chicago boat tour companies

Your guide to Chicago lake and river cruises

One of the best ways to see Chicago is from the water. The city is home to two stunning waterfronts — the Chicago River and Lake Michigan — and each offers plenty of cruise options. Admire the skyline on a lakefront cruise, learn about the city’s iconic architecture on a Chicago River cruise, enjoy dinner and dancing aboard an all-glass vessel, sip cocktails on a tiki-themed boat, paddle your own kayak — the options are truly endless. Here’s your guide to Chicago lake and river cruises, boat tours, dinner cruises, and beyond.

See it all with Shoreline Sightseeing

One of Chicago’s classic cruise options, Shoreline Sightseeing covers all the bases. Their ultra-popular Architecture River Tour takes you on all three branches of the historic Chicago River takes you past dozens of landmark buildings.

They also offer skyline lake tours, plus specialty cruises and holiday events. Hop on a boat at Navy Pier or on Michigan Avenue.

Dine on the water with City Experiences

City Experiences dining cruises are the perfect way to create a memorable moment in Chicago. Choose from a river or lake dining cruise, complete with delicious cuisine, cocktails, and entertainment.

Their glass-enclosed river vessel is particularly stunning. It offers passengers panoramic views of the city’s most iconic buildings as you glide along the Chicago River. They also offer lakefront brunch and dinner cruise options that depart from Navy Pier.

Entertain the family with Wendella Boats

For three generations, Wendella Tours and Cruises has been cruising the Chicago waterways. With its variety of tour options, cruise times and lengths, and a heated, enclosed cabin, Wendella is a great choice for families looking for flexibility. Choose from lake & river architecture, sunset cruises, and more.

Admire architecture with Chicago’s First Lady

Around the world, Chicago is known for its outstanding architecture, and it’s easiest to admire the city’s legacy from the water. By partnering with the Chicago Architecture Center , Chicago’s First Lady offers the most comprehensive tour of the skyline — docents must train 100 hours before they can lead tours.

Speed across Lake Michigan on Seadog Boat Tours

Are you up for a thrill? Race across Lake Michigan on SeaDog Cruises, featuring 30 minutes of high speeds and exhilarating twists and turns. Come prepared to get splashed.

SeaDog also offers lakefront speedboat tours and a river/lake architecture tour, featuring views of Chicago’s iconic Buckingham Fountain, Grant Park, Museum Campus, and more.

Live it up on an Island Party Boat

Looking for a party? These tiki-themed boats are always a good time, offering drink packages, stellar views, and fun vibes. You can hop on an Island Party Boat at Monroe Harbor or the Chicago Riverwalk, which is also where you’ll find their beach-inspired bar Island Party Hut. Choose from a river cruise, lake cruise, tacky tour guide cruise, or even a dueling pianos cruise.

Go back in time with Chicago Fireboat Tours

Step onto a real, historic fireboat and get ready for a unique experience with Chicago Fireboat Tours . The river tours are given aboard a real piece of Chicago history — a retired fireboat that patrolled the Chicago from 1937 to 1981. Tours are led by expert docents and include historic and sunset options.

Splurge on a Free Spirit Yacht Cruises

Looking to splurge a little? These private yacht charters are the way to go. The spacious yachts comfortably fit up to 49 or 120 people, making them the perfect option for a large celebration or an intimate gathering. Premium bar and catering packages round out the experience.

Explore the Chicago River with Urban Kayaks

If you’re ready to ditch the captain and explore the water on your own, then it’s time to grab a paddle at Urban Kayaks . You’ll go through a brief training session before you hit the water, but you’re free to paddle the river or lake at your own pace. Or join in a guided tour to catch the sunset, fireworks, or historic highlights. Rentals are available at the Chicago Riverwalk or Monroe Harbor.

Rent an electric boat

Chicago Electric Boat Company offers fun and unique ways to get out on the water, including donut boats, retro boats, and even a bike boat that your group can pedal down the Chicago River. Rental locations include Marina City, the Chicago Riverwalk, and Rockwell on the River in Avondale.

See the skyline aboard Mercury Cruises

While Chicago’s summer fireworks are already fun to watch, it’s an entirely new experience when you’re on a 3D tour. Before the show, you’ll cruise around the lake and see some of Chicago’s famous landmarks.

Mercury Cruises also offer Urban Adventure, Canine Cruises, and Chicago by Night tours.

Check out Chinatown via Chicago Water Taxi

Hop on! The Chicago Water Taxi is a fun and cheap way to get around Chicago. The Water Taxi stops at Ogilvie Transportation Center, Chinatown, Goose Island, the Chicago Riverwalk, Michigan Avenue, and River North. Get a one-way ticket for $6 or an all-day pass for $10. Check their daily routes and schedules for more details. Cruises.

From this article

Tours & Attractions

Chicago architecture center.

Mercury, Chicago’s Skyline Cruiseline

Shoreline Sightseeing Company

Streeterville

Special Event Venues

Free spirit yacht cruises.

Urban Kayaks

River North

Wendella Tours & Cruises

The Magnificent Mile

Chicago’s First Lady Cruises

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The 7 best chicago boat tours of 2024: river & lake cruises.

Enjoy architectural boat tours, kayak excursions, speedboat rides and more.

Best Chicago Boat Tours

Courtesy of Tall Ship Windy

If you're hoping to see as much of Chicago as you can in a short amount of time, you may want to sign up for a boat tour. During each tour, you'll learn the historical significance of the skyline's iconic buildings while enjoying breathtaking views of the Windy City. Considering traveler reviews and expert opinion, U.S. News selected the best Chicago boat tours, ranging from an architectural boat tour on the river to a thrilling speedboat ride on Lake Michigan.

Tall Ship Windy – Chicago Skyline Sail

Price: Adults from $49; kids from $39 Duration: 75 minutes

Tall Ship Windy's Chicago Skyline Sail introduces you to the beauty and splendor of Chicago's world-famous buildings aboard the company's four-masted schooner. On the sightseeing tour, you'll learn interesting facts about the history of this renowned waterfront and its skyline, as well as the people who built it. Travelers love the experience, describing the crew and the schooner as incredible. They recommend booking one of the sunset sails for photo-worthy views.

Tours depart from Navy Pier daily from May through September at 1, 3, 5 and 7 p.m. Note that the 1 p.m. sail is all about the history of piracy in the area. Tall Ship Windy also offers nighttime cruises on select days to correspond with Navy Pier's seasonal Fireworks at the Pier show.

Check prices & availability on:

Chicago Architecture Foundation Center River Cruise

Price: Adults from $54; kids from $24 Duration: 1.5 hours

Hop aboard Chicago's First Lady for a tour of the Windy City's spectacular skyline. With one of the Chicago Architecture Center's volunteer docents guiding your trip, you'll learn the architectural and cultural history of more than 50 of Chicago's iconic buildings. Boats are equipped with open-air upper decks, climate-controlled lower cabins, full-service bars and restrooms. Travelers say this architectural boat tour is not to be missed and describe it as a family-friendly experience with spectacular views. They also rave about the insightful, entertaining tour guides who provide a wealth of information.

Cruises generally depart daily from 9 a.m. to 8 p.m., though exact times may vary by day. For an additional $5, you can gain access to the Chicago Architecture Center (which saves you $9 on center admission).

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City Experiences by Hornblower – Chicago Seadog Lakefront Speedboat Tour

Price: Adults from $35; children from $25 Duration: 30 minutes

This speedboat tour departs from popular Navy Pier, taking travelers on a fast-paced, 30-minute ride along Lake Michigan's shores. During the cruise, an expert guide will share the history of Chicago and the landmarks that created its iconic skyline. Along with the entertaining commentary, you'll enjoy photo-worthy views of lakefront attractions. Reviewers rave about the tour, saying that the views are superb and the speedboat makes for a thrilling ride.

The tour, which operates from March through October or early November, departs hourly every day starting as early as 11 a.m.; exact departure times vary by day. Keep in mind that the tour is not recommended for pregnant women or people with neck or back injuries. Prefer a more low-key ride? The company also offers brunch, lunch and dinner cruises on larger vessels, along with architectural boat tours.

Urban Kayaks – Historic Chicago Tour

Price: Singles from $65; tandems from $130 Duration: 2 hours

Travelers angling for an active way to see the Chicago River should book this guided kayak outing. You'll learn about Chicago's contemporary urban landscape – and the historical significance of many of its buildings – while you paddle alongside an expert guide. What's more, the tour is suitable for novice and experienced kayakers alike. According to the company, you should expect to get wet and will want to dress accordingly. Reviewers enjoy seeing the city from their kayaks and say you'll pass beautiful and romantic views along the way. They also appreciate the attentive, friendly guides.

Tours are available daily at 11 a.m. and 3 p.m. from May through September. If you'd rather paddle the lake, consider renting a kayak from the company or signing up for its paddleboarding class.

Shoreline Sightseeing – Skyline Lake Tour

Price: Adults from $30; kids from $12 Duration: 30 minutes

Sit back, relax and take in the dramatic scenery of the Chicago skyline with this tour of Lake Michigan. The prerecorded narration will help you learn about Chicago's most famous buildings, such as the Willis Tower, and how they came to life. Along the short cruise, you'll have just enough time to take in the views and enjoy a drink or snack from the bar. Visitors love the tour for the views and history lesson, though some complain it was difficult to hear the narration from the back of the boat. They also advise future riders to bring a jacket because it gets cold on the water.

Tours depart daily in the spring, summer and early fall multiple times a day, weather permitting. Shoreline Sightseeing also offers architecture tours on the Chicago River.

Wendella Boats – Chicago River Architecture Tour

Price: Adults from $44; kids from $20 Duration: 1.5 hours

An architectural expert will guide you through all three branches of the Chicago River while you discover the architectural mastery and design behind many classic Chicago landmarks. Along with an onboard guide, this boat boasts climate-controlled seating areas, a full-service bar with cocktails and snacks, and plenty of space to spread out and enjoy the views. Travelers rave about the tour, applauding the knowledgeable, entertaining guides.

Tours are generally available daily beginning at 9:30 a.m., with multiple departures throughout the day and night. Cruises depart from Michigan Avenue at the Wrigley Building. Short on time? The company also runs a 45-minute version of this architecture tour.

Tours & Boats – 90-Minute Architecture Boat Tour

Price: Adults from $49; kids from $25 Duration: 1.5 hours

Tour-takers say this boat ride is entertaining and educational thanks to the informed guides. You'll see Chicago's many famous buildings up close as guides tell stories of the city's history. Plus, the tour takes you to the locks on the river's main branch, Chinatown in the south and Goose Island in the north.

Cruise departures vary by month and day. Boats depart from River City Marina, which is about a mile west of Grant Park. For several reviewers, the boat's departure point was another reason to book with Tours & Boats as it offers better parking options than some of the other river cruise companies in the city. Tours & Boats also operates private tours.

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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

Sure, walks along Michigan Avenue and State Street are nice and rooftop bars offer plenty of pretty sights – but the best way to see downtown Chicago is from the water. 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 , with many of the tours providing unique insights into the city’s culture and history.

From architecture tours and history lessons to  straightforward sightseeing affairs , romantic excursions and pirate-themed family fun, there's a Chicago cruise for every groove. Below we’ve got the essential list of the city’s finest waterborne tours, including tall-mast ships and glitzy speed boats. Bon voyage!  

RECOMMENDED: Find more to explore with the best things to do in Chicago Plan your trip with the  best hotels 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 .

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Best Chicago boat tours

1.  1.5-Hour Guided Architecture River Cruise

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

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 tour has finished traversing the Chicago River, 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

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

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

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

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

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 the city's architecture and history 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

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

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

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

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.  Chicago Fireboat Tours Historical and Architectural Cruise

Hosted on the bright red Fred A. Busse Fireboat – which served the Chicago Fire Department until 1981 – this architectural tour of the Chicago River lasts anywhere from 90 minutes to two hours. A docent will fill you in on the history of buildings lining the river as well as the story of the boat you've boarded, which formerly traveled the city's waterways to fight fires. 

Don't miss: Check out the vintage firefighting artifacts and photos on board. 

13.  Lady Grebe Chicago River Experience

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.

14.  Chicago Electric Boat Company Tour

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.

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

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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Vote Tall Ship Windy for USA Today's 10 Best - Best Boat Tour. Click to vote!

Tall Ship Windy

The official flagship of the city of chicago chicago skyline tours & boat excursions sailing on lake michigan from navy pier, the official flagship of the city of chicago chicago skyline sails & tours.

Initial Public Offering Announcement

AMDI plans to conduct its initial public offering (IPO) through the New York Stock Exchange American with the symbol ‘AMDI’ through its underwriter, Kingswood Investments, a division of Kingswood Capital Partners, LLC (or Kingswood), which is acting as the sole representative of the underwriters. AMDI anticipates a public offering price between $3.50 to $4.50.

AMDI is a maritime tour activity and attractions operator with the following wholly-owned operating units: Seas the Day Charters in the U.S. Virgin Islands, Tall Ship Windy in Chicago, Illinois and Paradise Adventures in Panama City Beach, Florida. The Company plans to use the proceeds of its IPO to acquire Paradise Yacht Management and Charter Smarter in the U.S. and British Virgin Islands and the Bahamas.

Interested parties may subscribe to the IPO or obtain a prospectus and more information at  Webull .

You may also obtain the Company’s prospectus and other information at the  SEC website .

Join us for Opening Weekend May 17 – May 19, 2024!

Tall Ship Windy offers an unforgettable sailing experience. Explore Chicago’s Skyline and choose from Sunset Sails, Skyline Sails and Educational Sails.

Sail in Florida and the Virgin Islands!

Thank you for another fantastic season! We’re already counting down the days until we can set sail with you again aboard Tall Ship Windy in 2024.

If you’re looking for other ways to sail, we invite you to explore our other exciting locations! Tall Ship Windy is proud to be a part of the Amphitrite Digital family of companies.

Join us at Paradise Adventures in Panama City Beach, Florida, where sun-kissed shores await. If you’re dreaming of a week-long yacht vacation, Charter Smarter in the Virgin Islands promises an unforgettable experience. For a full or half day on the water from St. Thomas and St. John in the US Virgin Islands, our team at Seas the Day Charters USVI is ready to make your dreams a reality.

No matter where your compass points, we’re here to create more unforgettable memories with you. Until then, fair winds and following seas.

Paradise Adventures Catamarans and Watersports

Enjoy top-rated boating adventures on the Florida Gulf Coast at Paradise Adventures Catamarans and Watersports!

• Experience inflatable fun on a Privateer Adventure Tour
• Snorkel and explore Shell Island
• Look for dolphins on a Sightseeing Tour or enjoy a Breathtaking Sunset Sail
• Book a private charter on a catamaran, sailboat, powerboat or pontoon boat

Learn more about Paradise Adventures

Charter Smarter

Explore the wonders of the Virgin Islands with an all-inclusive Charter Smarter yacht charter!

• Each week-long adventure includes a professional captain, a skilled chef and all meals and drinks
• Take advantage of all your catamaran’s amenities, water toys and land-based activities in paradise
• Bring your family or friends and create memories that will last a lifetime

Learn more about Charter Smarter

Seas the Day Charters USVI

Enjoy a full or a half-day adventure with Seas the Day Charters USVI!

• Luxury sailing excursions & fast powerboat adventures
• Private & semi-private charters available
• Snorkel with beautiful fish, coral and sea turtles and explore white sandy beaches
• Explore the US Virgin Islands or the British Virgin Islands

Learn more about Seas the Day Charters USVI

Chicago Skyline Sail

Explore Chicago’s scenic shores and enjoy this Windy City boat tour with a relaxing sail around Lake Michigan. Take in the world-famous Chicago skyline, enjoy spectacular city views and discover the Windy City from the water. Select from Pirates and Maritime stories at 1pm, Architectural Tour and Skyline at 3pm and 5pm or a Chicago Sunset Cruise at 7pm.

Hour Glass 75 Minutes | Starting at $39

• Hour Glass 2 Hours

Monday Night Blues Summer Concert Series

There is something special about sailing in Chicago combined by kicking off your week and joining us for a 2-hour concert sail. This Navy Pier boat tour sails from 7pm-9pm every Monday this summer. We’ll help you chase your Monday BLUES away aboard the 148-foot Tall Ship Windy as you enjoy the breathtaking views of Chicago at sunset from the waters of Lake Michigan, accompanied by the sweet sounds of the blues.

• Hour Glass 90 Minutes

Fireworks Cruise From Navy Pier Aboard Tall Ship Windy!

Watching fireworks from Navy Pier has become a Chicago tradition and there is no better seat in the house to watch the show than sailing aboard 148′ Tall Ship Windy – the Official Flagship of the City of Chicago! Order a cold drink from our bar and enjoy a thrilling fireworks performance as you sail along the stunning and iconic Chicago skyline during this special event sail.

• Frequently Sells Out
• Hour Glass 75 Minutes

Chicago Skyline Sunset Sail

For the best Chicago sunset, visitors and residents alike, join us aboard the 148′ Tall Ship Windy – the official ambassador for the City of Chicago. Departing from Navy Pier daily, you will enjoy a spectacular sailing cruise and enjoy the breathtaking moments as the sun sets gently behind the Chicago Skyline. There is nothing like Chicago at sunset.

Chicago’s Famous Friday Night Pirates Pub Sail

Sail into the night and embark on a two-hour party sail from Navy Pier; join us for Chicago’s only Pirates Pub. Sail onboard a 148-foot Tall Ship in the Windy City! This popular Chicago event is one you will not want to miss; it is unlike all other boat excursions in Chicago. Enjoy an onboard DJ and the wind in your hair as you dance the night away with the mesmerizing Chicago skyline as your backdrop. Sing along to traditional pirate tunes and your favorite party anthems while soaking in the breathtaking sights on Lake Michigan.

• Great for Children!

Educational Sail: Tall Ship Discovery Sail

History comes alive on this exciting Windy City boat tour. Enjoy an educational adventure for curious minds of all ages with the backdrop of the iconic Chicago skyline always in view. Led by our crew-educators, experience a hands-on sailing excursion in Chicago aboard Windy.

• Every night at 5pm!

Happy Arr-our Chicago Architecture and Skyline Sail

Enjoy happy hour drink specials onboard this Navy Pier Boat Tour every night at 5pm and experience breathtaking views of the Chicago skyline from the water! It’s the perfect way to end your workday or kick off your weekend plans. Learn about the people, plans and persistence that shaped Chicago’s most famous sights and join us on the main deck to enjoy the lively narration and an Architectural Tour of Chicago from the water.

Explore Chicago Sailing Special Events

Chicago fireworks cruises, special event sails, welcome aboard tall ship windy.

Tall Ship Windy, sailing from Chicago’s Navy Pier, brings you exciting boat tours that are educational, creative and inspiring. From our daily storytelling adventures and field trips for students to our concert sails to lively Chicago Architectural Tours, there is something for everyone. Enjoy the Chicago skyline as you sail on our tall ship!

For group boat excursions and private sailing charters, email us at [email protected] or call us at (312) 451-2700 .

Tall Ship Windy offers the most spectacular Chicago fireworks cruises during the summer.

Our boat tours are both fun and educational, which makes them the perfect way to see Lake Michigan.

Feel the spirit of centuries past and hoist the sails as part of your Chicago boat excursion on Tall Ship Windy.

There is simply no better way to experience Chicago’s world-famous skyline than on a Windy City Boat Tour with Tall Ship Windy.

Choose Tall Ship Windy For Your Special Event

Tall ship windy chicago sailing reviews.

We went on the "pirate" cruise. They told tales of actual Lake Michigan pirates and made it very entertaining for the kids and the adults. I want to go on this cruise again!

We went on the Lakeside Architecture Tour. It was a very educational and relaxing seventy-five minutes. I highly recommend the experience.

I've set sail on Tall Ship Windy 4-5 times over the past few years, and it is always a good time. You get a nice view of the city and the crew is entertaining and knowledgeable.

If you want humor, entertainment, and an inclusive experience for young and the old, don’t miss this! I appreciate everything about this adventure, and Austin you’re the best!

Had a wonderful sail on a chilly, overcast night! Crew was professional, friendly and informative. Would recommend this trip to anyone, so relaxing. Oh, used a Groupon, an extra bonus!

Best view of the city! Highly recommend the 7pm sail to watch the sunset between the buildings. Fun and knowledgeable crew made the Windy the highlight of our Chicago visit.

The most fun tour we’ve had of Chicago. The crew is fantastic and the tour guide is hilarious. His sense of humor really sets this tour apart from the rest, while still offering interesting insights on the city’s unique skyline. Loved it.

Loved our sail! I love sunsets and this in my opinion was the best way to experience the Chicago skyline. When I return I’d love to do another tour!

Honestly, a perfect experience. Exactly on-time departure and arrival. Perfect boat - size and look. The Captain and crew were friendly and knowledgable. My son raised the sail. Hard. Fun. An experience. The frozen drinks and cold beers were excellent. The views? Wow. A great soundtrack plays during the excursion at perfect volume level. A great time for all ages of Pirates. I guess I liked it :) Just do it. Thank me later.

The Tall Ship Windy is a must thing to do at Navy Pier. Very friendly and funny staff and always a good time, with beautiful views of the city of Chicago.

My husband and I just did the "Pirate and Maritime Stories" tour with Tall Ship Windy and it was fabulous. A lovely cruise around the Navy Pier, while hearing some fascinating pirate history about Chicago. We highly recommend this experience for any age!

I’m a life long Chicagoan and I brought my out of town relatives on this cruise and we all loved it! It was a gorgeous summer late afternoon and the city was just sparkling. I loved having a new view of the city. Crew excellent. My nephew helped hoist a sail. Narrator very entertaining and informative. I thought the price was great for the experience.

What a great experience! Beautiful and ever-changing views of the night skyline from the lake. When they hoisted the sails and turned off the motor, it was so peaceful. The incredible fireworks were the perfect ending to this cruise. Highly suggest!!

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Chicago line cruises, chicago boat tours, discover world-famous architecture from chicago’s best vantage point., chicago river architecture tour.

Cruise down the Chicago River for 90 minutes as you listen to our expert guides discuss the history, impact and legacy of Chicago's renowned architecture.

Where to Find Us

Our boats are docked on the slip of water off the Chicago River called Odgen Slip. Click here for directions.

Ticket office and boarding: 465 N. McClurg Court Chicago, IL 60611

For help with directions, call us at 312-527-2002.

Bar Service & Merchandise

Complimentary

Starbucks Coffee, Twinings Tea, Coca-Cola soft drinks and lemonade are all complimentary.

BEER, WINE & COCKTAILS

Beer, wine and cocktails are available for purchase at any time.

MERCHANDISE

Never forget your onboard experience on your Chicago Line cruise. Be sure to purchase one of our stylish souvenirs today!

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This is my 8th time on a Chicago architectural river cruise and this was by far the most informative and biggest bang for your buck. Operagolf / LaHabra

The best guide on our whole USA trip. We took the Architecture tour where the boat meandered in between all of the incredible buildings of the city with the guide knowing EVERYTHING about each building; its style, age, height, architect, cost, purpose, owner ….. Quite brilliant! DrCumbrian / TripAdvisor

I've done several of the architecture cruises since my family moved to Chicago, and this is the best one yet! Allie K / TripAdvisor

If you only have time for one sight-seeing event while in Chicago, do this. We really have no great interest in architecture, but this tour came highly recommended and we did not regret it. Allice I / Oklahoma

My wife and I very much enjoyed the Chicago Line Cruise jazz cruise... My spouse said this was one of the favorite things she has done in Chicago since moving here in the past year, and I agree. I am a jazz snob, and ... I was very pleased with the music offered by the Geordie Kelly group. He's a fine jazz guitarist, and his band was great. Augie R / Yelp

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Knock out charters.

2-5 Hour Private Charters

Take a cruise tailored to your preferences. Spend some time anchored, sunning or swimming! Let us customize the perfect cruise for you. I don’t think we have ever said no unless it was illegal.

Built to cruise the ocean, she plays on Lake Michigan with ease. With plenty of space, this boat has all the amenities and comforts of home. This boat is the pride of the Chicago Charter Boat fleet.

Special Chicago Boat Trips

Marriage Proposals

You waited your whole life to meet this person and to ask what probably will be the most important question you ask in your entire life. They waited their whole life for you to ask this question.

Casino Package

We depart Chicago and head South to The Horseshoe Casino in Hammond. We drop you off right at the parking deck for some casino fun. We can either wait for you or help you arrange a Limo back to the city.

Architecture Tour

We depart Chicago and head South to The Horseshoe Casino in Hammond. We drop you off right at the parking deck. We can either wait for you or help you arrange a Limo back to the city.

Contact Us or Book Direct Online to Make a Reservation

Knock Out Charters is an award-winning company in Chicago. We want you to be as happy as we are to be enjoying Lake Michigan and the spectacular views of Chicago from both the Lake and The Chicago River...

The Captain

Licensed Master Captain Chris Connor has been boating for over 40 years on a myriad of both Power and Sail boats. He has been on Lake Michigan for over 20 years, and the passion has not waned one bit...

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Contact info.

• Phone (312) 613-9799
• Email [email protected]
• Address DuSable Harbor 111 N. Lake Shore Drive Chicago IL, 60601

Book Direct

• Cancellations less than 24 hours in advance, deposit will not be refunded.
• Cancellations more than 24 hours, deposit will be refunded.
• In the case of weather-related cancellations by Knock Out Charters, customers will be offered opportunity to re-schedule or be refunded their deposit.

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Chicago River Architecture Tour

Chicago's Original Architecture Tour®

Experience the city’s legendary architecture from the best seat in the house—the river. Our experienced tour guides detail the 130 year long history behind the skyline, while our bartenders and staff keep you comfortable and entertained. This comprehensive tour navigates through the heart of the city on all three branches of the Chicago River. It’s the one thing everyone tells you to do in Chicago, done right.

Schedule & Tickets

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

TICKETS ARE NON REFUNDABLE BUT ARE TRANSFERABLE.

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• 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.

Accessibility

Everyone should be able to enjoy our tours. We make sure you can.

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).

*Not all amenities are available on every vessel.

BOOK YOUR EXPERIENCE NOW

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Help us win Best Boat Tour in USA Today's Best of 2024 poll! Vote every day here !

Chicago Architecture Center River Cruise aboard Chicago’s First Lady

Architecture Adventure Awaits!

Explore Chicago’s iconic architecture aboard TripAdvisor’s #1 rated boat tour of the city. The only Chicago River cruise partnered with the Chicago Architecture Center (CAC), Chicago’s First Lady Cruises offers visitors the city’s most engaging 90-minute architectural tour experience.

Highly trained and enthusiastic volunteer CAC docents (guides) provide visitors with a compelling and detailed narrative of Chicago's numerous architectural styles and the stories of the legendary figures who designed and built our city.

Enjoy cruising in comfort and style aboard Chicago’s Finest Fleet, featuring unobstructed sightlines and guaranteed seating on our open-air upper decks and full-service cocktail and snack bars in our climate-controlled interior salons. You’ll see why visitors and locals alike consistently name our tour the best way to see Chicago.

Experience More!

Complete your architecture experience with a visit to the Chicago Architecture Center, just $5 with a General Boarding Ticket and valid for up to 7 days after your cruise.

Or, treat yourself to a Priority Boarding Ticket, which includes exclusive early boarding period, skip-the-queue during general boarding, and CAC admission.

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General Boarding Tickets Start At

Ticket details.

• Priority Boarding tickets start at $69 and include exclusive early boarding period, skip-the-queue during general boarding, and Chicago Architecture Center admission.
• General Boarding tickets start at $54. Include a visit to the Chicago Architecture Center for just $5 more!
• Tickets can be purchased online , in-person at our dock during regular season hours or at the Chicago Architecture Center.
• Avoid the box office by choosing "eTickets" or "Print at Home" as your delivery method.
• Tour departures frequently sell out. Reserve your tickets in advance to avoid disappointment.
• Select "Will Call" to pick up your tickets at our dockside ticket office; bring your confirmation number.
• Each person must have a ticket including infants and children.
• Prices are subject to change.

Full Schedule

Early Spring March 17 - April 25

• Mon 10:00 am 12:00 pm 2:00 pm 4:00 pm
• Tues 10:00 am 12:00 pm 2:00 pm 4:00 pm
• Wed 10:00 am 12:00 pm 2:00 pm 4:00 pm
• Thu 10:00 am 12:00 pm 2:00 pm 4:00 pm
• Fri 10:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm
• Sun 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm

Late Spring April 26 - May 23

• Mon 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm 7:00 pm
• Tues 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm
• Wed 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm
• Thu 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm 7:00 pm
• Fri 10:00 am 11:00 am 11:30 am 12:00 pm 1:00 pm 1:30 pm 2:00 pm 3:00 pm 3:30 pm 4:00 pm 5:00 pm 5:30 pm 7:00 pm
• Sun 9:30 am 10:00 am 11:00 am 11:30 am 12:00 pm 1:00 pm 1:30 pm 2:00 pm 3:00 pm 3:30 pm 4:00 pm 5:00 pm 6:00 pm

Summer May 24 - October 14

• Mon 10:00 am 11:00 am 11:30 am 12:00 pm 1:00 pm 1:30 pm 2:00 pm 3:00 pm 3:30 pm 4:00 pm 5:00 pm 5:30 pm 7:30 pm
• Tues 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm 7:00 pm
• Wed 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 6:00 pm
• Thu 10:00 am 11:00 am 11:30 am 12:00 pm 1:00 pm 1:30 pm 2:00 pm 3:00 pm 3:30 pm 4:00 pm 5:30 pm 7:30 pm
• Fri 9:30 am 10:00 am 10:30 am 11:00 am 11:30 am 12:00 pm 12:30 pm 1:00 pm 1:30 pm 2:00 pm 2:30 pm 3:00 pm 3:30 pm 4:00 pm 4:30 pm 5:00 pm 5:30 pm 7:00 pm 7:30 pm
• Sun 9:30 am 10:00 am 10:30 am 11:00 am 11:30 am 12:00 pm 12:30 pm 1:00 pm 1:30 pm 2:00 pm 2:30 pm 3:00 pm 3:30 pm 4:00 pm 4:30 pm 5:00 pm 5:30 pm 7:30 pm

Early Fall October 15 - November 3

• Mon 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm
• Thu 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm
• Fri 10:00 am 11:00 am 11:30 am 12:00 pm 1:00 pm 1:30 pm 2:00 pm 3:00 pm 3:30 pm 4:00 pm 5:00 pm 5:30 pm 7:00 pm 7:30 pm
• Sun 10:00 am 11:00 am 11:30 am 12:00 pm 1:00 pm 1:30 pm 2:00 pm 3:00 pm 3:30 pm 4:00 pm 5:30 pm 6:00 pm

Late Fall November 4 - November 24

• Fri 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm
• Sun 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm

2024 cruising season begins March 17th and extends through November 24th. Tickets on sale now!

We are located at Michigan Ave and Wacker Drive, Chicago IL

Tour Details & Tips

• Tour Duration 90 minutes
• Arrival Time Make sure your entire party arrives 30 minutes prior to departure.
• Priority Boarding Tickets  include exclusive early boarding period, skip-the-queue during general boarding, and Chicago Architecture Center admission.
• General Boarding Tickets begin boarding approximately 15 minutes before departure.
• Seating Open outdoor seating is guaranteed for all guests. The number on your ticket does not represent a seat number.
• Tour Route The tour travels all three branches of the Chicago River. View tour route map.  Route subject to change without notice.
• Cruises depart rain or shine. Tickets may not be refunded or exchanged if you miss your boat - allow extra time.
• What to Bring Your sunglasses, cap or visor, as the sun can interfere with your view of the buildings.
• Parking Discounted parking available at 111 E. Wacker Drive with proper validation from ticket office. Visit our  Location page  for more.
• Did you know? A portion of your ticket fee supports the educational work of the Chicago Architecture Center!
• Food & Drink  A full-service bar and snack bar are available on every vessel
• Outdoor Seating Each vessel features an open-air upper deck which allows guests to safely enjoy the outdoors
• Restrooms  Well-appointed restrooms are available on each vessel
• Free Stroller Storage  Strollers will be folded and stored in the interior salon during the cruise. Children must be removed from strollers before boarding.
• Limited Mobility Services Available  See our Location page for river-level drop-off directions for guests with accessibility needs. Our staff is also available to provide early boarding services for those with limited mobility.

“I learned so much and left with a vastly greater appreciation of Chicago's stunning skyline.” - Jennifer S. TripAdvisor, IL

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• What sets your tours apart from the others?

We are the only tour that partners with the Chicago Architecture Center to offer the official Chicago Architecture Center River Cruise aboard Chicago's First Lady. All of our tours are given by experienced, volunteer docents who receive hundreds of hours of training from the Chicago Architecture Center before guiding the river cruise tour.

• How long is the tour?
• Each tour is 90 minutes.
• Is there food/drink available onboard?

Yes. All boats have a full service bar and small snacks onboard. Outside alcoholic beverages are not permitted.

• Do I need to buy tickets in advance?

Advance reservations are recommended as many tours sell out during the busy summer season and on weekends.

• Is there assigned seating?

All seating is general admission. There is enough seating for all guests to sit on our open air upper decks safely and with proper distancing measures in place. While seat numbers are printed on the tickets, you can ignore these as they are not valid.

• Are tours offered in any languages other than English?

We are happy to offer free foreign language audio guides in Spanish, French, Japanese and Korean. Scan the QR code onboard for instructions. Mobile data for app download required.

• Do I have to print my tickets?
• You do not have to print your tickets. You can show your mobile ticket to our dock attendant with your smartphone, or you can have your tickets printed at the dockside will call window (be sure to bring a photo ID and your confirmation number).
• Does the boat go on the lake?

No, the tour is only on the Chicago River. If you’d like to take a lake tour, please check out our sister cruise line Mercury, Chicago’s Skyline Cruiseline .

• Are there restrooms onboard?

Yes, all the boats have restrooms onboard. There are also wheelchair accessible bathrooms on the Classic Lady, Leading Lady, and Emerald Lady. Please note: the restrooms close 15 minutes before the end of the tour for safety reasons.

• Can I bring luggage onboard?
• Due to security reasons, luggage cannot be brought onboard. There is not an area to store your luggage dockside either. We recommend having your hotel hold your luggage.
• Can I bring a stroller onboard?
• Yes, you can bring a stroller onboard. Children must be removed from strollers before boarding. Strollers will be folded and stored in the salon during the cruise.
• Are there changing tables onboard?

The Classic Lady, Leading Lady, and Emerald Lady have changing tables onboard in the family restroom. The Little Lady, Fair Lady, and First Lady do not have changing tables onboard.

• Are dogs allowed onboard?

Only service dogs are allowed onboard. Our sister company, Mercury , offers the popular Canine Cruise on summer weekends.

• How can I get to your dock without using stairs?

There are two ways to reach our dock along Chicago’s Riverwalk without using stairs: 1. On foot via the ramp located on Wacker Drive at State Street. 2. Vehicle drop-off area on Lower Wacker Drive. Visit our location page for more information.

• Can I trade my tickets for a different date/time?
• No, all tickets are nonrefundable and nonexchangeable.
• Do you cruise rain or shine?
• Yes, we cruise rain or shine. All the boats have two levels – the top deck is open-air, and the lower deck is an enclosed, climate-controlled salon. Each salon is surrounded by large windows so you can stay comfortable while still taking in the magnificent views. Tour commentary is broadcast over speakers on both levels.
• Are the boats wheelchair accessible?

Chicago's Leading Lady, Chicago’s Classic Lady, and Chicago's Emerald Lady are wheelchair-accessible. These vessels cruise at the 9am, 10am, 11am, 12pm, 1pm, 2pm, 3pm and 5pm departure times. When boarding, guests cross two ramps and enter through a 36-inch-wide opening (doorway). Crew members will assist in guiding the wheelchair across the gangway. Please present yourself to our staff if you prefer to board before general boarding starts. Guests unable to climb stairs to the upper deck may choose to sit in the open-air bow or the enclosed, climate-controlled salon with large windows. For safety reasons, motorized scooters and electric wheelchairs cannot be accommodated. Guests who are able to transfer may use the company's manual wheelchair based on availability. Visit our accessibility page for more information.

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City Cruises – Seadog River and Lake Architecture Tour

Enjoy Chicago’s iconic skyline with an exciting architecture cruise on the Chicago River.

Departing from Navy Pier, this 75-minute narrated cruise is the best way to get up-close views of Chicago’s unique architecture and famous landmarks. Seadog offers fun for the whole family (and the dog, too!) with live narration along the city’s shore.

Enjoy the speed of Seadog afterward during a short speedboat ride on the lake!

You’ll Enjoy:

• 75-minute cruise
• The only tour to take you from the lakefront, through the locks, and along the Chicago River all the way to the famous Willis Tower!
• The best views of Chicago’s famous buildings and unique architecture with entertaining narrations.
• This ride also includes a short speedboat ride portion on the lake!
• Seadog is BYOB – bring your own drinks to enjoy on the water (no glass containers)

Disclaimer:   This ride is not recommended for guests with conditions to the neck or back or that may be pregnant. Children under 12 must be accompanied by an adult.

*Cruising with a child under 2? Please add a $0.00 infant ticket to your cart. Infants cruise free, but are required to have a ticket so we can get an accurate head count.

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+1 (312) 815 3214

600 E Grand Ave, Chicago, IL 60611

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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.

Click the tabs to find out more

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.

• Architecture River Tour

Windy City wow

World-famous landmarks.

There’s nothing quite like seeing Chicago’s world-famous architecture from all three branches of the Chicago River. From hidden treasures to the city’s most well-known sights, you’ll view over 40 Chicago landmarks on our 75-minute Architecture River Boat Tours. 

Enjoy the spectacular views as you listen to our tour guides tell you how Chicago’s buildings, architecture, and engineering made the city famous.

Casting off

Our Architecture River Tours depart from two docks, one at Michigan Avenue and the other at Navy Pier. No matter which dock you depart from, you’ll see all of the spectacular sights as you tour the Chicago River.

Michigan Avenue

401 N. Michigan Ave

Steps off of Chicago’s Magnificent Mile, our Michigan Avenue dock starts your tour in the heart of the Chicago River.

124 N. Streeter Drive

Start your tour down the Chicago River at our Navy Pier dock, which sits at the entrance to the iconic Navy Pier boardwalk. This dock is more accessible to wheelchairs.

Our Architecture River Tour takes you up and down the three branches of the Chicago River, providing breathtaking views of Chicago’s famous skyscrapers and landmarks at every turn.

Adults: $49.95

Children (3-12): $26.95

Children 2 and under: Free

Tour highlights:

• 75-minute, guided boat tour
• Unique views from the water create an entirely new perspective of the city
• 40+ landmarks including the Tribune Tower, the Wrigley Building, and Marina City
• Hear the stories of Chicago’s architects and engineers while viewing their magnificent buildings

Sightseeing in Chicago?

Chicago CityPASS® tickets save 48% on premier admission  to Chicago’s top 5 attractions, including the Architecture River Tour. Visit the attractions at your own pace, in any order, over a 9-day period. One easy purchase and mobile ticket delivery saves you time and money.

Book an Architecture River Tour

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Skyline Lake Tour

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600 E. Grand Ave

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Now in its 83rd season, Shoreline Sightseeing operates Chicago's largest and most diverse fleet of cruise boats and water taxis with 11 major tour vessels and 7 water taxis.

(312) 222-9328 ext. 1 [email protected]

• Skyline Tour
• Fireworks Tour
• Water Taxis
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• Activities for Kids

Explore Chicago’s Waterways on a Family Boat Tour

Take a break from watering holes and splash pads and add adventure to your water play this summer with help from Chicago boat tour companies. You’ll learn a bit of city and architectural history and take in a whole lotta gorgeous views cruising Lake Michigan and the Chicago River. From finding the best seat for Navy Pier’s weekly fireworks to cruises that let you bring your pup, scroll through and start planning.

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Tall Ship Windy

Navigate Chicago's waterways and feel the spirit of centuries past in a 75-minute authentic tall ship sail. Select from Skyline and Architectural, Lake Michigan Maritime Stories or Pirates and Ghosts themes. Tall Ship Windy is a great post for viewing Navy Pier's weekly fireworks and the annual Chicago Air & Water Show in August. 

Online: tallshipwindy.com

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Chicago Fireboat Tour

Ray Novak and Erich Totsch, Navy veterans and licensed Captains, invite you to cruise on a piece of Chicago history. The Fred A. Busse was the largest diesel-powered Fireboat in the world and served the Chicago Fire Department from 1937–1981. It was built to fit underneath Chicago’s bridges, minimizing response times for emergencies and helping ease congestion in a booming city. Upon her retirement, she was converted into a passenger vessel and operated tours in Sturgeon Bay, WI for almost 30 years. Her new owners renovated the retired fireboat and she is now cruising the Chicago waterways once again!

Online: fireboattours.com

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Chicago Architecture Center's First Lady

Chicago Architecture Center has been running its very popular 90-minute cruise aboard The First Lady for over 25 years. Their expertly trained docent volunteers share fascinating stories behind more than 50 buildings and educate on how Chicago grew from a small settlement into one of the world's largest cities in less than 100 years. 

Online: architecture.org

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Seadog Cruises

It’s fast and furious aboard the Seadog, which jets off from Navy Pier, speeds along the lakefront, then zips down the Chicago River. The fast-paced excitement makes it the most kid-friendly architectural cruise of all. Little ones love this bright red and yellow speedboat, which usually has dogs on board (bring your pet along!) and funny guides. Parents appreciate learning about Chicago’s most famous riverfront buildings while kids love the thrill.

Online: seadogcruises.com

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Shoreline Sightseeing Tours

Shoreline has deep roots in Chicago, now three generations in! With 11 major touring vessels (and their 8 water taxis) they run architectural river tours that give highlights and history of Chicago's buildings and Lake Michigan tours that show off our beautiful skyline. You can grab a Shoreline cruise from Michigan Avenue Bridge, Navy Pier's Polk Bros Park and Lake tours from Navy Pier. 

Online: shorelinesightseeing.com

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Wendella Boats

Wendella is the OG in Chicago architectural boat tours, in operation since 1935. Learn about 130 years of architectural innovation and the world-renowned architecture from one of their expert guides. Make it extra special by booking a sunset cruise and toast the end of the day as the sun sets on Chicago. 

Online: wendellaboats.com

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Mercury Cruises

Running continuously for 85 years, Mercury is expert at showing the city's highlights in its 90-minute sightseeing adventure. They host 3D Fireworks Cruises that add excitement with the addition of 3D glasses and the Canine Cruise allows your pup to feel the wind in their fur. 

Online: mercurycruises.com

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Kayak Chicago

If you’re looking for a truly unique perspective of Chicago, hop into a single or double kayak and paddle your way along the river with an expert guide. Kayak Chicago offers rentals, as well as guided tours and individual and group instruction. Kids of all ages are welcome to ride along with an adult, but they need to be at least 12 to paddle a kayak on their own. On the guided architectural tour, you’ll circle the loop, glide past where the first settlers to Chicago set up a home base and discover the location of a former Capone-era hideout.

Online: kayakchicago.com

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Urban Kayak

Two brothers and a lifelong friend who are native Chicagoans and self-proclaimed avid adventurers set out to showcase their hometown in a unique way. Their kayak tours will leave you with a newfound love for Chicago and if it awakens an adventurous beast in you, you can purchase a membership to visit again and again. They also offer kayak classes for kids ages 10-16 all summer long. 

Online: urbankayaks.com

Shoreline Water Taxi

Shoreline Water Taxis are a cheap, convenient and fun mode of city transport. Travel via the Chicago River to Chinatown, Navy Pier the Museum Campus, Willis Tower, Michigan Avenue and Union Station while feeling the wind whipping through your hair. Shoreline Water Taxi service begins in April and runs through September, with additional service throughout the fall and for special events.

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Chicago Electric Boat

Chicago Electric Boat Company is Chicago's largest self-guided river boat rental operator. Their fleet includes eco-friendly private electric boats that create opportunities to explore our world-famous waterfront from a unique eye-level vantage point.

Renters will find five boat types: all-weather Duffy Boats with fully covered seating areas, Pontoon Boats with adjustable canopies, partially covered Donut Boats that offer 360-degree views of the city, a Vintage Yacht and refurbished 1950s-style Retro Boats for when you want to feel like a movie star.

Online: chicagoelectricboats.com

— Maria Chambers

RELATED STORIES: Low-Key Thrill Seek as a Family at The Forge: Lemont Quarries 100 Things to Do in Chicago Before the Kids Turn 10 Captain Your Own Boat Down the River with Chicago Electric Boats

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Chicago Architecture Center River Cruise aboard Chicago's First Lady

Experience why we're the #1 rated boat cruise in Chicago, tickets are on sale now for the 2024 season!

Buy Tickets

Voted as one of the Top 10 Boat Tours in North America by USA Today readers for 3 years in a row and Chicago Reader's Best Tour for over 10 years ! Looking for the ultimate Chicago architecture experience? Buy a combo ticket for the river cruise AND visit the Chicago Architecture Center—you'll save $9!

For more than 25 years, the CAC's expertly trained docent volunteers have led the CAC River Cruise, sharing fascinating stories behind more than 50 buildings along the Chicago River. Hear how Chicago grew from a small settlement into one of the world's largest cities in less than 100 years. In just 90 minutes, you'll get the best overview of Chicago’s architecture and its history.

The CAC River Cruise is available in 4 languages: Continental French, Latin American Spanish, Japanese and Korean. To access these languages, please download the "Listen Everywhere" app in advance. Once you are on board the boat, the app will connect and allow you to listen in your selected language as the boat makes its way down the river.

*Continue your exploration with a visit to the CAC! Combo tickets include admission to the Center for just $5 (regular price $14). Admission is valid up to 7 days before or after your cruise.

*Please note that infant tickets must be purchased with a Priority or General Boarding Adult ticket. 

Evening River Cruise

The city's most popular tour is now offered in the evening. Serene and bathed in softer light, the city's architecture takes on a whole new life in the setting sun. Wind-down from the work-week by enjoying a cocktail with friends and family and experience Chicago's skyline on our luxury boats.

All departures lATER THAN 5:00 PM

• CAC Members please call 312.922.8687 or come to the CAC Box Office at 111 E. Wacker Drive to redeem your BOGO benefit. 
• You can buy a CAC membership over the phone and redeem your BOGO annual benefit at the time of your membership purchase.
• Each person must have a ticket, including infants and children.
• All tours depart rain or shine.
• Arrive 30 minutes prior to your cruise departure time. Allow extra time for traffic and parking in summer.
• Cruise guests board 15 minutes before departure time.
• GENERAL ADMISSION SEATING
• A full-service bar and snack bar are available onboard.
• Tickets start at $54.00 for daytime cruises, $59.00 for evening cruises. Upgrade your ticket for $5 to include Chicago Architecture Center admission. Your visit must occur within 7 days before or after your tour.  View the CAC's hours .
• Tickets may not be refunded or exchanged if you miss your boat. Allow extra time.
• Find more information, including available parking, in our FAQs

Interested in a tour for a group of 20 or more? Please contact our group sales team at [email protected] . Private rentals are available.

Directions to Chicago’s First Lady boat dock

See a map here  or enter 112 E. Wacker Drive into your GPS. Located at the northeast corner of Michigan Avenue and Wacker Drive, a black awning marks the boat dock entrance stairs that lead down to the river. If you have limited mobility, see these directions  for an alternative way to reach the dock.

About our Boat Partner

We’re proud to partner with Chicago’s First Lady Cruises, operator of Chicago’s finest fleet of cruising vessels. Its boats hold up to 250 passengers and feature open-air upper decks, full-service bars, climate-controlled lower cabins and upscale marble and granite restrooms. Being onboard is sure to be an experience you'll never forget. 

Photos From This Tour

Upcoming Chicago Architecture Center River Cruise aboard Chicago's First Lady Tours

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Monday May 6

Highlights of this tour.

Chicago Riverwalk

1 w. lower wacker drive.

Strolling along Chicago’s beautiful Riverwalk, it’s hard to imagine just how much things have changed…

Skidmore, Owings & Merrill

Architect/firm.

Skidmore, Owings & Merrill (SOM) was founded in 1936 by Louis Skidmore and Nathaniel Owings. Partner…

trunnion bascule bridge

trunnion is a French word for "stump" or pivot point; bascule is a French word for "see-saw"; a trunnion…

Tribune Tower

435 n. michigan ave..

In 1922, on the occasion of its 75th anniversary, the Chicago Tribune announced an international competition…

London Guarantee Building

360 n. michigan ave..

Located where Fort Dearborn once stood, the London Guarantee & Accident Building is one of four structures…

330 North Wabash / AMA Plaza (IBM Plaza)

330 n. wabash ave..

One of the last American projects designed by Ludwig Mies van der Rohe, this powerful Modernist structure…

Ludwig Mies van der Rohe

It’s difficult to imagine what the skyline of Chicago might look like without architect Ludwig Mies van…

Arts and Crafts

The Arts and Crafts movement originated in England in the mid-19th century as an antidote to the dehumanizing…

150 North Riverside

150 n. riverside.

Gravity-defying 150 North Riverside has already taken its rightful place among Chicago’s architectural…

a large vertical, concrete pier, cast in place and used in a foundation where the soil is unstable

333 West Wacker

333 w. wacker dr..

When you’ve got it, you’ve got it—and 333 West Wacker has it.

Apple Michigan Avenue

401 n. michigan ave..

Foster + Partners’ Apple Michigan Avenue store is an impressive, airy glass box with a curved-edge…

Merchandise Mart

222 w. merchandise mart plaza.

Size has always mattered in the Midwest.

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7 things that might surprise you about the Chicago Architecture Boat Tour

T here are plenty of ways to take in the sights, sounds (and smells) of Chicago, but you don't necessarily have to be on land to do that.

And you don't have to be a tourist, either.

In fact, one of the most beloved ways — among locals and visitors alike — to experience city is by journeying across the Chicago River and Lake Michigan while a tour guide talks about buildings and regales you on the untold story of Mrs. O'Leary's cow.

In other words: a Chicago Architecture Boat Tour.

"As you're going up and down the Chicago River and on Lake Michigan, you're seeing the city’s evolving architecture, which is changing every year" said Andrew Sargis, director of sales and marketing for Wendella Tours and Cruises .

Wendella, billed as Chicago's "original" architecture tour, in 1935 gave its first architecture tour of the city from a wooden diesel yacht out on Navy Pier, Sargis said. Now, upwards of 20 architecture tours are offered daily, with more on the weekends. On average, Wendella tours see roughly 100,000 passengers each month over the summer, Sargis said.

And though the majority of guests on any given Wendella architecture tour are tourists, Sargis said, locals take them, too.

MORE: Even Chicagoans can't get enough of this tourist attraction: ‘It's about the only touristy thing I do'

"I was surprised when I first started, we get a lot of repeat locals," Bobby Scheffle, a Wendella tour guide told NBC Chicago. "And always there's a lot of local people that come on when they have guests visiting them in town. They like to show off the city this way."

But there's something else about the experience that makes it so very Chicago.

"I think it is really unique to experience the city from a boat on a river, because we think about other big cities in the United States -- there aren't many that have a river that go right through downtown," Scheffle said. "You feel like you're in the city, you hear the noise, and you see the buildings and all that."

Whether you're taking the ride for the first time or the 50th, bringing out-of-town guests out for a memorable activity or just itching to be a tourist in your own city, here are seven things to know about the Chicago Architecture Boat Tour.

Will weather stop a tour from running?

Wendella's architecture tours run year-round, Sargis said, although "weather is a factor."

Weather events like ice on the river or significant snowfall can impact operations, Sargis said, but they typically don't, since the Chicago River -- a federal waterway -- must remain navigable year-round.

While Wendella's boats do have climate-controlled indoor lounges, tours during the winter may run at limited times. But rain, snow, extreme heat or wind, unflappable Chicagoans still show up.

"We went on drizzly day a few years ago," Kathy Rambo wrote on NBC Chicago's Facebook page. "There were only about 10 of us on the boat!

And most often, the tour will run — rain or shine — so don't hesitate to bring a raincoat.

"I have certainly [given tours] under thunderstorms and downpours, and I've gotten drenched sometimes," Scheffle said. "I've never had a tour get canceled because no one bought a ticket. There's always someone wanting to come out here in the rain or the cold."

What's the best time of year (or day) to go?

It depends on when exactly your favorite time of the year is, and what you're hoping to see.

For Sargis, it's late summer. "There's this point of time in September when the weather is beautiful, but there's not that summer rush."

There are other times that Chicagoans may want to consider, too.

"St. Patrick's Day Celebration when they dye the river, and any Wednesday or Saturday night [over the summer], watching the fireworks over Lake Michigan , especially if you're local" Sargis said.

During the summer months, Wendella's tours run start as early as 9 a.m., with the day's final tour not ending until 10 p.m. or 11 p.m., Scheffle said, "so if you want to come for a ride to see the city lights, you can come late, and it's also beautiful, just a little more difficult to see the colors on the buildings if that's what you want to see."

Laura Pubins, who lives in a suburb outside of Chicago, agrees.

"My favorite one was when we were on a boat at sunset," Pubins wrote to NBC Chicago on Facebook. "It was an awesome new view of the city."

What's the most photogenic spot on the tour?

For Sargis, it's "anything out on Lake Michigan," with the skyline in the background.

On the river though, there's one moment that captures the city best, Scheffle said, no matter what time of day you're taking the trip.

"The best place to take a photo on the 90-minute river tour is when we come up the south branch from Chinatown," Scheffle said. "That's the best place because you get the whole skyline from the south. It's really beautiful."

For locals though, it may not be what you're looking at, so much as how you're looking at it.

"You're looking at [the city] from underneath," said Chicago resident Nick Pappas, 55, who recently found himself on a 90-minute river tour. "It's just a different perspective on the river that you don't get on the street level. As amazing as that sounds, you're only, like, 20 feet down, but it gives you a whole different perspective."

What does the training for a tour guide look like?

According to Sargis, all Wendella tour guides are trained in-house -- and the spots are competitive.

"There's high demand," Sargis said, of the position. "There are more people that want to be tour guides than space available. It's certainly a popular job, and people want to do it." While the tour guide of any given architecture tour isn't made public, many people do request certain ones for private events, Sargis said.

For the tours, there's a general script, with highlights that must be mentioned, Sargis said. But improvisation, along with sharing personal history is encouraged, too.

"All of the tour guides have their own experience in the city, and will add parts of their history in it," Sargis said. "We have a tour guide that is a retired police officer, and he will interject anecdotes form his career. We have a tour guide that's a Vietnam War Veteran, and when we go by the Vietnam War Memorial, he will always discuss the importance of it to him."

For Scheffle, the training included joining multiple tours a week for two weeks and flashcards.

"For a while, I, just drove Uber and Lyft," Scheffle said. "And then, I remembered that I really liked Chicago. I like learning fun facts about it. And there are people in the city that have that as a job -- to tell people fun facts about Chicago and I started looking into tourism jobs in the city."

What's the most common question tour guides get?

Believe it or not, it's not always about The Great Chicago Fire , or Mrs. O'Leary and her cow, at least on Scheffle's tours.

"My favorite thing on the tour that happens is probably when little kids ask questions," Scheffle said. "The common question that a kid will ask, because I talk about the tallest building, second tallest building, third tallest building, a lot of times a kid will ask what's the shortest building in Chicago? Which I don't have a good answer for."

Are you supposed to tip your guide?

"It's up to the discretion of the client," Sargis said. "I would say a lot of our passengers do tip our tour guides."

What's the absolute best part of the tour?

Sure the tour is photogenic, and the city's history is fascinating. And though some may go on the tour to find out what buildings are new, others prefer to think about the old.

"My favorite building to talk about is probably the Board of Trade building," Scheffle said. "Just because I remember walking by it much younger and always, I remember, really being impressed by it, thinking was such a cool big city building."

For a local on the tour, the memories are nice. But a day out on the water in Chicago is just hard to beat.

"It's great. I don't have to work," said Pappas, who has lived in the city for 55 years. "Every time, it's a little treat to go down the river."

Video editors Ivonne Ramirez and DS Shin produced and created the video for this story.