Duration
Free cancellation
Book now, pay later
Guided tour
Put the focus on Chicago's architecture on this 90-minute cruise with an expert guide by your side. Operator: Wendella
4.9/5
(293)
Chetna
Tiffany
Donna
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Enjoy a 90-min guided architecture cruise on the Chicago River, complete with expert commentary, skip-the-line access, and onboard refreshments.
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Sail through the main river and its north and south branches, taking in Chicago’s skyline from an open-air deck or a climate-controlled interior.
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The tour highlights 130 years of Chicago’s architectural history as expert guides share fascinating stories behind the city's most famous and innovative buildings.
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90‑min Chicago architecture cruise
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Boat tour with an expert tour guide
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- Food and beverages (available for purchase with cash or card on the boat)
- TOTAL DURATION90 minutes
1 Boarding point
Sights covered
Lake Point Tower
Centennial Fountain
NBC Tower
Tribune Tower
Wrigley Building
Trump International Hotel & Tower
AMA Plaza
Marina City
Merchandise Mart
Reid-Murdoch Center
Residences at River Bend
Kinzie Park
River Point
150 N Riverside Plaza
100 N Riverside Plaza
2 North Riverside Plaza
Old Post Office
Union Station Power House
Canal Street Railroad Bridge
River City
The Southbank
311 South Wacker
Willis Tower
Chicago Board of Trade
CME Center
Civic Opera Building
333 West Wacker
LaSalle/Wacker Building
Chicago Riverwalk
77 West Wacker
Leo Burnett Building
35 East Wacker
Carbide and Carbon Building
London Guarantee Building
Aon Center
Aqua Tower
Vista Tower
Crain Communications Building
Chicago Marine Safety Station
Goose Island
The Domain
You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
- 293 reviews
How do we collect reviews?
These ratings include verified reviews from both Headout guests and our trusted partners who operate this experience locally. All reviews come from real travelers who've taken this experience.
26715902Guests from Canada, United Kingdom, Germany and over 10 countries have loved this experienceWhat our guests say
Sergio
Jan 2026Verified booking
Rafael
Jan 2026Verified booking
Anne
Jan 2026Verified booking
Stephanie
Jan 2026Verified bookingChetna
Dec 2025Verified booking
Enjoy breathtaking views of Chicago’s iconic skyline from the unique vantage point of the Chicago River. As you cruise through the heart of the city, marvel at world-famous architectural landmarks, including the Willis Tower, Tribune Tower, and the Wrigley Building.
Expert-led architectural insights
Let the experts take over and give you fascinating insights into Chicago’s rich architectural history with engaging commentary during your cruise. Learn about the evolution of the city’s skyline, the vision behind its most famous buildings, and the significance of architectural movements that shaped modern Chicago.
Relaxing and comfortable experience
Sit back and enjoy a leisurely cruise along the Chicago River, offering a stress-free way to explore the city’s stunning architecture. With open-air and climate-controlled seating options, you can take in the sights comfortably in any weather.
What's not allowed
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Keep in mind outside alcohol, weapons of any kind, flammables, and explosives are not allowed on this experience. Pack wisely!
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Smoking cigarettes and e-cigarettes is not allowed on board.
Accessibility
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This experience is wheelchair and pram/stroller accessible.
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Your guide dogs are welcome on board.
Additional information
- The Captain reserves the right to adjust the tour route as needed to ensure passenger safety and comfort.
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Your voucher will be emailed to you instantly.
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Display the voucher on your mobile phone with a valid photo ID at the meeting point
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Please arrive at the meeting point 15 mins before the scheduled time of your tour to avoid any delays.
Meeting point
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Meet your guide at Wendella Tours & Cruises.
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Address: 400 N Michigan Ave, Chicago, IL 60611, United States.
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Landmark: The cruise departs and returns to Wendella's Michigan Avenue Docks, located at the northwest corner of the Michigan Avenue Bridge (now called the DuSable Bridge), at the base of the Wrigley Building on the Chicago River.
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