Category Cruises & Boat Tours

Chicago · CRUISES & BOAT TOURS

The 15 Best Chicago Boat Tours

73 tours

Chicago runs boats up the river, out through the locks and along the lakefront until well after dark. This page sorts all of it: architecture cruises, speedboats, dinner sailings and fireworks nights, with sailing times, prices and where each one boards.

Chicago Architecture River Cruise

Chicago Architecture River Cruise - The Skyline Roll Call: Wrigley, Hancock, Willis, and Iconic River Views

1.Chicago Architecture River Cruise

★★★★★★★★★★5.0 · 15,756 reviews · 1 hour to 1 hour 30 minutes (approx.) · from $39Our pick

A pet-friendly Chicago River architecture cruise with live guide commentary, landmark views, and great value for $39, lasting about 1-1.5 hours.

“Such a great time!! Sam was our guide, and he was phenomenal. He told us the history of not only the buildings, but the city as a whole, and its relation to the nature it resides besides. Sam gave us historical and cultural context behind many architectural styles. He also had some great jokes. The cow puns… udderly hilarious. My friend and I are from Omaha (also called River City by locals), and we wish that our hometown had a river architectural tour like this.”

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Chicago River: 1.5-Hour Guided Architecture Cruise

Chicago River: 1.5-Hour Guided Architecture Cruise - Getting to the dock near 400 N Michigan Avenue and choosing your deck

2.Chicago River: 1.5-Hour Guided Architecture Cruise

★★★★★★★★★★4.8 · 8,046 reviews · 1h 30m · from $44

A 90-minute Chicago River architecture cruise with expert guides, indoor climate comfort, and iconic skyline views for about $44.

“We really appreciate the service—our tour was both enjoyable and meaningful. We loved getting a historical view of the city and listening to such a professional and friendly guide. We actually wanted to leave a tip but didn’t have any cash with us. Having a barcode or QR code option for tipping would be really helpful. We also noticed how friendly the people around us were—they waved and interacted with us, which made the experience even better. Overall, it really changed the way I thought about Chicago.”

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Chicago Architecture Center River Cruise aboard First Lady

Chicago Architecture Center River Cruise aboard First Lady - The 90-Minute Value: Why This Cruise Works So Well for First-Time Chicago

Chicago: Architecture River Cruise Skip-the-Ticket Line

Chicago: Architecture River Cruise Skip-the-Ticket Line - Your route: all three branches and 40 landmark buildings explained

4.Architecture River Cruise Skip-the-Ticket Line

★★★★★★★★★★4.8 · 4,325 reviews · 1 hour - 90 minutes · from $39

Skip the ticket line for a 3-branch Chicago River architecture cruise with live docent narration, skyline views, and optional drinks onboard.

“I recently had the pleasure of joining a boat tour led by our fantastic guide, Dillon, and Captain Albert, and I can't recommend them highly enough! From the moment we set sail, it was clear that we were in for an unforgettable experience. Dillon's enthusiasm and extensive knowledge made the tour both informative and engaging. He shared fascinating stories and insights about the local history and landmarks, making every moment on the water feel special. His passion for the area was contagious, and he encouraged questions, ensuring everyone felt involved. Captain Albert was the perfect complement to Dillon's guiding. His skillful navigation and calm demeanor made us feel safe and…”

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Chicago: 45-Minute Family-Friendly Architecture River Cruise

Chicago: 45-Minute Family-Friendly Architecture River Cruise - The Route: Lakeshore Drive to Willis Tower, Then Back Past the Riverwalk

5.45-Minute Family-Friendly Architecture River Cruise

★★★★★★★★★★4.7 · 2,304 reviews · 45 min · from $28Best value

A 45-minute Chicago River cruise with live architecture narration, indoor and outdoor decks, and a cash bar, perfect for families.

“Sarah was a great guide with a lot of interesting facts about the Chicago architecture. The 45 minute tour was just enough time to get a feel for the history of the city. The boat was comfortable and there were lots of seats for the guests. Highly recommend this tour.”

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Chicago: 1.5-Hour Lake and River Architecture Cruise

Chicago: 1.5-Hour Lake and River Architecture Cruise - Boarding near Michigan Avenue, plus the real-seat decision

6.1.5-Hour Lake and River Architecture Cruise

★★★★★★★★★★4.7 · 2,050 reviews · 1h 30m · from $44

Chicago’s architecture cruise mixes river views and Lake Michigan skyline time, includes expert narration, and features an onboard cash bar. From $44.

“We had the BEST guide of all time! A lovely tour with so much to learn - would absolutely tell a friend to try this when they visit Chicago.”

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Chicago River 90-Minute Architecture Boat Tour

Chicago River 90-Minute Architecture Boat Tour - Price, duration, and real value for $37

Lake Michigan Sunset Cruise in Chicago

Lake Michigan Sunset Cruise in Chicago - Price and what you’re really paying for at $45

8.Lake Michigan Sunset Cruise in Chicago

★★★★★★★★★★4.5 · 1,520 reviews · 1 hour 30 minutes (approx.) · from $45

Lake Michigan sunset cruise in Chicago: ride from the Chicago River to Lake Michigan, see skyline light up, with a warm lounge and bar.

“This cruise was fun and informative. We loved that there is a bar and snacks. Although it was a sunset cruise and the sun was not out, the city lights view was nice.”

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Lake Michigan Skyline Cruise in Chicago

Lake Michigan Skyline Cruise in Chicago - How the Cruise Runs: Recorded Audio, Decks, and Hearing the Story

9.Lake Michigan Skyline Cruise in Chicago

★★★★★★★★★★4.5 · 897 reviews · 30 to 45 minutes (approx.) · from $32

Chicago skyline cruise on Lake Michigan from Navy Pier. 30 to 45 minutes, recorded English commentary, pets welcome, restroom onboard.

“Tour was wonderful; speakers at front of boat didn’t work very well, so hard to hear some of the history information; hoped for more history of some of the buildings along shoreline.”

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Chicago River Architecture Tour with Small Boat Upgrade Option

Chicago River Architecture Tour with Small Boat Upgrade Option - Why the Chicago River is the best classroom for skyline architecture

Chicago Architectural River Cruise

Chicago Architectural River Cruise - Deck seating and timing: how to avoid a weaker view

11.Chicago Architectural River Cruise

★★★★★★★★★★4.5 · 804 reviews · 1 hour 30 minutes (approx.) · from $50

90-minute Chicago River architectural cruise with docent stories, free soda and coffee, and sights from Lake Point Tower to Navy Pier.

“Don't be late cuz they keeping all your money. I was five min away and they left and said can't change the date or get money back. What a waste.”

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Chicago by Night River and Lake Cruise

Chicago by Night River and Lake Cruise - What you see along the Chicago River, full of landmark angles

12.Chicago by Night River and Lake Cruise

★★★★★★★★★★4.6 · 791 reviews · from $45

Glide from the Chicago River to Lake Michigan at night, passing through the harbor lock for skyline views and live guide storytelling.

“My Guide was very knowledgeable about Chicago History. What he was saying didn't sound Like he was reading a Script. I was surprised We Had a lot in common!? The Experience is something I WILL Definitely recommend to my Family, Friends, and anyone else who I can express any interest in learning about Chicago.”

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Chicago: Shoreline Lake Michigan Skyline Cruise

Chicago: Shoreline Lake Michigan Skyline Cruise - Getting On Board at Navy Pier, and How to Find It Fast

Chicago: 1.5-Hour Scenic Sunset Lake Cruise

Chicago: 1.5-Hour Scenic Sunset Lake Cruise - Where You Board: 400 N Michigan Avenue and the Quick Check-In

14.1.5-Hour Scenic Sunset Lake Cruise

★★★★★★★★★★4.7 · 739 reviews · 1h 30m · from $45

Sunset over Lake Michigan with skyline views, a Chicago Locks passage, and an onboard cash bar. 90 minutes, $45 per person.

“Absolutely amazing time!! Did it during Covid and still has an absolute blast. Even better then normal the staff told us. Great attention to deal and will definitely recommend”

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Chicago City Tour with Architecture River Cruise Option

Chicago City Tour with Architecture River Cruise Option - Buckingham Fountain and Museum Campus, two skyline moments that work in any season