. Be sure to see if you can spot the live…

The Key West Audubon House Museum Guide & Coupons

If you want to see the inside of one of Key West’ s vast collection of picturesque 19th century frame houses, which add to the island’s distinct charm, a visit to the Audubon House Museum is a must.

How to Choose the Best Key West Water Sports

Of all the things to do day and night on the tiny island of Key West, visitors are drawn to getting out on the crystal-clear water, glimmering in shades of light turquoise to deep blue. Although visitors want to be on the water, not all want to get in it. In Key West, there’s something for…

Top 10 Key West Shore Excursions

Tiny, eclectic Key West had loads of great shore excursions.  The quaint 2×4 mile sub-tropical island surrounded by crystal clear turquoise water, has a laid-back Caribbean feel, a rich history and streets and lanes lined with gingerbread cottages draped in tropical foliage.

Hemingway House Key West Coupons

The Hemingway Home & Museum is the most visited attraction in Key West. It’s not unusual to see visitors queued up for admittance to the walled house in which celebrated author, Ernest Hemingway, lived and wrote from 1931 to 1940.

Key West Helicopter Tour Coupons

The drive down Overseas Highway to Key West is beautiful, especially the views of the Atlantic Ocean and Gulf of Mexico seen from multiple bridges linking the island chain. At the very end lies quaint, picturesque Key West whose appeal lies in its conch cottages, tropical foliage, rich history and laid back Caribbean feel. While…

How To See Key West In 2 Days

There’s a lot to see in colorful, quaint Key West and easy to get into the laid-back Key West groove in 2 days. Start planning with some insider tips:

Best Weekend Getaways From Naples, Florida

Naples, with subdued elegance and beautiful beaches is but one of Florida’s diverse vacation destinations.  And, from Naples, it’s easy to experience the diversity of Miami, Orlando, Tampa and Key West on weekend getaways

First Time In Key West Vacation Guide

It’s never a dull moment in Key West – it is truly one of a kind. This tiny, 2 x 4 mile sub-tropical island dangling like a charm at the end of the Florida Keys chain is a great escape. Surrounded by crystal clear water, Key West is not a made-up fantasy island just for tourists.…

Rainy Day Activities in Key West

The one thing about rain in Key West is that it rarely lasts for more than a day, unless a pesky tropical low in the middle of summer decides to hang overhead. However, rain or shine, there are plenty of things to do out of the elements! The only rainy day challenge is getting around the island…

Miami To Key West Day Trip Itinerary

For a real taste of the tropics, a day trip from Miami to Key West is the ticket. Key West is the ultimate destination, and getting there is only half the fun. It’s a long way down the Keys island chain, 100+ miles to Key West at the very end, with a lot to see…

Fun-Filled Family Activities For Key West Spring Break

Spend Spring Break on a Caribbean island without leaving the U.S. – Key West is the place! Pack up the family and come on down to bask in the warmth of the tropical sun, hang out in shorts and flip-flops, dive into a myriad of watersport activities and visit fun and interesting places beyond the…

Key West Museums You Must Visit On Vacation

Rather than being repositories of great works of art or world-class collections of artifacts, Key West museums, just like the eccentric island itself, are diverse, unusual, and intriguing. By global standards, their holdings are not impressive, however, they are places of multiple layers, each reflecting the colorful history and past of the island. The house…

Best Places To Watch The Key West Sunset

Sunsets everywhere are spectacular phenomena of color and light in motion, all beautiful events with a universal resonance. But in Key West, they are all this and more.  On this speck of an island at the southernmost point in the U.S., sunset watching is a ritual. Here, sunsets are celebratory gatherings.  Watching the sun dip down…

Ultimate Guide To Summer in Key West

Summertime weather calls for sunshine and warm temperatures, and the living in Key West is tropical. Translation: hot and humid. However, Key West has great ways to cool off while still enjoying the island’s natural beauty. Summer is considered by many to be the best time to visit. It’s not as crowded as during the winter season…

Ghosts and Gravestones Tour of Key West Review

There is no better time to explore the eerie side of Old Town Key West than during the run up to Halloween. Visitors to America’s most southern city should climb aboard the “Trolley of the Doomed” and let a gravedigger guide them along a Ghosts & Gravestones tour of Key West, America’s fourth most haunted…

Fort Myers to Key West Express Ferry Coupon Code

The Fort Meyers to Key West Ferry (on the Key West Express) is your gateway to the southernmost city in the continental United States. When the high-speed boat docks, you will be in the tropical paradise that inspired Ernest Hemingway and Jimmy Buffett. You can explore the history, culture and charm of this idyllic resort…

Top 10 Things to Do in Key West

Tour the Island Set aside the first 90 minutes of your visit for an entertaining narrated tour of the island on the Old Town Trolley or the Conch Tour Train. They give you a great vantage point from which to see sights you might otherwise miss. You’ll get an insider’s view of the free-spirited community,…

Escape to Paradise Aboard the Key West Express

Get away from your day-to-day life by taking a relaxing trip to America‘s Caribbean Paradise aboard the Key West Express. This tropical getaway will take you on a same day, roundtrip from Fort Meyers to Key Not only is this the fastest way to get to Key West from Florida’s west coast, it is also…

Key West Express Ferry Review

Key West, the southernmost tip of the continental United States, is a lush, tropical haven of free spirits and island charm. In Key West there is always a party going on somewhere, and it does not take too long to find it. The vibrant atmosphere and rich literary history make Key West an American original.…

Key West Ghost Tour Review

No better month exists for taking a ghost tour than October. Halloween is the perfect time to stroll through areas reported to be haunted. Key West, Florida, is the pinnacle destination for a ghost tour. Visitors often capture unexplained phenomena on their cameras. Your guide will greet you wearing a black formal Victorian-era top hat,…

Key West Ghost Tour Coupon

Want to hear the creepy story of Robert, Key West‘s resident haunted doll? Or see Ernest Hemingway’s ghostly specter? Maybe a haunted elevator is more to your liking? After spending a hot day at the beach, cool off with chills down your spine at the Key West Ghost Tour. Resident ghost tour guides will walk…

Historic Tours of America - Key West

• See all photos

Key West Ghosts and Gravestones Trolley Tour

Key West Shore Excursion: Conch Tour Train

Key West Conch Train Tour: Explore Iconic Sights and History

Key West Shipwreck Treasure Museum Admission Ticket

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

Historic Tours of America - Key West - All You Need to Know BEFORE You Go (2024)