Unforgettable Chicago Architecture Cruise: Skyline Secrets
Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. This architectural tour takes you down the main branch of the river, up the north branch to the East Bank Club, and then south past the iconic Willis Tower (Sears Tower) to the historic Old Post Office Building. Marvel at the magnificent city skyline as you pass by over 40 notable buildings, including: John Hancock Center: An iconic skyscraper that defines the Chicago skyline. Wrigley Building: Known for its distinctive white facade and clock tower. As you sail, an expert architecture guide will provide fascinating insights into the distinctive designs and history of these architectural marvels. Whether you're a local or visiting for the first time, this tour offers a unique perspective on one of the world's most beautiful cities. Sit back, relax, and let the architectural wonders of Chicago unfold before your eyes.
Reviews
Reviews and Rating (Tripadvisor)
5 stars
4 stars
Reviews by Tripadvisor travelers
Stephen_S, 10/30/2025 6:30:20 PM
Dress warm! Did this on October 30 and it was a bit chilly. Very interesting and worthwhile however. Our guide did a great job.
EW309, 10/30/2025 1:10:26 PM
This cruise was so interesting! Loved hearing the stories behind the buildings and seeing the city from down in the water was such a unique perspective. This was the highlight of our weekend! I highly recommend doing this!
clarkbaxter65, 10/30/2025 11:21:25 AM
Terrific, informative tour. Don’t miss it. However, dress warmly enough to sit on deck. It was impossible to hear the tour guide in the heated lounge over the roar of the boat’s engines.
Kristen_R, 10/30/2025 10:17:52 AM
I took the 5:45pm cruise on 10/29 - it was the perfect time to see the city in a little bit of daylight and then all lit up against the night sky! The docent was very knowledgeable & told interesting stories; he also had a fun sense of humor. The length of 75 mins was perfect for the time of night & the chill in the air. Dress warmly for a cool night & you’ll be fine on the open deck. Definitely recommend! Easy access via an Uber drop off near the Apple Store.
I1285MTdavec, 10/30/2025 9:34:38 AM
The tour was very informative and entertaining. We learned a lot about the buildings along the river we would not have known without the boat tour. The weather was great, the boat was just right for viewing, and the host was enjoyable.
Patty_J, 10/29/2025 1:30:41 PM
this was a fabulous experience. Clair was amazing as a docent. Bring your heavy coat because the wind does get a little cool. It was October. Thank you so much!
Janet F, 10/29/2025 1:28:10 PM
The boat ride was smooth and at a speed where I felt very comfortable. As a photographer I appreciated being able to sit far to the side of my row. The docent on board was professional, knowledgeable and invitational. It was great when he walked around the boat and answered questions for the guests! Also a nice touch that he was waiting for us at the top to personally hear our rave reviews in person.
FellowTraveler542213, 10/29/2025 1:16:13 AM
Andrew, the history teacher, our guide was entertaining and informative. He delivered his information clearly and held our attention for the duration of the tour. A great way to start your holiday in Chicago from the water
lilyf24601, 10/28/2025 4:57:38 PM
Amazing! We had the citypass ticket, and booked onto the tour but were not expecting much. Very pleasantly surprised! The history was great and our tour guide was awesome (forgot her name). We chose the 6:15pm departure, which was perfect for the sunset towards the end. Seats were good, tour appropriately sold. Enjoyed much more than we thought we would!
Marguerita_D, 10/28/2025 10:13:04 AM
Best part of our trip. Claire was amazingly knowledgeable and funny. We HIGHLY recommend to all who visit Chicago.
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- All boats have full restrooms and a full bar.
- Some boats are single deck vessels, the type of vessel you are placed on cannot be guaranteed.
- Wheelchairs or other walking assistance equipment are not provided.
- Beginning November 11, 2024 through April 2025, tours will be 60 minutes in length.
- Cruises are dog-friendly.
- Tours can be rescheduled through Viator 24 hours prior to the departure dates.
- Wheelchair accessible from Navy Pier dock only.
Departure point
FROM NAVY PIER: Departs from 124 N Streeter Drive from the Shoreline Sightseeing docks at Polk Bros Park.Return details
Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. This architectural tour takes you down the main branch of the river, up the north branch to the East Bank Club, and then south past the iconic Willis Tower (Sears Tower) to the historic Old Post Office Building. Marvel at the magnificent city skyline as you pass by over 40 notable buildings, including: John Hancock Center: An iconic skyscraper that defines the Chicago skyline. Wrigley Building: Known for its distinctive white facade and clock tower. As you sail, an expert architecture guide will provide fascinating insights into the distinctive designs and history of these architectural marvels. Whether you're a local or visiting for the first time, this tour offers a unique perspective on one of the world's most beautiful cities. Sit back, relax, and let the architectural wonders of Chicago unfold before your eyes.Redemption
PLEASE NOTE: THERE ARE 2 DIFFERENT DEPARTURE LOCATIONS FOR THIS PRODUCT DEPENDING ON OPTION BOOKED! MAKE SURE YOU GO TO THE LOCATION THAT MATCHES THE OPTION YOU CHOSE (EITHER 401 N. MICHIGAN AVENUE OR NAVY PIER) Beginning November 11, 2024 through April 2025, tours will be 60 minutes in length. Once order has been submitted, no changes can be made. Additional passengers need to make a separate reservation. This is your ticket. Please proceed directly to the boarding line of the boat and a Shoreline greeter in bright orange will assist you. Please arrive 15 minutes prior to your departure time. Public parking ramp is located 316 E. Illinois St, Chicago IL 60611. Parking is an additional fee.24 hours before travel date - 100% refund
Less than 24 hours before travel date - 0% refund