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River Cocktail Cruises – Odyssey Chicago River

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Take a late afternoon detour during a two-hour cocktail cruise on the Chicago River. This experience is ideal for anyone seeking lighter fare and a slightly shorter cruise time, while still enjoying stunning views and exceptional service.

What's Included

• A 2-hour cruise on the Chicago River aboard our new, all-glass vessel

• Incredible views of Chicago's iconic architecture (see route)

• Passed hors-d'oeuvres and light bites from our Cocktail Cruise Menu

• Cocktails, beer & wine available for purchase from our onboard bar 

• Odyssey Chicago River is docked at 455 N. Cityfront Plaza Dr

• Board: 3:30pm | Cruise: 4 - 6pm | Price: starting from $64.90*

• Mon-Fri Closed
• Saturday Closed
• Sunday Closed

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The 5 Best Chicago Architecture Boat Tours [2024 Reviews]

Welcome to the Windy City, where mob bosses once roamed, delicious food runs rampant, and architectural marvels rise along the beautiful Chicago River.

Without a doubt, the best way to enjoy the latter is from the water, the way that locals and tourists have been doing for hundreds of years. I’ve gone on quite a few, and I’m here to bring you a carefully-curated list of easily the top 5 currently out there.

These top Chicago architecture river boat tours will teach you all about the city’s architectural evolution from the late 19th century to the present, allowing you to marvel at the wide array of grandiose designs. I know you’re eager to get started, so let’s jump right in!

Be sure to see our reviews of Chicago Dinner Cruises .

Best Chicago Architecture Boat Tours

Quick answer: the 5 best rated architecture boat tours in chicago for 2024.

• Chicago River Architecture Cruise
• Premier Chicago River Architectural Lunch Cruise
• Chicago Architecture Center River Cruise Aboard Chicago’s First Lady
• Chicago River Boat Architecture Tour
• Chicago Architecture Boat Tour

Chicago Architecture River Tour Reviews

1. chicago river architecture cruise.

• Duration: 75 minutes (60 minutes from November 1st to April 15th)
• Departure:  124 N Streeter Dr, Chicago
• Departure Time: Between 10:00 AM to 9:15 PM
• Includes:  Architecture river cruise,  Live commentary,  A barcoded ticket allowing you to skip the ticket office and proceed directly to the boarding line

If you have yourself in the bustling metropolis of Chicago, a city whose architectural designs have influenced skylines all over the globe, you have to try this first tour.

This state-of-the-art cruise guarantee a unique adventure led by experts who will share with you some of the most fascinating secrets this legendary city has to offer. If that sounds like fun to you, make sure to give the Chicago River Architecture Cruise a go!

Depending on which option you select, you’ll either depart from Michigan Ave or right from Navy Pier – both of which are convenient if you’re staying anywhere near the Loop.

Hop onboard the sleek vessel and set off on a voyage that covers all 3 branches of the Chicago River as your knowledgeable guide leads the way. Should you have any questions, they’re there to help!

You’ll sail past famous buildings such as the John Hancock building, Trump Tower, Marina City’s iconic corn cob-shaped dual towers, and of course, the mighty Willis Tower.

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Learn about the history behind each one, as well as some not-so-well-known facts and anecdotes you may not have known about. With a cash bar on board, you’ll have plenty of soft drinks and cocktails, beer, and wine to sip on as you enjoy the Chicago splendor.

If you have an hour or so free on the first day you get to the city, I highly recommend going on this tour. It offers so much character and insight into what makes it tick, as well as so many tales of triumph that you may just feel that positively contagious energy, too.

I had no prior knowledge of Chicago before this tour, and I can positively say that I had fallen in love with it within minutes of embarking!

Tour Information & Booking

100% refund for cancellations within 24 hours of tour experience, other experiences you may enjoy:, 2. premier chicago river architectural lunch cruise.

• Duration: 2 hours
• Departure: 455 N Cityfront Plaza Dr, Chicago
• Departure Time: 12:30 PM
• Includes: Lunch, coffee and/or tea

Next up, we have another fantastic river cruise that’s a bit more “intensive” than our first. The Premer Chicago River Architectural Lunch Cruise  is the perfect way to spend an afternoon and a much better alternative to grabbing lunch at a regular restaurant.

This tour is perfect for any time of year, showcasing the beautiful city at its very best throughout the centuries accompanied by a delicious meal.

Meet your guide and the rest of your group in downtown Chicago, where you’ll hop on the “Odyssey” – a glass-enclosed boat perfect for exploring the city in rain or shine.

It’s not only one of the most beautiful boats out there, but is also one of the best for enjoying 360 views without any obstructions. I immediately noticed how clean the vessel was, and the tables were all spaced out so that we had enough space without feeling off by ourselves.

As you meander along the majestic waterway, you’ll experience all of the city’s best architectural sights on each side of the river as you enjoy a tasty 3-course lunch.

I was a bit surprised at just how delicious it was, with a salad to start, and a choice of the chicken, salmon, pasta, or tender short ribs as the main dish. Oh my, the dessert of cheesecake was wonderfully creamy and decadent, but the sorbet looked very refreshing and nice for a hot summer day.

As you enjoy your perfectly-timed dishes, take in the looming skyscrapers like the Willis Tower or the Tribune Tower, along with the Merchandise Mart, Chicago Opera Theater, Union Station, and the legendary Navy Pier.

As you pass each landmark, the guides are there to recount their histories and important events that have taken place at each one. Whether you’re there for a romantic outing or want to bring the entire family along, this is the perfect excursion!

3. Chicago Architecture Center River Cruise Aboard Chicago’s First Lady

• Duration: 1.5 hours
• Departure: 112 E Wacker Dr, Chicago
• Departure Time: Between 10:00 AM – 5:00 PM
• Includes: Live commentary on board, local guide, river sightseeing cruise

Our next voyage is one of the best for exploring the intricate designs influenced by the mighty Chicago River and the city’s dramatic history. The river and its architecture, themselves, have been witness to the ebb and flow of its industry, transportation, revitalization, and recreation.

If you really want to learn about its revolutionary stories of resilience and are on a budget, the Chicago Architecture Center River Cruise Aboard Chicago’s First Lady Tour is one of your best bets.

Your tour will kickstart with the Chicago Architecture Center, which is known for being a bastion of knowledge surrounding the celebration and promotion of the Windy City as a center of architectural innovation.

You will just see it from the water and hear about its story on this tour, but if you decide to go back to check out the interior, you’ll get a discounted admission of just $5 when you show your river cruise ticket.

The Navy Pier was one of the highlights of the tour for me and hearing how it has been used as the obvious naval base and shipping hub, to a present-day hotspot for entertainment was quite fascinating.

Marina City was also quite interesting, and you’ll learn all about how it was used to bring back more middle-class inhabitants. The Trump International Hotel always commands attention with its shiny exterior that begs to have photos taken of it.

There are plenty of other fascinating landmarks you’ll see and learn about, but the Willis Tower was definitely one of the most interesting for me. If you’d like to see some aerial views of Chicago, make sure to check out the Skydeck located there.

This is such a fantastic way to get the lay of the land and learn about the important metropolis, that you have to add it to your list!

4. Chicago River Boat Architecture Tour

• Departure: 465 N McClurg Ct, Chicago
• Departure Time: Between 10:00 AM – 4:00 PM
• Includes: Local guide, port pickup and drop-off, bottled water, coffee and/or tea

Next up, we have yet another amazingly affordable excursion if you’d like to see some of the best CHI town has to offer. I’ve been on a ton of different types of Chicago tours, and river cruises like this one never fail to impress me or anyone else I’m with.

The Chicago River Boat Architecture Tour  packs in a ton of fun, history, exciting tales, and beauty in just 1.5 hours so there’s no reason to miss it!

Please don’t wait until one of your last days in Chicago to do this tour! If you’re going to take any advice, please let it be that you need to take this on the first day you’re there.

The incredibly knowledgeable, creative, kind, funny guides will create a masterpiece of an experience for you, making anyone excited to be in the Windy City.

Expanding on this aspect, the guides are all born-and-raised Chicagoans who are passionate about promoting their city and making everyone feel like family, which they do seemingly effortlessly.

Meet at the pier or get picked up at the port and hop onboard, where you’ll get to enjoy complimentary bottled water, coffee, and/or tea as you enjoy the amazing views of the city and river. If you’d like, there’s also a little bar on board for you to purchase beer, wine, and cocktails!

Here, you’ll learn all about the influential landmarks that line the river, including various skyscrapers, the lively Navy Pier, and the infamous “Bean”/Cloud Gate. I loved being able to see the 100-year-old Art Deco buildings which are simply timeless, along with various Neo-Classical and Gothic designs.

For any architecture or history buff, or anyone who can appreciate art, this is for you.

5. Chicago Architecture Boat Tour

• Departure: 900 S Wells St, Chicago
• Departure Time: Between 10:00 AM – 6:00 PM
• Includes:  Restroom on board, Outside seating available, Seating is first come first serve basis, Guided architecture cruise of the historic Chicago River, Fully enclosed interior with air conditioning, seats, & windows

Whether you’re a seeker of architectural beauty or would simply like to learn more about Chicago’s wild history, you’re in the right place here. From old-school gems to modern-day marvels, you’ll dive right into the history of Chicago that’s carved into its skyline and the very fabric of the city, itself.

If you’re ready to be mesmerized and maybe even fall in love with it, then sign right up for the Chicago Architecture Boat Tour !

You’ll meet your guides right at the river, so you can hop on the boat and get situated for a fun time. You may know that while the Windy City was nicknamed such due to its locals being “full of hot air”, it’s no secret that the wind coming off of Lake Michigan is no joke.

With this tour, you get to ride in a boat that offers a fully-enclosed interior complete with climate control, seats, and windows so that no one is freezing while enjoying these picturesque views.

The live narration was simply impeccable, bringing to life each famous landmark’s intriguing history – many of which are lessons we’d never have learned in school!

Cruise on by both modern-day and historic buildings such as the Civic Opera House, the Wrigley Building, and Willis Tower, with some of the best viewpoints possible.

I had a ton of fun with the guides as they offered trivia about the various structures, which also seemed to bring the entire group together nicely.

Luckily for me, it was perfect weather when we went, so we were also able to enjoy the unreal vistas from the uncovered deck. Passing by Navy Pier and being able to hear the happy voices and laughs of visitors as we passed by was pretty enjoyable, too.

Overall, this is a must-do on any visit to Chicago if you’re serious about learning more about its architectural significance throughout the centuries. 

FAQs About Chicago architecture boat tours

What are some examples of chicago architecture i will see.

Willis Tower : AKA the Sears Tower, this 1,450-foot-tall building was the tallest building in the world for 25 years. It features a distinctive stepped design and a glass observation deck called the Skydeck that offers panoramic views of the city.

875 North Michigan Avenue : Also known by its former name, the John Hancock Center, this 1,128-foot-tall skyscraper is a striking example of structural expressionism, with its X-shaped braces and tapered shape. It has a 360-degree observation deck, a restaurant, and a lounge on the 94th to 96th floors.

Aon Center : This 1,136-foot-tall office tower is clad in white granite and has a minimalist appearance. It was originally covered in marble, but it had to be replaced due to safety issues. It is planning to add an observatory and a glass elevator on its south facade.

Wrigley Building : This elegant building consists of two towers connected by walkways and is inspired by the Giralda tower of Seville Cathedral. The clock tower and terra-cotta facade are lit up at night. It was ahead of its time being the first air-conditioned office building in Chicago.

The Rookery : It is one of the oldest standing skyscrapers in Chicago and a great example of design from the Chicago School of architecture. It has a load-bearing masonry exterior and a steel frame interior. It also has a stunning two-story lobby that was remodeled by Frank Lloyd Wright in 1905.

Aqua Tower : This modern skyscraper is known for its undulating balconies that create a wave-like effect. It is designed by Jeanne Gang, one of Chicago’s most prominent architects. It is currently a mixed use building with a mixture of apartments, a hotel, offices and retail.

How much do the boat tours cost?

The cost of the boat tours depends on the length of the tour, time of the day and whether of not lunch or dinner are included. A 1.5 hour daytime cruise is about $50. If you opt for an evening cruise with dinner you can expect to pay about $100.

How long are the boat tours?

The boat tours are usually 90 minutes. If you do a tour that includes lunch or dinner they are about 2 to 2.5 hours long. Most of them cover more than 50 buildings along the Chicago River, from historic landmarks to modern skyscrapers.

What is the best Chicago architecture boat tour?

If you can afford the extra money and would like to enjoy lunch on your tour we recommend the Premier Chicago River Architectural Lunch Cruise . This tour offers a delicious buffet style lunch on a smaller boat so you can get up close and personal with the buildings you will be seeing.

What is the cheapest architecture boat tour in Chicago?

If you are on a strict budget but still want to see Chicago from the water we recommend the Chicago Architecture Boat Tour . This is a fairly standard 1.5 hour tour but its on a bigger boat so it’s not as personal as the smaller boats nor do you get lunch.

Boat Comfort

The Chicago River Architecture Cruise is our Editors Choice for the best Chicago Architecture boat tour.

Robert Baker

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Chicago Architecture Boat Tours | Architecture River & Lake Cruises | City Cruises™

How long are the architectural boat tours in chicago in 2024.

Architectural boat tours are 75-minutes of narration about the unique architecture and famous landmarks in Chicago.

Can you drink on the Chicago architecture tour?

Yes, you can drink on the Chicago architecture tour. You’re able to bring your own beverages on board (no glass containers). Drinks and snacks are also available online or in-person from our concessions partner, Harry Caray’s. You can also add drinks or food enhancements during the online checkout process or ask the ticket booth agent for assistance on the day of your cruise.

Why is Chicago so famous for architecture?

Chicago is famous for its architecture because it reflects the city’s history and multicultural heritage, featuring prominent buildings in a variety of styles. Chicago is home to one of the largest and most diverse collections of skyscrapers in the world. For example, Willis Tower and Merchandise Mart.

What is the best Chicago architecture cruise to take?

The Chicago Seadog River & Lake Architectural Tour is the best Chicago architecture cruise. It offers fun for the whole family (and the dog, too!) with live narrations along the city’s shore. After the architecture cruise, you can enjoy the speed of Seadog during a short speedboat ride on the lake!

What to wear on a Chicago architecture boat tour?

We suggest you wear casual attire on our Chicago architecture boat tour.

When is the best time to do an architecture cruise in Chicago?

The best time to do the Chicago Seadog River & Lake Architectural Tour is year-round, but May through October are the most popular because of the weather. We also offer a brunch architecture cruise year-round which is on our luxurious glass-enclosed vessel and has climate-controlled interior decks providing 270-degree views of the architecture, in any weather.

Where to park for the City Cruises Chicago architecture tour?

You can Park at Navy Pier or the surrounding area. You’ll be departing from Navy Pier | 600 East Grand Avenue, Chicago, IL. Here is a link to where you can park for the architecture tour.

What to bring on an architecture boat ride in Chicago?

Here is a list of things you can bring on your architecture tour, including alcohol, a smartphone, and the City Experiences app, which lets you listen to the tour in 44 different languages.

What are some of the most popular sights to see on a Chicago architecture tour?

Some of the most popular sights to see on a Chicago architecture tour are Willis Tower, Tribune Tower, and the Bucking Fountain. While also gaining insight into the city’s most famous landmarks from your guide.

What is included in a City Cruises Chicago architecture tour?

City Cruises Chicago architecture tours are the only tour to take you from the lakefront, through the locks, and alone the Chicago River all the way to the famous Willis Tower. This ride also includes a short speedboat ride portion on the Lake!

What are other architecture tours offered by City Cruises Chicago?

The other architecture tours offered by City Cruises Chicago are Premier Plus Architectural Brunch Cruises on the Chicago River, the Premier Plus Architectural Lunch Cruise on the Chicago River.

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Chicago River Boat Architecture Tours

Chicago River Tours | Fireworks Tours | Jazz/Cocktail Tours

Combo City Minibus and Riverboat Architecture Tour

BOOK YOUR TOUR NOW

Experience the best of Chicago by land and water on our top-rated combo tour! Start with a 90-minute guided bus tour through downtown, and seamlessly transition to the 90 – minute Chicago Architecture River Cruise. Here you will glide along the Chicago River and learn about the city’s rich history and iconic architecture from a knowledgeable guide.

Tours run at 10am, 12pm and 2:00pm for 3.5 hours.

This one of a kind journey starts on a comfortable minibus, whisking you through the city’s most iconic landmarks. You will make a stop at the Museum campus and the legendary Chicago bean for breathtaking photo opportunities, before cruising past the Magnificent Mile, Gold Coast, and more, with expert commentary highlighting each site’s unique story.

The tour continues with a riverboat adventure, giving you a front-row seat to Chicago’s world-renowned skyline from the water. Marvel at the towering skyscrapers and historic buildings that make Chicago the birthplace of modern architecture. Whether you’re a local or a visitor, this tour is designed to give you an unparalleled perspective on the city’s rich architectural heritage.

Don’t miss this immersive experience that perfectly blends the best of land and water, offering you a comprehensive view of the Windy City that’s as informative as it is unforgettable. Book now and secure your spot on Chicago’s top-rated combo tour!

Tour Itinerary 

• Meeting location: 465 N McClurg Ct, Chicago, IL 60611, USA. This is where the tour will depart from.
• Museum Campus (there will be a stop here)
• The famous Chicago bean (there will be a stop here)
• The Magnificent Mile (drive by without stopping)
• Gold Coast (drive by without stopping)
• Streeterville (drive by without stopping)
• Skydeck Chicago (drive by without stopping)
• Adler Planetarium (drive by without stopping)
• Millennium Park (drive by without stopping)
• Water Tower Place (drive by without stopping)
• Tribune Tower (drive by without stopping)
• Archdiosese of Chicago – Cardinal Mansion (drive by without stopping)
• Final stop – Chicago River, 465 N McClurg Ct, Chicago, IL 60611, USA. Here, you will board the Riverboat Architecture tour (duration: 90 minutes)

Are you ready to learn more about Chicago’s architecture on land and water? Be sure to bring your camera – you’re not going to want to miss these shots. Book the Combo City Minibus and Riverboat Architecture Tour today!

By Phone: (708) 488-6343

Tour departure and drop off location.

465 N McClurg Ct, Chicago, IL 60611, USA

Please meet your tour guide 15 minutes before the departure time, here you will depart for the bus and will return here to board the boat!

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Chicago’s Best 90-Minute Architecture Boat Tour

Upper and Lower Decks with 360° Views

Guided Tour With Expert Commentary

Discover the History Behind the Architecture

Behold the architecture that makes the city of Chicago famous! On our 90-minute boat charter, your tour guide will teach you about the monuments that have survived the years. Get to know the Windy City from the water and admire the extraordinary vistas as we cruise gently along.

Discover the unique story of Chicago by learning about the architectural marvels that line its shores.

Listen to in-depth commentary from your tour guide about the different artistic styles used throughout the decades.

Get a first-hand glimpse at the buildings mentioned from the ship’s open-air upper deck or its enclosed, air-conditioned main deck.

Admire incredible city panoramas from all sides with the ship’s 360° viewing capabilities.

The only tour that goes all the way to the locks on the main branch, Chinatown on the south branch, & Goose Island on the north branch. You’ll see the most on this tour.

Capture amazing skyline photos from your unique onboard position.

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Trip details.

• Good To Know

Key Information

Price per person.

Seniors (ages 55+), Military, Veterans, COVID-19 Healthcare Workers, and First Responders: $25.00 Students (ages 4 to 17): $25.00 Children (ages 3 and under): Free, but needs a registered ticket

Groups of 10 or more adults: Please see our group cruises and tours page to learn more about discounts.

Departure time

Exact departure times can be found on our ticket page . Please arrive 30 minutes before your scheduled departure time.

Ticketed passengers must be boarded 10 minutes before departure time , as standby boarding starts 10 minutes before scheduled departure. Ticketed passengers who arrive late will be placed at the end of the standby line. There are no refunds for those who arrive late.

Meeting point

“Summer of George” docked at River City Marina 900 S Wells St, Chicago, IL 60607 Upon Arrival, follow these directions .

We typically operate from May to October. However, please check our calendar for exact availability.

Discover Chicago’s Architecture From A New Angle

Chicago river tour.

Our 90-minute boat tour on the Chicago River is our most popular choice! This tour goes in depth into the history of the Windy City’s architecture. We’ll pass by well-known structures like the Wrigley Building —a terra-cotta building inspired by the Seville Cathedral’s bell tower —as well as modern additions like Trump Tower. Even if you’re not an architecture buff, you’ll enjoy learning about how Chicago’s construction goes hand in hand with its history. Enjoy commentary by our expert guides and discover the buildings that make up the famous skyline . We’re excited to take you on a journey through Chicago’s past.

Enjoy our 90-minute architecture boat ride that will start at our docking location and take you to all 3 parts of the river. We begin at the “Summer of George” docks, travel the main branch up to the river locks, via the north branch to Goose Island, and down the south branch to Chinatown before returning to the starting point.

Other Important Information

• All guests including children and babies need a ticket to board.
• All tickets are non-refundable and cannot be rescheduled.
• All event tickets are general admission, and there is no assigned seating .
• Please arrive early if you’d like to be seated with your group.
• Our tours operate rain or shine so please do not contact us to inquire if the tour will be canceled. Unless you receive a cancellation email from us, please assume the tour will go on as scheduled. In the event of rain, you may bring a poncho or an umbrella. There is also an interior deck on the boat.
• Due to unforeseen circumstances, a tour may get canceled. In the event of a cancellation, we will provide you with a credit for a future tour.

Frequently Asked Questions

Our dock is located at the River City Marina at 900 S Wells St, Chicago, IL 60607 . To get here, guests need to head south on Wells Street and enter through the parking lot behind the River City condominium building. The parking lot is located across from the soccer field on 9th Street and Wells. Please note that you do NOT need to go into the building to find us. Once you arrive, we will complete your registration in the parking lot before embarking. Please note that the cruise starts and finishes at this location.

One of the perks of booking an architecture boat cruise with Tours & Boats is that parking is relatively easy to find! There is a parking lot located at the marina , and it costs around $10 . For more information, please see our detailed guide here . However, please note that it is possible for the parking lot to fill up early, and we are not responsible in the event that you are unable to find a spot . For this reason, we recommend arriving early so that you can find alternate parking, should the need arise.

If the date you want is not listed on the calendar, this means our boat is reserved for a private event. However, we do sometimes add new cruise dates or times if an opening becomes available, so please check back often.

Yes. Even though children age 3 and under are free, you need to register them for a ticket. This is because the Coast Guard counts all human passengers on the boat.

Please see our other FAQs for more information.

See what our guests are saying.

We had a great time on this tour. The captain had a great sense of humor and the tour guide was very knowledgeable. She not only talked about the architecture of the building style but had some great history and facts about them as well. We were even able to enjoy this with our toddler along for the ride! Would highly recommend for adults and families of all ages!

We had a great informational time on the tour. So many buildings, so little time! Even at 90 minutes the tour seemed to fly by. Our guide, Sean, did a great job keeping the same pace as the boat describing each building in great detail, builders, architects, year, styles, and revisions.

If you only have time for 1 thing to do while you are in Chicago, the architectural boat tour is it! So educational, pleasant and interesting. I really enjoyed it. The guide was incredible with the amount of knowledge he had of the buildings and the city and he weaved it into really engaging stories.

Rated as the best tours in Chicago. Our expert docents will guide you by boat, bus, train or on foot and share the stories behind the buildings.

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A Review of Wendella’s Architecture Boat Tour in Chicago

• November 20, 2023
• Updated December 12, 2023
• In Illinois

Are you thinking about taking an architecture boat tour in Chicago?

If you ask anyone what to do when visiting Chicago, an architectural boat tour on the Chicago River is always highly recommended.

A boat tour is an easy way to see a large chunk of Chicago in a short amount of time. Plus, you get the added bonus of learning about Chicago’s history, like the Great Fire and the World’s Fair, and how it impacted Chicago’s landscape and skyline.

We took a boat tour with Wendella when we visited Chicago. We enjoyed the guide’s humor and her extensive knowledge about the city, buildings, and architects.

You have many options when it comes to Chicago River boat tours. However, we love that Wendella offers both 45 and 90-minute tours. And they are the only boat tour company that is open year-round!

The review below shares more about what to expect on a Chicago architecture tour with Wendella. Let’s dive in!

Disclosure: Some of the links below are affiliate links, meaning, at no additional cost to you, we may receive a commission if you click through and make a purchase.

What to Expect on a Chicago River Tour

A Chicago architecture boat tour is one of the best ways to learn about the city’s history while also seeing a large chunk of the city in a short amount of time. It’s a great option if you only have one day in Chicago . But we think it’s worth doing no matter how much time you spend in the Windy City!

On a Wendella boat tour , the guides narrate the tour, sharing funny jokes and interesting stories about famous landmarks like the Willis Tower (formerly Sears Tower), Tribune Tower , and the Wrigley Building .

The tour offers a fascinating look into the city’s evolution, from the Great Fire of 1871 that spurred innovative architectural rebirth to the groundbreaking designs that define Chicago’s skyline today.

Wendella Architecture Tour: A Review

Tour Options

Wendella offers several different tour options to suit your time constraints and interests.

Their  45-minute Chicago River Architecture Tour  provides a short yet comprehensive tour of the city’s skyline. It shares interesting facts about the various buildings along the Chicago River (and others nearby) while sharing information about the city’s history, including the World’s Fair and the Great Fire.

Wendella also offers two 90-minute tours.  The 90-minute   Chicago River Architecture Tour  is a more extended version of the 45-minute tour, giving guests a more comprehensive tour that navigates all three branches of the Chicago River. This is the most popular tour for good reason.

Wendella’s Lake and River Architecture Tour   is their original tour offering. It not only takes you on the Chicago River but also Lake Michigan. You’ll get to enjoy and learn about Chicago’s skyline as seen from the Chicago River. Then, you’ll go through the Chicago Lock and float out onto Lake Michigan for the best view of the city.

Prices for the Wendella Chicago Boat Tour

How much a Wendella architectural boat tour costs depends on the tour you take. These are the prices as of publication:

• The  45-minute archi t ecture tour  costs $12 for kids ages 4-12 and $27 for anyone 13 and up. Children under 4 are FREE but still require a ticket.
• Both  90-minute tours  cost $19 for kids ages 4-12 and $42 for anyone over 12. Children ages three and under are FREE, but still, you need to reserve them a ticket.

Amenities on Board a Wendella Boat Tour

Plenty of amenities are   available to you during your architectural river tour on Wendella.

Let’s get the most critical amenity out of the way first. Yes, there are  restrooms on board ! So, if you’re visiting Chicago with kids, you don’t have to worry about them needing to use the bathroom right after the boat leaves the dock.

If you get hungry or thirsty on board, there is a  full-service bar  serving soda, wine, local beer, and cocktails. They also have some  snacks  available for purchase.

Lastly, although we recommend sitting on the top deck for the best views of the city, the below deck is climate-controlled. So, if you’re visiting Chicago on a hot day or during the winter, you’ll be plenty comfortable on board.

Wendella Chicago River Tour Experience

You’ll have fun on a Wendella boat tour! Most people agree that the Wendella architecture tour is a  more relaxed experience  compared to other Chicago boat tours. The guides tell corny jokes (almost on par with the Jungle Cruise at Disney) while sharing exciting history and tidbits about the architecture in Chicago.

The  45-mi nute tour  will take you along the Chicago River, first heading west and south before turning around. You’ll get views of the buildings in the Loop, West Loop, and River North neighborhoods, as well as the Navy Pier.

Wendella’s  90-minute architecture tour  follows a similar route as the 45-minute, except it heads further south on the Chicago River and explores some of the north branch.

If you opt for the  90-minute Lake and River tour , you’ll experience a shorter tour on the Chicago River, but then you’ll go through the Chicago Lock and enjoy the view of the skyline from the massive Lake Michigan.

This  map  on Wendella’s website gives you an idea of where you’ll be along the river and lake.

The boat tour on the Chicago River was very  smooth . No big waves to cause rocking of the boat. Of course, if you’re prone to motion sickness, you may want to take medication or wear a patch prior to boarding. We did not do the Lake and River tour, but it is probably rougher out on Lake Michigan than the river.

Fun Fact: There are almost two dozen bridges that cross the Chicago River in the downtown area, alone. You’ll go under several of them while you’re on your architectural boat tour!

Tips for Your Wendella Boat Ride

• Arrive early:  They ask you to arrive 15-30 minutes before the tour to allow time to board. We arrived precisely 30 minutes before the tour started, and people were already in line. If you want a seat on the top deck, get there early.
• Sit near a speaker or close to the guide:  The guides share so many interesting facts and silly jokes you don’t want to miss them because you can’t hear them. They use a microphone, but with the sounds of the city, the wind, and other passing boats, it can be hard to hear everything.
• Dress warmer:  Unless it’s the middle of summer, you’ll probably be a little colder on the boat than you are walking around the city. Between the water and the breeze from the boat, it makes you feel colder, so bring a jacket in the fall and spring, and don’t forget a hat and scarf in the colder months.

FAQs About Architectural Boat Tours in Chicago

How much is an architectural boat tour in chicago.

The cost of an architectural boat tour in Chicago depends on which company you use. Prices for a 90-minute boat tour can range from $19-$30 for kids and $42-$50 for adults. A 45-minute boat tour is less expensive.

How long is the Chicago architecture boat tour?

The average Chicago architecture boat tour is 90 minutes long. However, Wendella offers 45-minute tours. Plan at least an additional 30-40 minutes before the tours for parking and waiting to board.

Is there alcohol on the Chicago architecture boat tour?

Every Chicago architecture boat tour offers a full-service bar with beer, wine, and cocktails.

Is the Chicago River tour worth it?

If you’re trying to see as much of Chicago as possible in a short time, the Chicago River tour is worth it. You’ll learn a lot of history about the city, see impressive buildings, and learn about the architectural style, all from the comfort of a smooth sailing boat.

Where does the Chicago Architecture Tour go?

Every Chicago architecture river tour follows the Chicago River. Depending on the tour and the tour length, you might navigate all three branches of the Chicago River. Some tours also go out on Lake Michigan.

Do Chicago architecture tours run in the winter?

Due to the unpredictable weather, many companies that offer architectural boat tours don’t provide them in the winter months. However, Wendella offers both their 45-minute and 90-minute river tours in the winter, typically on weekends and holidays.

Other Chicago Architecture Boat Tours

We loved our Wendella architecture river tour. However, if you’re looking for more options there are several companies who offer architectural boat tours in Chicago.

• Mercury Cruises’ Urban Adventure Cruise offered May – October
• Chicago Architecture Center’s River Cruise offered March – November
• Shoreline Sightseeing’s Architecture River Tour offered May – December
• Chicago Line’s Architectural Cruise offered spring – November

Wrapping Up Our Wendella Architectural Boat Tour Experience

We loved our boat tour on Wendella. We took the 45-minute tour, and it was perfect for our family. It’s a great option when you have young children or are trying to pack a lot of time in Chicago, especially if you only have one day to enjoy the city like we did.

The tour was fascinating; we learned a lot about the history of Chicago and the city’s different architectural styles. It was the perfect way to see a lot of Chicago in a short amount of time.

Read It Now. Pin It For Later!

Lauren is the visionary behind Where the Wild Kids Wander. She is a travel enthusiast who lives outside of Philadelphia. For more than a decade, she's been hitting the road, exploring the nooks and crannies of the United States alongside her family. Her passions include visiting big cities and small towns and trekking through nature's trails. She loves sharing those adventures with fellow travelers.

Things To Do | Get yourself on a boat: The best booze cruises…

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Things To Do

Things to do | get yourself on a boat: the best booze cruises in chicago.

Grab your life-jackets and your goggles (beer or otherwise) and head to these 14 booze cruises to work on your sea legs while getting raucously drunk.

Island Party Boat Monroe Harbor, 312-600-8454 If you’re OK with bordering on tacky, take an Island Party Boat booze cruise along the Chicago River. For $30, you can spend an hour drinking to excess against a soundtrack of ukulele tunes and pretending the water below you isn’t an unnatural color. Dogs are allowed to join you so long as they aren’t scared of drunk strangers. Tickets: islandpartyboat.com .

Mystic Blue Craft Brew Cruises Navy Pier, 866-391-8439 If your drinking preferences are on the refined end of the spectrum, Mystic Blue’s craft brew events are perfect for you. Throughout the summer, the boat will play host to a few select events featuring only the best of Midwest beer and ciders—and one day that’s all about Belgiums brews. Prices range from $39.90 to $49.90 per person. Tickets: mysticbluecruises.com

After Work Cruises aboard Anita Dee II Navy Pier, 866-261-9330 Every summer night is a night for drinking, right? On Monday and Tuesday nights, hop aboard the Anita Dee II at Navy Pier for three hours of sailing and boozing with other professionals drinking off the two hardest days of the week. These two cruises run from 6-9 p.m. with tickets starting at $25 per person. Tickets: afterworkcruises.com

Chicago Cocktail Cruises at Navy Pier Navy Pier, 866-273-2469 Up your boat drinking game with these craft cocktails on offer aboard this skyline cocktail excursion. Starting at $44.90 a person, you’ll have from 3:30-6 p.m. to eat hors d’oeuvres, shake your groove thang on a DJ’d dance floor and mingle with other Chicagoans (and probably some tourists) just trying to live their best lives. Tickets: spiritcruises.com

Eat, Drink & B. Mary Brunch Cruise Navy Pier, 866-273-2469 Why not take your usual Sunday brunch out on the water? This two-hour cruise on Lake Michigan will serve up not only your brunch favorites buffet-style, but also bloodies and mimosas for you to sip to your heart’s content. Tickets start at $57.90. Tickets: spiritcruises.com

Friday and Saturday Night Booze Cruises with Chicago Party Boat DuSable Harbor If you’re OK with being surrounded by a bunch of drunk 20-somethings trying to cling to their college days, this cruise is the place to be. Ranging $20-$50 depending on the date and the occasion, these cruises feature a live DJ. Tickets: chicagopartyboat.com

Beer and BBQ Cruise with Wendella Boats 400 N. Michigan Ave. 312-337-1446 Make Ron Swanson proud on this two-hour cruise down the Chicago River to Lake Michigan. Sip craft beer while you nosh on barbecue offerings courtesy of Sweet Baby Ray’s. Tickets start at $53.75 and tours run from 5:45-7:45 p.m. every Thursday. And if the weather doesn’t hold up, no sweat. Each boat includes climate-controlled lounges so your money won’t go to waste. Tickets: wendellaboats.com

Wine and Cheese Cruise with Wendella Boats 400 N. Michigan Ave. 312-337-1446 The finer things in life await you on the high seas—er, lake—of Chicago with this wine and cheese-devoted event taking off every Thursday at 5:45 p.m. along the Chicago River. Wine and cheese pairings from Pastoral make this the highest-class trip you’ll find on the Great Lakes. Tickets: wendellaboats.com

Summer Brew Cruises with Revolution Brewing Navy Pier, 312-222-9328 Celebrate Chicago’s craft beer connoisseurs at Revolution on this brew cruise featuring seasonal craft beer tasting, appetizer pairings and views of the Chicago skyline. For $49 per person, take in the sights and sounds of the city for 90 minutes while you sip on your favorite Revolution beer to the soundtrack of live music and hipsters discussing the different flavor profiles. Tickets: shorelinesightseeing.com

Illinois Made Cruise Navy Pier, 312-222-9328 All things Illinois will take center stage on this 90-minute ride around the shoreline. For $49 per person, dabble with different food and drink vendors from across the state, all while appreciating the Windy City we call home. Tickets: shorelinesightseeing.com

Hard Cider Tasting Cruise Navy Pier, 312-222-9328 Beer isn’t for everybody—or so we’ve heard—but cider is a good substitute. This $49 per person cruise features a lineup of different grown up apple juices, both local and from across the country. For the uninitiated, the tasting cruise will begin with a lesson in how to properly sip a cider … or you can say “screw it” and throw it back. Tickets: shorelinesightseeing.com

Wine Tasting Cruises with Lynfred Winery Navy Pier, 312-222-9328 Keep it classy with this wine tasting (read: not chugging) along the Chicago skyline. Hosted by Illinois’ oldest family-owned winery, this cruise will kick off with a wine course and “generous” tastings of Lynfred’s most popular selections. A fancy summer night awaits you. Tickets: shorelinesightseeing.com

City Winery Wine Flight River Cruises 11 Chicago Riverwalk, 888-636-7737 Leave your three buck chuck at home and hop aboard this Seadog cruise by City Winery. Spend 75 minutes admiring Chicago’s architecture with a guided tour of the city as you sip on select City Winery favorites. Tickets range $41.95-$53.95, depending on how much wine you’re looking to throw back in an hour and a half. Tickets: seadogcruises.com

Chicago Line Architecture Cocktail Cruise 465 N. McClurg Court 312-527-1977 Sponsored in part by the Chicago History Museum, this architecture cruise is equal parts boozy and informative. For $21 on top of your admission, you’ll have access to unlimited wine, beer and mixed drinks during your 90 minutes aboard the boat. Regular admission starts at $43. Tickets: chicagoline.com

@shelbielbostedt | [email protected]

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Lake & River Architecture Tour

Chicago's Original Architecture Tour®

A Chicago family tradition since 1935, this is the tour that started it all. The journey begins with an up-close perspective of Chicago's internationally-known architecture as seen from the Chicago River. Then, venture through the Chicago Lock to gain a new perspective of Chicago's architecture from Lake Michigan.

Schedule & Tickets

• Adult: $44.00
• Child (4-12): $20.00
• Under 4: Free (ticket required)

TICKETS ARE NON REFUNDABLE BUT ARE TRANSFERABLE.

• Parking & Directions
• More Information
• Boarding begins 15-30 minutes prior to scheduled departure time.
• All bags are subject to inspection
• Prohibited Items: Outside Alcohol, Weapons of any kind (Firearms, Knives, etc.), Flammables, Explosives.

Your Boat Includes

Drinks & Snacks

Full-service bar with wine, local beer, and craft cocktails, as well as an assortment of snacks, all for purchase. Pinkies up!

Expert Tour Guide

Never boring, always entertaining.

No need to hold it. We have changing tables for the little ones who don’t know what holding it is.

Climate-Controlled Lounge

Keeping you cool when it's warm and warm when it's cool (or freezing).

BOOK YOUR EXPERIENCE NOW

Chicago: Gourmet Brunch, Lunch, or Dinner River Cruise

About the activity

Enjoy views of Chicago's riverfront architecture as you cruise along the Chicago River. Admire the scenery from the ship's glass-enclosed dining area. Choose between a brunch, lunch, or dinner cruise.

• Free cancellation This activity is non-refundable.
• Instant confirmation & Mobile tickets Receive your ticket right away. Use your phone or print your voucher.
• Non-guided activity Live and audio guiding is not available.
• Host or greeter English
• Duration 2-2.5 hours
• 2-hour cruise
• 3-course meal
• Unlimited coffee, hot tea, and iced tea
• Onboard DJ (for dinner cruises)
• Architectural narration (for lunch and brunch cruises)
• Navy Pier fireworks (on Wednesdays and Saturdays)
• Service fee
• Alcoholic drinks (available to purchase)
• Photos (available to purchase)
• Enjoy a relaxing dining cruise along the Chicago River
• Experience uninterrupted views of Chicago's riverfront architecture
• Savor a chef-prepared meal, freshly prepared onboard
• Learn about some of the architectural highlights along the way
• Creative cocktails, wine, and beer from our fully-stocked cash bar

Description

Sail along the magnificent skyline on our luxury brunch, lunch, or dinner cruise and enjoy a fine dining experience on the Chicago River while admiring unparalleled riverfront views. Explore the beautiful Chicago Riverwalk as you board the boat and be welcomed aboard by the crew while the ship's photographer captures the moment. Arrive early, dressed to impress, and be escorted to your table in the dining area. With its gorgeous glass-enclosed design, you can enjoy Chicago's incredible architecture from your seat. Savor a delicious meal prepared freshly on board and purchase a cocktail from the fully stocked bar. Brunch cruises feature bottomless mimosas, enhancing your dining experience. Enhance your outing with music provided by an onboard DJ during the dinner cruise. For lunch and brunch cruises, listen to informative commentary on some of the architectural highlights along the river. On Wednesday and Saturday evenings throughout the summer, enjoy the Navy Pier fireworks display. This upscale experience on the Chicago River is complete with exceptional service and a memorable atmosphere. Elevate your weekend with an unforgettable afternoon of dining against the backdrop of Chicago’s most spectacular scenery. Sample Dinner Menu Choice of starter: Caesar salad, lobster soup Choice of main course: Jumbo lump crab cakes, maple, and mustard glazed chicken breast, braised beef short rib, jumbo forest mushroom ravioli Choice of dessert: Eli’s original cheesecake, duo seasonal sorbet, chocolate decadent cake, odyssey signature warm butter cake Sample Brunch Menu Choice of starter: Caesar salad, Scottish smoked salmon toast, Greek yogurt, and granola parfait, fresh blueberries and strawberries Choice of main course: Cannellini bean shakshuka, maple, and mustard glazed chicken breast, scrambled eggs, raisin and cinnamon french toast Choice of dessert: Eli's New York-style cheesecake, tres con leche flan, triple chocolate mud pie, freshly cut fruit, and fresh strawberries Sample Lunch Menu Starter: Caesar SaladChoice of main course: Jumbo forest mushroom ravioli, maple, and mustard glazed chicken breast, oven-baked Atlantic salmon fillet, braised beef short ribChoice of dessert: Eli's New York-style cheesecake, freshly cut fruit, and fresh strawberries, duo of sorbet

• Tickets for infants are free, however, make sure you select the free infant ticket option to ensure admittance on the cruise
• There is a dress code of dressy-casual attire, casual jeans, T-shirts, athletic shoes, or flip flops are discouraged
• In order to guarantee that your group can be seated together, please make sure to make just one reservation for your entire party. If members of your group make separate reservations, the activity provider cannot guarantee that you will be seated together

Cruise with Lunch

Cruise with dinner, cruise with dinner and navy pier fireworks, reviews & ratings, top 5 similar architecture cruises & boat tours in chicago.

Chicago: Architecture River Cruise Skip-the-Ticket Line

Cruise along the Chicago River on a boat tour and discover hidden architectural gems among the city’s renowned landmarks, with live narration.

• 75 minutes • Skip the line

Chicago River: 1.5-Hour Guided Architecture Cruise

Experience Chicago’s legendary architecture from the best seat in the house: the river. Enjoy a comprehensive tour with a live fun guide as you navigate through the heart of the city covering all 3 branches of the Chicago River.

• 1.5 hours • Skip the line • Guiding available

Chicago: 1.5-Hour Lake and River Architecture Cruise

Skip the ticket line for Chicago’s only architecture cruise on both Lake Michigan and the Chicago River. Learn about Chicago's internationally-known architecture from expert local guides as you discover the city from riverfront to shoreline.

Chicago: 45-Minute Family-Friendly Architecture River Cruise

Cruise down the Chicago River and see the city’s most spectacular landmarks on a boat cruise with live, family-friendly commentary and a full-service bar on board.

• 45 minutes • Skip the line • Guiding available

Chicago: Architecture Boat Tour with Drinks

Experience the iconic scenery, skyscrapers, and architecture of Chicago on a guided boat cruise through the heart of the city. Pass by the Willis Tower, Wrigley Building, Tribune Tower, and more.

• 1.5 hours • Guiding available

Frequently Asked Questions

Prices & booking.

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The 15 best boat tours in Chicago

See the skyline from dazzling new vantage points aboard one of the best boat tours in Chicago

Step up your sightseeing game by taking things further than street-level with these top boat tours in Chicago. Swap a walk along Michigan Avenue and State Street with a relaxed ride across the water, where there's no chance of taking a wrong turn.  Both the Chicago River and Lake Michigan offer unparalleled vantage points for taking in the city’s world-famous architecture and the  breathtaking Chicago skyline .

From architecture tours and history lessons to straight-up  sightseeing affairs , romantic sunset excursions and pirate-themed family fun, there's a Chicago cruise for every groove. 

RECOMMENDED: 📍 Find more to explore with the best things to do in Chicago 🏨 Plan your trip with the  best hotels in Chicago 🍹 See more views from the best rooftop bars in Chicago

How do we determine the cream of the crop? Our staff picks combine the top, most recent reviews with some of our personal favorites to make sure you get the best deal on the web. Throughout this article, you may notice some affiliate links – these have no influence on our editorial content – we pinky swear. For more information, see our  affiliate guidelines .

Been there, done that? Think again, my friend.

Best Chicago boat tours

1.  1.5-hour guided architecture river cruise.

Best for  panoramic views 

Departing from Navy Pier's Polk Bros Park or the northeast corner of the Michigan Avenue Bridge, this 60-minute trip packs in all of the architectural sights that visitors want to see. Tour guides highlight more than 40 towering Chicago landmarks, including the Tribune Tower, the Wrigley Building, and Marina City (a.k.a. "The Corncobs" or " The Wilco Building "). 

Don't miss:  Locally sourced food and drink from the boat bar.  

2.  Seadog River and Lake Architectural Tour

Best for  design geeks

There are few more iconic Chicago sights than seeing the bright yellow Seadog speeding around town. Combining speed and sightseeing, Seadog’s architecture tour whizzes guests past the likes of the Willis Tower and Lyric Opera, all while arming you with an impressive load of facts about the Windy City. And after this blustery 75-minute Chicago River cruise has finished traversing the waters, it ends with a thrilling whizz across Lake Michigan, past Museum Campus, and Grant Park. This one departs from Seadog’s dock at Navy Pier throughout the summer months.

Don't miss:  Local beer, spirits and Garrett's Popcorn at the boat bar.

3.  Wendella: Chicago's Original Family-Friendly Architecture Tour

Best for families

If you're weighing your options, Wendella's architecture tour (which it claims is Chicago's original ) is another way to explore all of the beautiful structures that line the river. Over the course of the 90-minute tour, you'll navigate all three branches of the Chicago River, while your guide fills you in on the stories behind some of the skyline's most prominent edifices. This tour departs from the Wendella Dock, located at the northwest corner of the Michigan Avenue Bridge at the foot of the Wrigley Building.

Don't miss: Live commentary from the tour guide, with material to entertain the whole family. 

4.  1.5-Hour Romantic Sunset Cruise

Best for a romantic cruise

How do you end the perfect day of sightseeing? With the perfect sunset, obvs. Setting off from Wendella Dock (at the northwest corner of the Michigan Avenue Bridge at the foot of the Wrigley Building), this 90-minute cruise will breeze along Lake Michigan as the glint of the sun on Chicago's skyscrapers is replaced by twinkling city lights. 

Don't miss: Toasting to the end of the day with wine, local beer and hand-crafted cocktails.

5.  Tall Ship Windy Architecture & Skyline Sailing Tour

Best for an informative sailing trip

Let the wind carry you to stunning views of the city from aboard the Tall Ship Windy, a four-masted, 148-foot topsail schooner. The 75-minute trip cruise brings guests on a scenic route running along the Lake Michigan shoreline, where you can take in lovely skyline vistas and glimpses of the sunset. Head to the onboard bar to find snacks and drinks for sale. 

Don't miss:  Bring the kids for the special pirate-themed cruise, featuring  tales of swashbuckling  on the Great Lakes.  

6.  Seadog Speedboat Tour

Best for adrenaline junkies

If you balk at the idea of traipsing around museums and galleries all day with just your legs for locomotion, this whistle-stop boat ride is the tour for you. See every worthy Chicago landmark in 30 minutes on Seadog’s speedboat, which can sometimes feel like a floating rollercoaster. Launching from Navy Pier, the captain will efficiently guide you (with a running commentary) around Lake Michigan, past Museum Campus, Magnificent Mile, Grant Park, and more.

Don't miss: Upgrade to the Extreme Thrill Ride, which includes full 360° spins and more. 

7.  Lake Michigan Skyline Sightseeing Cruise

Best for skyline views

Want to see Chicago from the water but don't have much time to spare? You can peep the skyline in just 30 minutes on Shoreline's Classic Lake Tour, which departs from Navy Pier and boasts some of the best views you'll find on Lake Michigan. The commentary on this Chicago architecture tour is pre-recorded, so you won't miss out on any information because your guide ran out of time (and if you've heard it before, you can sit back and enjoy those sweet, sweet sights).

Don't miss: Proceeding straight to the boarding line with a barcode that lets you skip the ticket office. 

8.  Lake Michigan Gourmet Dinner Cruise

Best for dinner and dining  

Enjoy a three-course gourmet dinner on the water in the Odyssey Chicago, where you can enjoy breathtaking views of the skyline surrounding you. Departing from Navy Pier, this cruise includes a dinner with freshly prepared entrées, mains, and desserts. The 2.5 or 3-hour ride takes you around Lake Michigan, with a cash bar to keep the drinks flowing throughout your meal.

Don't miss: The live DJ set and unlimited tea and coffee.

9.  Chicago's Lake Michigan Kayak Tour

Best for the outdoorsy type

If you want to couple a workout with your sightseeing, consider touring Lake Michigan by kayak. The rental lasts one hour and if you've never kayaked before, don't worry – tandem kayaks are available for less experienced guests. The meeting point is at Ohio Street Beach and you'll be provided with a life jacket on arrival before paddling out onto Chicago's most incredible river view.

Don't miss: Take a break along the urban beachfront, with the chance to also rent stand-up paddle boards.  

10.  Lake Michigan Buffet Brunch Cruise

Best for brunching - as long as you don't get sea sick that is.

If you're looking for dinner with a view, you could do worse than watching the sunset against the skyline aboard this 2.5 or 3-hour Lake Michigan brunch, lunch, or dinner cruise. Grab a group of friends and book a table – ideally one with a window-facing view—for a buffet-style meal before making your way to the dancefloor for an evening of DJ-curated music. Unlimited coffee, tea, and water will be on hand.

Don't miss: Creative signature cocktails at the bar. 

11.  Lake Michigan Odyssey Gourmet Lunch Cruise

Best for a cute date night 

Why settle for lunch at a land-bound restaurant when you could eat your meal on Lake Michigan? The Odyssey's lunch cruise includes a three-course meal and all the coffee, hot tea, iced tea and water you can drink. Visit the cash bar to buy wine, beer and cocktails and enjoy the views on this two-hour tour.

Don't miss: Dance on the top deck to tunes played out by the onboard DJ. 

12.  Lady Grebe Chicago River Experience

Best for small groups

Want to feel extra posh? Grab a group of up to six friends and book a private cruise aboard Lady Grebe, a 48-foot vintage yacht that can be reserved for two-hour trips along the Chicago River. The reservation comes with a premium drinks package and you can also opt to kick things up a notch with picnic baskets full of food or full-service catering. 

Don't miss:  Book a Chicago Architecture Center docent to give a guided tour for an educational twist.

13.  Chicago Electric Boat Company Tour

Best for a casual cruise 

Go your own way. Be your own captain. That’s what’s on offer with this Chicago River tour. The Chicago Electric Boat Company lets passengers steer the ship themselves (if they’ve got a valid driver’s license and watched a 10-minute tutorial, that is), allowing total freedom on the Windy City’s waterways. If you’re looking to still have some kind of tour, you can hire a personal tour guide—and we haven’t even gotten to the best bit. These boats are all electric, so they’re a little bit more environmentally friendly, too.

Don't miss: Hot tub boat rentals are also available.

14.  Chicago Architecture Center River Cruise Aboard Chicago’s First Lady

Best for an iconic vessel

There's a reason the Chicago Architecture Foundation's beloved tour has been named the Best Boat Tour in the U.S.  The center’s official tour goes into detail on more than 50 buildings both on the riverfront and beyond. In doing so, they give a fascinating history of the city and those that built it—plus you can easily upgrade your ticket to include entry to just Chicago Architecture Center itself. It’s a proper design enthusiast’s dream. This one leaves from the Chicago First Lady Cruises dock and lasts around 90 minutes. 

Don't miss:  Gather friends for the serene evening cruise for just a few dollars more.

GYG Chicago TTD

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