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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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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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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. 

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

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Shoreline Sightseeing

Review Highlights

“ If you want a real deal Chicago tourist experience, then you should take the Sunset Chicago Architecture Tour . ” in 179 reviews

“ Victor was our guide and his knowledge about the architecture in Chicago is nothing short of an encyclopedia! ” in 138 reviews

“ Fantastic experience, Jim was a great and friendly guide, very knowledgeable and informative on the history and style! ” in 140 reviews

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124 N Streeter Drive

Chicago, IL 60611

Illinois St

Near North Side

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A great Chicago experience begins with Shoreline Sightseeing! For over 80 seasons, we've been your guide to Chicago's iconic architecture. Our fleet of 11 touring vessels and 6 water taxis is Chicago's largest. Choose from our legendary Architecture River Tours, named Trip Advisor’s Best of the Best in 2023, or Skyline Lake Tours. Groups are welcome on all scheduled tours, including our weekly Spanish Architecture Tours. Discover Chicago's skyline with us! …

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Contact info Phone: 312.222.9328 ext. 1 Email: [email protected]

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Try ParkWhiz app to locate parking. There are a bunch of garages around.

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1766 reviews

Brought my family here for a day trip. Spent part of the day at the pier and booked a boat tour. It was a little colder than we thought it would be however it was still a good experience. The prices were fair, about $30 per person for a 30 min tour. The view was everything. Along the way was a pre recorded guide of all the sites we pass. There was a cash bar and seating was spacious with an upper and lower deck. Family friendly and good for all ages.

See all photos from Tati S. for Shoreline Sightseeing

When I was researching things to do on our trip to Chicago mid-September, everyone said THE thing to do was go on the architecture tour, especially when the weather calls for it. This was without a doubt our favorite activity in Chicago. I had already purchased a Chicago city pass, and we chose the Shoreline Sightseeing Architecture River Tour. Of the options that you get to choose from, this is also the most expensive choice, which means it is DEFINITELY worth it if you have the city pass. I picked a time that was a little closer to sunset when reserving the tickets, and the sight was fantastic. The tour lasted around an hour and a half. Our tour guide was Ricky. He was very confident, clear, and humorous. On the tour, you learn a lot about the buildings, and you may think, well that's boring, how much can they really tell you? Well...they tell you a LOT. It was so fun to learn about the architectural history of Chicago and how building designs got to where they are today. It was very informative, and the view is simply amazing. This is something that you can't miss. Even if this is for tourists, it's not one of those overpriced tourist traps. It's so worth it! The nice thing too is that even if you've been before, the tour will have a lot more information later on as more buildings get constructed. You best believe I'll be going back in the future. If you have the chance, go for a walk around Navy Pier before or after the tour as well.

Chicago Skyline

Chicago Architecture (Low Angle View)

Great experience. We did the architecture river tour. Make sure to come a bit early before your reservation time or else you may get a bad spot on the boat under the canopy if it fills up which makes it hard to take good pictures or view buildings on the other side of the boat. The tour guide was very warm and uplifting. He did a great job. The people working the ticket booth were very helpful as well.

View from the boat

It's EXTREMELY cold and very windy. You can't survive on the deck for more than 20 minutes. Two tickets for this architecture tour costs over $100 with one ticket of $47, and a hour trip on the water. It's indeed eye opening to understand the history of this skyscraper city. The green water is dyed on St Patrick's day. You can find a small bar on the boat too, we recommend you get a hot coco there.

If I could give more stars I would. From start to finish, staff, the boat, tour guide, the scenery it was all perfect. It made such a great tour. Highly recommend.

I haven't done an architectural boat tour in over a decade and this was my favorite Chicago architectural boat tour experience I've been on! I was also very lucky to enjoy this tour on a rare warm 80F day in late October. The boat was easy to locate and instructions were clear. Our tour guide/narrator gave a phenomenal performance and tour. He even sang a song that he wrote himself to help us better remember some architectural history. Views of our lovely city on the cruise were also breathtaking! If you haven't been downtown in a while or seen the newly erected buildings over the pandemic, doing a boat cruise with Shoreline is a fun way to do it!

See all photos from Lina W. for Shoreline Sightseeing

Came with my girlfriend on the Shoreline Sightseeing tour as part of the City Pass and had Brooke narrating the evening! Luckily, there weren't many people on our tour so we were able to get a lot of great photos and information without there being distractions. Although it was late at night and not many people, Brooke still showed her enthusiasm despite there being none from the audience. She doesn't let that take her down and she continues with the tour. Brooke is very informative and also has a comedic side which made the tour that much more enjoyable. I couldn't' imagine listening to a monotone person just reading things out. Also, she was just blurting things out from her head and memorizing everything! A great source of Chicago skyscraper and architectural knowledge. She also allowed for breaks during the tour so she just wasn't constantly talking. Overall a great tour and would recommend people's first time to Chicago to take the tour and hopefully you get Brooke!

Architecture Tour at Navy Pier I could write a short story of how phenomenal and exciting this was. All these skyscrapers on or near the river. Our tour guide was so knowledgable with just the right amount of humor. He named the various European architects that designed the various skyscrapers. He pointed out 3 buildings with a short one in between, called Danny Devito between two models. Took a zillion pictures that could be suitable for framing. I felt like a child going to Disneyland the first time. My pics say it all. CITY PASS You can upgrade to the water taxi service for $12 that is good for 24 hours from the time u upgrade. You see the same skyscrapers just without the tour guide. You miss so many sights taking Uber, this is the way to travel and u save money. The staff is so friendly and help you navigate to other stops you might have to transfer to as well as the schedule. Michigan Ave stop drops you off at the Magnificent Mile, so much to see and do on foot. Shout out to Captain who contacted our transfer water taxi to wait for us at the transfer dock. If in Chicago it would be a shame not to do this tour. I would rate them a 10 if I could.

See all photos from Chef Will G. for Shoreline Sightseeing

This tour was a lot of fun and it is one of a kind. The meet up point was across the street from our previous tour but it was not hard to find. We approached one of the employees and he told us where to go to get in line. We had arrived about 20 mins before the tour time so we stood in line along with everyone else. (right in front of the Apple store along the wall) Check in was easy. Right before we boarded, we took a group picture and headed right on. It was a super hot and sunny day so we head right down to the bottom floor for some much needed shade. We sat on a bench so we were able to hang out on one of the sides of the boat and look out. The tour started shortly after boarding and we had a very friendly narrator giving us the 411 about the buildings and their history. The tour was a long one and we even took a little nap... The sun defeated us. The ride was very relaxing, smooth, and calm. We saw a lot of buildings we had yet not seen yet and we learned a lot of interesting facts. It was totally worth the visit and I would definitely do it again. We ended up purchasing our group photo because it was very cute!

Enjoyed the 75 minute architecture tour at 10AM on a Wednesday morning with Keegan as our guide. I really think that the guide can make or break the experience, so if you're able to request someone, I highly recommended going on a tour led by Keegan. The interspersed humor made for a fun and enjoyable trip. This was my first time going on an architecture type tour, but I loved how they provided historical context on the types of architecture & key figures involved. Definitely a rather touristy excursion, but as a first time visitor to Chicago, I'm really glad I decided to try it! Highly recommend if you're looking for a fun outing.

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CHICAGO'S ORIGINAL ARCHITECTURE TOUR®

BEST SEAT IN THE HOUSE

Choose your adventure, chicago river architecture tour (90 minutes).

Take in the world-renowned architecture as our expert guides tell the story of 130 years of architectural innovation.

We like our drinks stiff, not our tour guides.

Chicago River Architecture Tour (45 minutes)

This family-friendly introduction to the Windy City's rich history and architectural heritage features highlights from Wendella's full-length architecture tours.

The Ultimate Chicago experience.

We're In the People Business

This was one tour that I can honestly say was worth doing & probably should be a must do/ see on your visit to Chicago.

Ginette, 2023

We were recommended the architecture boat tour by a few locals and it was absolutely amazing!! Beautiful views from anywhere you sat and an extremely knowledgeable and funny tour guide led the trip. Great value for money and so so worth it. Thank you!!

Jessica W, 2024

The skyline was beautiful and the buildings all shined differently. Pictures come out amazing!

Christina, 2023

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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.

You may also be interested in:

• The Best Chicago Tours
• The Best Chicago Walking Tours
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• Best Hotels in Chicago
• Best Things to Do in Chicago

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Chicago River Boat Architecture Tours

Chicago River Tours | Fireworks Tours | Jazz/Cocktail Tours

River Boat Tours

Book your tour now, book by phone: (708) 488-6343, about the tours, chicago river boat architecture tours .

Welcome to Chicago River Boat Architecture Tours!  We’re proud to present you with an in-depth, expert architectural-based river boat tour that delves into one of the most remarkable American cities today. Known for unique, daring, and historical architectural pursuits, it’s hard to cover all of the design and building treasures that make up the Windy City today. If you’re ready to learning more about the designs, people, and innovations behind these creations, throw on your captains hat and get ready to cruise along the Chicago River and see what architects from around the world travel to see in Chicago.

About The Chicago River Boat Architecture Tours

Chicago is known around the world for its architectural feats, both inside and outside of the buildings. From the 100-year-old Art Deco, Neo-Classical, and Gothic Towers, to some of the tallest modern-day skyscrapers, Chicago is where old meets futuristic architectural endeavors. It has something for everyone in a way that no other city replicates today.

Why Tour Chicago’s Architecture with Us?

We are born-and-raised Chicagoans ourselves, passionate about the community that we know and love. That passion and desire spills into all of our tours, drawing on personal experiences for curating a tour that just can’t be duplicated by a book or a movie. We want you to experience everything firsthand. Why tour with us?

• Expertise: All of our tour guides are either architects, architecture students, or architecture historians, making for an in-depth and personally rooted kind of touring experience that covers all of the discreet details.
• Variety: We offer a variety of uniquely different tours that cover everyone’s individual taste. We offer the Chicago River Boat Architecture Tour that takes you down the famous Chicago River; there are several different options such as Architecture, History, Cocktail Cruises and Firework Viewing Tours
• Flexibility : We want you to enjoy your Chicago River Boat touring experience, which is why we’re happy to talk with you and learn more about how our tours can accommodate you, your party, or your corporate outing. Our tours run daily, with availability always posted on our website here.

Our Tours  

• Chicago River Boat Architecture Tour : When in Chicago, cruising down the Chicago River is  a must. Except with us, you’ll be taking in the architecture of the buildings that line the beautiful river. We provide detailed explanations of the construction and history of over 50 significant buildings, wrapping up at the end of the river.
• Chicago River Boat Cocktail Tour : Join us for this great Architecture Tour while sipping craft cocktails, beer or wine available for purchase at our bar on board!
• Lake Michigan Navy Pier Fireworks Cruise :  Fireworks, one of the Four Great Inventions of ancient China were invented in the 12th century. Chicago approved City-Wide Use of Fireworks on the 4th of July 1893,. Mayor of Chicago Patrick Eugene Prendergast issued a proclamation approving the use of fireworks to celebrate the World’s Colombian Exposition and to celebrate the nation’s 117th Independence Day. This fascination with fireworks, noise, and color continues today. The City of Chicago offers a fireworks show at Navy Pier on Saturday nights at 10:15 p.m. The Fireworks Cruise sails on both the Chicago River and Lake Michigan each Saturday at 8:30 pm.

Our Commitment to Your Touring Experience

We believe that tours should be entertaining, enlightening, informational, and perfectly organized, every single time. A tour shouldn’t feel laborious in any way; you should feel an effortless inclination to learn more about what we present at your fingertips. With our Chicago architectural tours, that’s exactly what we strive to provide, basing each tour from the perspective of an expert with the real-life example in the background.

If you’re thinking about booking a tour with us, know that our commitment to flexibility and accessible makes our Chicago Architecture Tours easy and convenient:

• 3 pm *Not Available Friday thru Sunday Summer Months*
• 6:30 pm (Jazz Band, Cocktail w/bar) *Sunday Only*
• 8 pm (Wednesdays)
• 8:30 pm (Saturdays)
• Seniors $48
• Youths $30 (7-12 years old)
• Children 6 and under Free

BOOK YOUR TOUR TODAY

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Chicago river boat cocktail tour.

Join us in the evening to sip cocktails while cruising the historic Chicago River! Get the same tour just with a cocktail in your hand! Premium bar on board with craft cocktails, wine and beer available for purchase. Drinks may be purchased individually with a credit card on the boat. Tour Information Pricing Adults $49… Continue reading Chicago River Boat Cocktail Tour

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Chicago river boat architectural tour.

Forming a length of 156 miles when combined, the Chicago River is a system of rivers and canals the characterize the infamous skyline of Chicago today. The river, running through the city, including the city center Chicago Loop, is evident of man made design and infrastructure when completed craftily. In 1887, the river was reversed… Continue reading Chicago River Boat Architectural Tour

Lake Michigan Navy Pier Fireworks Cruises (w/ Architecture Tour)

Enjoy your favorite drink while gazing Chicago’s magnificent architecture and finish your cruise with fabulous light show, at Navy Pier. Fireworks, one of the Four Great Inventions of ancient China were invented in the 12th century. Chicago approved City-Wide Use of Fireworks on the 4th of July 1893,. Mayor of Chicago Patrick Eugene Prendergast issued… Continue reading Lake Michigan Navy Pier Fireworks Cruises (w/ Architecture Tour)

11 of the best Chicago River Boat Tours 2024

Have you been wondering about the chicago boat tours i’ve got you covered.

Chicago is no doubt one of the most beautiful cities in the USA and although there are plenty of ways to explore it, nothing quite compares to a boat tour. Seeing the city skyline from a boat can be incredibly romantic as well!

After having spent a few months travelling around the USA, I did a lot of research on the best boat tours in Chicago and created this article to help travellers who are not sure which Boat tour to take in Chicago. I have also included personal reviews from myself and other travellers. One of the most popular boat tours is the Architecture Tour. This 90-minute cruises goes along Lake Michigan and offers an up-close look at some of Chicago’s famous buildings, including Navy Pier, Willis Tower (formerly Sears Tower), John Hancock Center, Tribune Tower, Wrigley Building, as well as many other architectural landmarks.

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In a hurry and need help quick?

Making last-minute plans for your Chicago itinerary . We’ve got you covered. Our recommended hotels and tours for a getaway are listed below.

Recommended hotels:

• Hostel in Chicago: HI Chicago Hostel
• Budget Hotel in Chicago: Aloft Chicago Downtown River North
• Mid-Range Hotel in Chicago: Kimpton Gray Hotel
• Family Hotel in Chicago: Hotel Lincoln
• Luxury Hotel in Chicago: Viceroy Chicago

Other Recommended tours:

Chicago Architecture River Cruise

• Chicago: Gangsters and Ghosts Walking Tour
• Chicago Favorites Food and Walking Tour
• Chicago’s Delicious Donut Adventure & Walking Food Tour

Other Helpful Links

• Cheap flights
• Savings on accommodation from hostels to luxury hotels
• Affordable car rental options
• Affordable sightseeing tours and day trips
• Travel Adapter – All in one so you don’t have to carry a bunch around
• Wise Card : hold up to 40+ currencies at once to spend in in over 150 countries

This post contains some affiliate links for your convenience. Click here to read my full disclosure policy. You can also read our content/editorial policy here .

My Top 3 Picks: Chicago River Boat Tours

• 1 hour 15 mins
• Runs 20 times a day
• Drinks available

Lake Michigan And Chicago River

• Thrilling speedboat
• Small group tour

Best of Chicago Skydeck + Shoreline Cruise

• Max of 6 people
• Admission fees

11 boat tours in Chicago

1. chicago architecture river cruise.

⭐️ RATING: 5/5  | ⏳ LENGTH: 1 hour and 15 minutes | ✅ Book it!

Embark on an adventure as you hop aboard this boat tour along the Chicago River, where the city’s iconic architecture takes centre stage.

Glide through the waters while an onboard guide narrates the fascinating history behind over 40 remarkable structures, such as the Navy Pier, Wrigley, and John Hancock. 

Immerse yourself in the ongoing narrative of Chicago’s architectural transformation as you navigate all three branches of the Chicago River, encountering notable landmarks such as the East Bank Club, the Post Office Building, and the Willis Tower (formerly recognised as the Sears Tower).

This architecture river tour showcases the beauty of Chicago and delves into the key events that have shaped the city’s rich architectural history. 

“Ricky was a fantastic story teller bringing alive the architecture along the Chicago River. Great experience” – Michelle_S

You’ll take a lovely boat ride along the pretty Chicago River, lasting about 1 hour and 15 minutes. While on this journey, you’ll have chances to see some cool stuff.

As you smoothly float on the water, you’ll see fantastic views of the Chicago skyline, which is a great time to take incredible photos.

During this boat tour, you’ll also go past Navy Pier, a large waterfront place that’s 50 acres in size. You’ll also see the Skydeck Chicago at the Willis Tower, the tallest building in the Western Hemisphere. This tour includes a professional guide, so expect to learn many new things. 

St. Peter’s Basilica, Notre Dame, the White House, and even the Berlin Wall, will come into view. Lastly, the boat tour will let you glimpse the giant John Hancock Center, an enormous skyscraper with 100 stories and 1,128-foot tall.

Important details 

• Start Time (and location): Your chosen time at 401 N Michigan Ave or 24 N Streeter Dr, Chicago, IL
• Duration: 1 hour and 15 minutes
• Includes: Guided architecture cruise, Live commentary

🤩 Check Prices and Availability!

2. Lake Michigan And Chicago River Architecture Cruise By Speedboat

⭐️ RATING: 4.5/5  | ⏳ LENGTH: 1 hour and 15 minutes  | ✅ Book it!

Discover Chicago’s famous architecture during this river architecture tour. Board a relaxing riverboat for a cruise on the Chicago River, viewing landmarks like the Willis Tower and the Tribune Tower while listening to engaging commentary from your guide. 

Board a speedboat for a thrilling ride up the shore of Lake Michigan to see views of Grant Park, the Chicago Harbor, and the Museum Campus. 

“The tour guide was a wealth of knowledge. We thoroughly enjoyed learning about Chicago’s architecture and ending with the speed boat was fun.” – Nancy_T

Begin your journey at the Navy Pier, where you’ll meet with your guide and fellow explorers. Board the riverboat for the first part of your architectural tour in Chicago by boat.

Along the way, you’ll pass by noteworthy landmarks like the Tribune Tower and the Willis Tower while your guide shares captivating tales about Chicago’s architectural legacy and pioneering role in skyscraper construction.

Delve into how the Chicago River’s direction was ingeniously altered through modern engineering. You’ll also experience a smooth passage through the historic locks that separate the Chicago River from Lake Michigan.

Following the river cruise, get ready for an exciting ride on a speedboat as it zips along the shores of Lake Michigan, offering spectacular views of Chicago’s stunning cityscape.

Watch for the Museum Campus, home to the Shedd Aquarium, the Adler Planetarium, and the Field Museum. As you drift past Grant Park, take in the impressive sight of Buckingham Fountain and savour the panoramic views of the Chicago Riverwalk. 

• Start Time (and location): Your chosen time at 600 E Grand Ave, Chicago, IL
• Includes: Architectural tour, Speedboat ride, Professional guide, Live commentary, All fees and tax

3. Best Of Chicago Small Group Tour With Skydeck + Shoreline Cruise

⭐️ RATING: 4.5/5  | ⏳ LENGTH: 4 hours | ✅ Book it!

Try this small-group tour if you want to see the best of Chicago in just half a day. You’ll be picked up from your hotel and travel in an air-conditioned vehicle to Skydeck Chicago at the Willis Tower for breathtaking city panoramas.

Next, you’ll go on a private boat ride Chicago cruise to discover Buckingham Fountain and more. See more of the city in less time on a driving tour. This tour is limited to just six people for a personal experience.

“Tour guide was very courteous. Also very knowledgeable about Chicago’s history. Carefully guided us around the city. Problem arose out of his control and he handled it perfect.” – Chance_S

No Chicago visit is complete without going to the Skydeck Chicago in the Willis Tower, the tallest building in the Western Hemisphere. Take the elevator to the 103rd floor for a jaw-dropping 360-degree view of the city! Don’t miss “The Ledge,” unique glass balconies that extend 4.3 feet outside the building.

Next, visit the Cloud Gate, aka the Chicago Bean, a stunning outdoor work by British artist Anish Kapoor. Then, embark on the Shoreline Architecture Cruise to see over 40 Chicago landmarks along the picturesque Chicago River.

Wrap up your tour with a stop at Buckingham Fountain. Please note that from June 18th to August 13th, this may be replaced with a luxurious drive along the Magnificent Mile, with hop-out stops at The Chicago Theatre, the striking Chicago Picasso sculpture in Daley Plaza, and the historic Chicago Watertower.

• Start Time (and location): Your chosen time to be picked up at your hotel or head to 55 N Michigan Ave, Chicago, IL
• Duration: 4 hours
• Includes: Hotel pickup and drop-off, Professional guide, All admission fees, Small-group tour (6 people maximum)

4. Chicago Sunset Cruise

⭐️ RATING: 4.5/5  | ⏳ LENGTH: 1 hour and 30 minutes | ✅ Book it!

Experience Windy City in one of the best evening Chicago river boat tours, perfectly timed with the sunset.

Board your open-top riverboat in the heart of the Magnificent Mile and cruise along the Chicago River as your guide points out architectural marvels. 

Witness the skyline from a distance and watch the skyscrapers light up as you continue to Lake Michigan for a sunset viewing. Admire a perspective of Chicago that most visitors admire during this tour. 

“Had a amazing time enjoy the ride and the staff it was a beautiful ride. Sunset was amazing. Enjoyed watching the bridge open will go again.” – Paris_C

Gaze at the city’s stunning sunset skyline as you go on one of the best river cruise in Chicago. Catch sights of the John Hancock Center, Skydeck Chicago at the Willis Tower, and the Aqua Tower, all from the vantage point of your boat on Lake Michigan. 

Experience the peaceful waters of Lake Michigan for an hour as the sun sets behind the city, creating a serene atmosphere. Then, embark on a short journey along the Chicago River as you head toward Lake Michigan.

• Start Time (and location): Your chosen schedule at 400 N Michigan Ave, Chicago, IL
• Duration: 1 hour and 30 minutes
• Includes: Riverboat cruise, Live commentary, All fees and taxes

5. Skyline Tour Aboard 148 Ft. Schooner Windy – Chicago’s Official Tall Ship

Escape the bustling city and enjoy a relaxing trip along the scenic shores of Lake Michigan. Look at the famous skyline, take in beautiful views, and see the charm of the Windy City from a different angle on the water.

You’ll be boarding Windy, the Official Ship of Chicago, at 148 feet long, and is one of the few 4-masted Schooners made in the US. 

Choose from different sail options, like the Pirates and Maritime Stories Sail at 1 p.m., the Skyline/Architectural Theme at 3 p.m. and 5 p.m., and the Skyline Sunset Sail at 7 p.m. Each one lasts about 75 minutes. Remember, the ship leaves on time, so arrive early to find parking if needed.

“Views of Chicago skyline were spectacular. My teenage son enjoyed hoisting the sails! We definitely could have stayed on the ship longer!” – Andrea_B

Lake Michigan is a marvel of nature in its own right. This tour lets you see Chicago from a whole new perspective. The 1 p.m. schedule is best when bringing kids, and this is one of the best Chicago boat tours for families.

Enjoy the scenic views and experience an engaging boat ride aboard the official ship of Chicago. Be sure to participate in raising the sails for an experience you’ll never forget!

• Start Time (and location): Your chosen schedule at 600 E Grand Ave, Chicago, IL
• Includes: Ship ride, All fees and taxes

6. Chicago Lake And River Architecture Tour

Delve into Chicago’s rich architectural history during one of the recommended Chicago boat tours. While sailing along Lake Michigan, take the opportunity to capture memorable photos of yourself and your companions against the backdrop of Chicago’s impressive 26-mile shoreline.

This comprehensive architectural tour offers in-depth insights into Chicago’s architectural treasures, all delivered through live commentary.

“Learned a lot about the city. The view was great… the guide was very knowledgable. Perfect amount of time on the lake!” – Lorena_B

This Chicago architecture boat tour departs at Wendella, in the heart of Chicago’s vibrant Magnificent Mile. This tour sets sail regardless of weather conditions.

Enjoy a live commentary as you cruise down the river. There is an onboard bar so that you can enjoy snacks and drinks. 

You’ll pass by significant landmarks such as the Centennial Fountain And Water Arc, the Michigan Avenue Bridge, the Art Institute of Chicago, Millennium Park, the Willis Tower, the tallest building in the Western Hemisphere, and many more architectural wonders. 

• Start Time (and location): Your chosen time at 400 N Michigan Ave, Chicago, IL

7. Private Lake Michigan Sailing Charter And Sightseeing Tour Of Chicago

⭐️ RATING: 5/5   | ⏳ LENGTH: 2 hours  | ✅ Book it!

This is the perfect tour if you’ve ever dreamed of sailing away on your private sailboat. Complete with a captain and crew, you and up to five other guests will exclusively use a sailboat. 

Sail on Lake Michigan and enjoy the sights of Chicago’s remarkable skyline. If you want, you could even take a turn at the helm. You could choose from morning, afternoon or evening departures. 

You could bring your own bottle, but no glass containers. Ice and fridge are included along with fully customizable itineraries based on your preferences. Be sure to get your tunes playing for the perfect sailing vibe!

“Great experience as part of our 19th anniversary celebration. Beautiful views and great captain and service. Bluetooth music was a nice touch.” – DeWayne_P

Your journey kicks off from the north side of Monroe Harbor at a dedicated pick-up and drop-off spot. The specific route depends mainly on the wind direction, but it’s incredibly flexible because this is a private charter. 

Suggest landmarks or ways you’d like to see, and the captain will happily oblige. If you prefer the captain to decide, that’s no issue either. The exclusivity of your time sailing makes this one of the best boat tours in Chicago. 

• Start Time (and location): Your chosen schedule at East Monroe Street & South Lake Shore Drive, Chicago, IL
• Duration: 2 hours
• Includes: Private sailboat, Professional US Coast Guard licensed captain, bluetooth speakers

8. Chicago Architecture Boat Tour

⭐️ RATING: 5/5  | ⏳ LENGTH: 1 hour and 30 minutes | ✅ Book it!

Famous for its architecture, the best way to explore the Windy City is to try one of the best Chicago architecture boat tour along the Chicago River. Aboard an open-deck boat, glide past the historical and modern marvels like the Civic Opera House, Wrigley Building, and Willis Tower.

The live narration of a professional guide during this big-group tour reveals each building’s captivating history, so you’ll learn more than you would observe. 

“We toured on a cute boat named the Summer of George (Seinfeld fans will know). The captain was great and so was our tour guide Hillary. She is very knowledgeable in architecture and has a fun personality. Lovely views of the city. I would go again!” – Naima_O

Your one-and-a-half-hour tour starts by passing by the Magnificent Mile. You’ll then continue and pass the Wrigley Building, which has graced Chicago’s skyline since 1920. Originally built to serve as the headquarters for the chewing gum company, it draws inspiration from Spain’s Seville Cathedral’s Giralda Tower.

Continue to pass by some iconic landmarks, including Willis Tower,  Aqua Tower, an 82-story mixed-use skyscraper in Lakeshore East, Chicago Chinatown, the Merchandise Mart, an iconic structure housing top home showrooms and offices, and the famous Navy Pier. 

• Start Time (and location): Your chosen time at 900 S Wells St, Chicago, IL
• Includes: Guided architecture tour

9. 45-Minute Chicago River Architecture Tour From Magnificent Mile

⭐️ RATING: 4.5/5  | ⏳ LENGTH: 45 minutes  | ✅ Book it!

Experience an up-close view of the magnificent buildings surrounding the Chicago River in this 45-minute best boat tours Chicago. Enjoy live commentary about the city’s history and architectural marvels on this tour, which is suitable for the whole family.

Discover iconic landmarks, including the Chicago Riverwalk, Michigan Avenue Bridge, Wrigley Building, and Willis Tower. Choose between the open-air top deck or the covered bottom deck for the best view to admire Chicago’s beauty.

“It was an amazing tour, I had very good time. Our tour guide was awesome, he explained everything in detail.” – Aycan_T

During your cruise, you’ll sail past remarkable landmarks. Uncover the captivating history of the Chicago Riverwalk and hear enchanting tales surrounding the Michigan Avenue Bridge. Behold the iconic Wrigley Building and the Merchandise Mart, a colossal structure that commands attention in Chicago and the entire nation.

Then, you’ll have the privilege of admiring the Lyric Opera of Chicago, a prestigious venue that hosts live performances, business events, and entertainment galore.

Finally, see the distinctive Marina City, featuring mixed-use apartment buildings with their distinct corn-cob exterior, often described as a “city within a city.”

• Duration: 45 minutes
• Includes: Architecture tour, Live commentary, All fees and taxes

10. Chicago Urban Adventure River And Lake Cruise

⭐️ RATING: 4.5/5   | ⏳ LENGTH: 1 hour and 30 minutes  | ✅ Book it!

If you’re a first-time visitor and choosing among the best Chicago river cruise, this is perfect for you. Witness the Second City from the water with a sightseeing cruise along the Chicago River and the Lake Michigan shoreline. 

See the towering buildings and spot the gargoyles atop the city’s historic structures. Hear stories about the city’s history and culture as you pass famous Chicago landmarks.

Capture striking images of the city skyline from Lake Michigan and get a distinctive look at Chicago that’s suitable for all ages.

“Great experience. If you are in Chicago and are looking for an informative tour, this is . Great option. This tour was everything that I hoped it would be.” – Quinton_F

As you sail, you’ll pass by notable landmarks, including Marina City, the Buckingham Fountain, one of the world’s largest fountains, the Adler Planetarium, a famous celestial observatory in Chicago’s museum campus, and Soldier Field, home to the Chicago Bears. 

Catch a glimpse of the John Hancock Center, a 100-story skyscraper in the Magnificent Mile district, as seen from the lake.

Lastly, pass by the Chicago Riverwalk. These landmarks are just some of the many iconic sights you’ll witness during your boat ride . 

• Start Time (and location): Your chosen schedule at 112 E Wacker Dr, Chicago, IL
• Includes: Boat tour, Live commentary, All fees and taxes

11. Lake Michigan Skyline Cruise In Chicago

⭐️ RATING: 4.5/5 | ⏳ LENGTH: 40 minutes  | ✅ Book it!

Enjoy the iconic views of the stunning Chicago skyline and its many landmarks during this Lake Michigan sightseeing boat cruise. Climb aboard your vessel for a laid-back ride, enjoying scenic views of the Windy City’s skyline from a striking viewpoint.

The cruise duration varies with the weather, spanning 40 minutes in the warmer months and 30 minutes in the colder ones. 

During the cruise, you’ll listen to informative commentary and view the John Hancock Center, Willis Tower, and many other landmarks. Feel free to bring your lunch or grab a drink at the onboard bar during your boat ride

“Whether was perfect, view was beautiful . great time with the family. I will be booking another boat tour ! .” – Sandra_G

Be treated to pre-recorded audio narratives recounting Chicago’s vibrant history and iconic landmarks, all while taking in the breathtaking panorama of the city’s famous skyline.

Gaze upon renowned skyscrapers like the John Hancock Center, Aon, Trump Tower, and more. As you sail, spot downtown neighbourhoods, including the Gold Coast, Streeterville, Grant Park, and the enchanting Buckingham Fountain. 

This experience is perfect for the entire family to savour Chicago’s picturesque lakefront. Additionally, you’ll pass by Millennium Park, the Chicago Cultural Center with its magnificent stained-glass domes, the Chicago Architecture Center, and the Historic Water Tower. 

• Start Time (and location): Your chosen time at 800 E Grand Ave, Chicago, IL
• Duration: 40 minutes
• Includes: Pre-recorded commentary, Scenic skyline cruise

FAQs About boat tours in chicago

What are the best chicago river tours.

The best Chicago river tours available in Chicago include the Shoreline Sightseeing Architectural River Cruise, Seadog River and Lake Tour, Wendella Grand Tour, and Urban Kayaks. Each offers its own unique perspective on the iconic sights of the city like Willis Tower, Navy Pier, and beautiful bridges.

How long do Chicago river tours last?

The duration of each tour depends on which type you choose to take. Shoreline Sightseeing’s Architectural River Cruise is one hour long, while Wendella’s Grand Tour and Seadog River and Lake Tour are both two hours long. Urban Kayak offers a variety of tour lengths, ranging from one-hour to four-hour experiences.

Final Thoughts: chicago river tours

Chicago boat tours offer breathtaking views, unparalleled experiences, and a memorable journey.

As you explore the city’s fascinating landmarks from a new perspective, your tour guide will bring to life the amazing history that surrounds Chicago.

From the stunning skyscrapers and iconic architecture, to the unique stories about the characters of this vibrant city – it’s an experience you won’t forget. Whether you’re looking for family fun or something romantic and special, there’s a boat tour in Chicago that’s perfect for you. Book your best boat tour experience in Chicago today.

• Best Places to stay in Chicago
• 15 Exciting  Things to Do in Chicago
• Exploring the Windy City: A Two-Day Itinerary in Chicago
• Chicago After Dark:  Places To Visit in Chicago at Night
• When is the  Best Time to Travel to Chicago

Meet Angelica, who at 22, boldly pivoted from a legal career to pursue her passions in travel and writing. With a focus on sustainable travel, she has explored Asia and Europe, emphasizing local cultural engagement along the way | Specializing in digital nomad travel, crafting comprehensive itineraries, identifying top tour guides, sharing regional insights on Asia, The Americas, and Europe, and advising on eco-friendly travel practices.

View all posts

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• 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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What tour are you interested in?

Architecture River Tour

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Skyline Lake Tour

Save 48% at 5 top attractions

Where would you like to leave from?

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Please select Navy Pier. (Skyline Lake Tours are unavailable from Michigan Avenue.)

600 E. Grand Ave

When would you like to go?

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Note: Fireworks tours available Wednesday and Saturday evenings in the summer.

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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
• Accessibility Information

Chicago Water Taxi

Connecting chicago.

• Next departures
• Trip Planner
• Ogilvie / Union (West Loop)
• Michigan Avenue

Next Departures

Ticketing options, one-way ticket.

Valid for one ride between any two CWT dock locations.

*Half price One-Way tickets available for Senior Citizens. Must purchase at the Ogilvie/Union or Michigan Ave Dock. * One Way Tickets are free for active duty military and children ages 3 years old and younger.

Weekday Ten Ride Pass

Valid for ten one-way rides between any two dock locations. Perfect for commuters. Rides do not expire and can be used in subsequent years.

All Day Pass

Valid for unlimited rides on one calendar day.

Some Vessels are Climate-Controlled

Restrooms on board, some routes are ada accessible, bring your bike / luggage, food welcome (no outside alcohol).

* Not all amenities included on all vessels

Just Visiting?

Explore the city of Chicago from the Chicago Water Taxi. The Chicago Water Taxi connects several Chicago neighborhoods with various dining, sightseeing and shopping attractions. Looking for a guided architecture tour or Lake Michigan cruise? Wendella offers an expansive variety of tour and cruise options.

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• Ogilve / Union (West Loop)
• Michigan Ave
• LaSalle / River North
• Riverwalk Clark St
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• Chicago Ave
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17 Amazing Things to Do in Chicago with Teens

C hicago is an amazing city to visit with a family, but it is a great place for teens. Teenagers will enjoy the variety of things to see and do from Broadway shows to high speed boat tours on Lake Michigan to shopping on the Magnificent Mile. No matter their interests, there’s sure to be something they all like. Here are some of our favorite things to do in Chicago with teens.

*Disclosure: This post may contain affiliate links, which means we may receive a commission if you click a link and purchase something that we have recommended. Please check out our  disclosure policy  for more details. Thank you for your support!

17 Awesome Things to Do in Chicago for Teens

1. get your stem on at the museum of science and industry (msi) .

The Museum of Science and Industry was built in 1893 for Chicago’s World Fair, and today is home to an abundant collection of artifacts. There are thousands of interactive exhibits with everything from history to the human body.

Teens will love the World War II era submarine (U-505), a re-created coal mine, and a massive indoor tornado, but those are only a few of the highlights. It’s a fun place to spend the day in Chicago with teens.

2. See a show at one of Chicago’s world class theaters

Chicago has a bit of everything when it comes to theater. There are Broadway shows, musicals, plays, and comedies. Literally, there’s something appropriate for all ages year round.

To find the latest Broadway offerings head to Broadway in Chicago , but know that many teens will enjoy Blue Man Group and some might even enjoy Chicago Shakespeare at Navy Pier.

If your kid is a theater buff, be sure to check these out. 

3. Admire one of the best art collections in the world at The Art Institute of Chicago

The Art Institute of Chicago has been chosen time and time again as one of the premier art museums in the world. If you’re in Chicago with a teenager who loves art, this is the place to be. 

The collections span from ancient times to modern day, and includes works of artists from Monet to Diego Rivera and more. The architecture inside is just as stunning, so allow plenty of time to take it all in. 

NOTE: To save money when visiting The Art Institute and other popular attractions, consider investing in a CityPASS .

A CityPASS offers discounted admission on five of Chicago’s top attractions including The Art Institute, Shedd Aquarium, the Museum of Science and Industry, the Field Museum, Skydeck Chicago, and Adler Planetarium. You can buy your pass here .

4. Pose for obligatory selfies in Millennium Park

No family trip to Chicago would be complete without a visit to Millennium Park . The park is home to the famous Cloud Gate sculpture (aka The Chicago Bean), Crown Fountain, the Lurie Garden, and Jay Pritzker Pavilion. Millennium Park is one of the best places to take pictures in Chicago !

If you’re planning a teenage trip to Chicago, you’ll want to include these spots. All of these provide beautiful backdrops for Chicago selfies. And be sure to review these tips for how to take the best photos of yourself before snapping away!

Adjacent to the park is Maggie Daley Park, a 20-acre park with a playground, climbing wall, mini golf, tennis courts, and a skating ribbon. In Chicago, teens are never too old to explore the park!

Other plenty of places in Chicago to take selfies including Wrigley Field for baseball fans, Buckingham Fountain in Grant Park, and Navy Pier with restaurants, boats, and the Centennial Wheel ferris wheel.

5. Try an Escape Room

There are several Escape Rooms in downtown Chicago. Typically each challenge requires “teams” to solve a themed puzzle in a set amount of time (usually an hour).

Not only is this a fun way to spend time as a family, it’s exciting to race against the clock and see if you have what it takes to solve the clues. An escape game is a fun thing to do in Chicago with tweens and teens!

WANT TO KNOW WHERE TO STAY IN CHICAGO WITH TEENS? CLICK HERE

6. Head up high for the ultimate Chicago views at 360 CHICAGO or the Skydeck

There are two different ways to see the city from some of the tallest buildings in downtown. 360 CHICAGO is located 1000 feet above Michigan Avenue in the John Hancock building, some 94 floors above street level.

Thrill seekers will love TILT, the moving platform that literally “tilts” riders away from the building in a glass enclosed box for a view unlike any other.

Skydeck is located on the 103rd floor of the Willis tower, one of the tallest buildings in the Western Hemisphere. This Chicago observation deck is where visitors come for the “Ledge”, glass boxes that extend outside of the building providing 360 degree views of the city.

It’s not for the faint of heart, but it’s definitely one of the fun things to do in Chicago with a teenager.

7. See how Chicago was built on an Architecture River Cruise

The Chicago Architecture Foundation leads a tour on the Chicago River that’s consistently voted one of the top tours in the city.

Along the way, experienced docents point out the architectural highlights of the city (there are many) and tell the history of how Chicago through the years. Another idea is to take a kayak tour on the Chicago River and see the buildings from your boat.

8. Go for a high-speed Lake Michigan cruise on the Seadog

Seadog Extreme Thrill Ride is one of the most exciting boats on Lake Michigan and teens will love it. The boat gets up to 45 mph as it zooms over the waves. Drivers twist and turn so riders are splashed and bounced around.

The ride is 30 minutes long, so it’s a fun and quick way to see the city from the water. It’s the ultimate way to see Chicago with teens.

9. Take a tour, any tour

Teens are the perfect age for tours, and Chicago has plenty of them. Segway tours are a different way to see the city and there are several tour companies and itineraries, so choose the one that fits your group.

Another fun way to see the city is via kayak with several options to row along the Chicago River and even Lake Michigan.

There’s an Underground Donut Tour that samples some of the city’s finest donuts and allows you to burn off calories walking between each shop. The Chicago Food tour hits all the city favorites including deep dish pizza and Chicago hot dogs.

Bobby’s Bike Hike has a variety of riding tours, but we like the ones that go off the beaten path like this Lakefront Neighborhoods Bike Tour . If you want to learn about the nefarious side of Chicago history, consider a Crime & Mob bus tour through the city’s infamous sites.

There’s even a guided Chicago Pedway Walking tour that shows off the indoor underground downtown architecture. This is a great one for a rainy day with teens in Chicago.

10. Walk, ride, skate the 606

The 606 is a former railroad track that has been converted to a multi-use trail through the Chicago neighborhoods of Wicker Park and Bucktown.

There are wall murals, sculptures, and small parks along the 2.7 mile trail and occasional events like block parties and star gazing. Grab a bite at one of the local spots like Mindy’s Hot Chocolate or Small Cheval and call it a day.

11. Explore Chicago’s ethnic neighborhoods

Chicago is a city of immigrants and as such there are enclaves in the city settled by people from around the world.

There’s Chinatown, Pilsen (Mexican), Andersonville (Swedish), Little Italy, and Bronzeville (African-American) to name a few. Each area offers a wealth of shopping, eating, and history that will entertain even the pickiest teens.

12. Head to the area’s best theme park

If your teens love thrill rides, head to Six Flags Great America in Gurnee , about an hour north of downtown Chicago. My teens love this park and their favorite rides include Goliath, X Flight, and Maxx Force. Anything that goes fast is their speed.

There’s also a water park at Six Flags, so if you want a full day, do the rides and then cool off at Hurricane Harbor. It has all the things you would expect, including a lazy river, water slides, and a surf rider experience.

13. Museum of Illusions, WNDR Museum, or Museum of Ice Cream

If your teen loves unique museums, head to one of these three spots. They all have something unique.

• Museum of Illusions – this immersive experience has over 80 visual and educational installations.
• WNDR Museum – a multi-sensory collection that blends art with technology.
• Museum of Ice Cream – ice cream themed installations with ice cream samples included!
• Sloomoo Institute – this museum is dedicated to slime, and visitors can make their own, walk through slime, and even have slime dumped on top to them!

14. Check out a local sports team

For the ultimate MLB experience, take in a baseball game at Wrigley Field, watching the Chicago Cubs. If you prefer the Chicago White Sox, head to Guaranteed Rate Field.

Of course there’s also Chicago Fire FC (soccer), Chicago Bulls (basketball), Chicago Bears (football), and Chicago Blackhawks (hockey). Find your teens favorite team and buy tickets for a game.

15. Spend time exploring Lincoln Park

Lincoln Park is home to several attractions teens might enjoy. There’s the Lincoln Park Zoo, the Chicago History Museum, Peggy Notebaert Nature Museum, and the Lincoln Park Conservatory.

North Avenue Beach is also a fun spot during the summer and there are plenty of local restaurants serving delicious meals.

16. Lucky Strike Bowling and AMC Theatres next to Navy Pier

One of the best things to do in Navy Pier with teens is to ride the Centennial Wheel . This 200-foot-tall Ferris wheel offers breathtaking views of the city and Lake Michigan from air conditioned capsules. The pier also has a wide variety of entertainment options, including live music and theater performances.

During the summer, there are twice-weekly fireworks shows (on Wednesdays and Saturdays) running from Memorial Day weekend through Labor Day weekend. Navy Pier has an array of dining options that are sure to satisfy any hungry teen’s cravings.

Once you’ve explore Navy Pier, check out nearby entertainment destinations like Pinstripes, AMC Theaters, and Lucky Strike Bowling.

17. Take a scenic helicopter tour of Chicago

For a super unique experience, consider taking a Chicago helicopter tour and seeing the city from above. It’s a beautiful perspective of the Windy City. This is sure to leave everyone with memories to last a lifetime.

Where to Eat in Chicago with Teens (and Tweens)

There are so many great places to eat with kids in Chicago , but what about teens? Here are some spots we think they will love: Big Star (think tacos and honky tonk), Quartino (quality Italian food in a casual setting), Summer House Santa Monica (it’s like a little bit of California in the heart of Chicago), Piece Pizza (because it is Chicago after all), and Portillo’s Hot Dogs.

If the whole family can’t agree on what they want, head to one of the Chicago food halls: Eataly, Time Out Market, or Revival Food Hall.

Looking for a quick snack? Don’t miss Garrett Popcorn shops and their Chicago mix popcorn. If your kid has a sweet tooth, don’t miss the ice cream and Ghirardelli Ice Cream & Chocolate Shop, the Nutella cafe, or Sweet Mandy B’s bakery. Young people won’t be disappointed.

If you’re looking for other Chicago posts, don’t miss The Best Things to Do in Chicago with Kids , What Needs to Be on Your Chicago Bucket List and  Free Family Fun in Chicago .

Book Your Flights

You can find discounted fares using sites like Momondo or Skyscanner . If you want to keep an eye on discount fares, we suggest signing up for Going , a daily newsletter with flight sales around the world.

If you travel frequently, consider investing in a Priority Pass for airport lounge access. It’s nice to have a space where you can relax before your flight.

Book Your Accommodation

We regularly use Expedia.com and Hotels.com to find lodging when we travel. It’s a great way to compare vacation rentals, hotels, and resorts.

If your family knows they want to stay in a vacation rental, we recommend looking at VRBO and Plum Guide .

Book Your Transportation

For rental car agencies, try Rentalcars.com . We tend to use Hertz simply for the quality of service.

Book Your Tours and Travel Photos

We regularly used companies like Viator and GetYourGuide to book tours when we travel. Both have great communication and a large variety of activities that work for all ages.

If you’re visiting a city with multiple attractions, be sure to check out a discount pass, such as CityPASS or Go City . Both are worthwhile investments.

Context Travel is another option and they offer more educational-based activities. The former teacher in me loves their tours.

One of our favorite things to do annually is taking photos with Flytographer . They have photographers around the world and we’ve used them on four separate occasions. This is our favorite travel souvenir.

Don’t Forget Travel Insurance

With the state of travel these days, it’s important to have some type of travel insurance to cover any unforeseen accidents, illnesses, threats, or cancellations. We always travel with insurance and would recommend SquareMouth , Travelex , or Medjet as good options. And if you want to compare different insurance options, use Travel Insurance Master to find the best policy for your group.

The post 17 Amazing Things to Do in Chicago with Teens appeared first on Kids Are A Trip™ .