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
Meredith_R, 10/27/2025 4:57:40 PM
Great 75 minute boat tour on a late October afternoon! Jillian was a great guide and would recommend the experience to anyone visiting and/or living in Chicago :)
Karen_L, 10/27/2025 11:03:04 AM
The architectural boat tour was better than expected. The guide, Jim, was amazing and it was evident he genuinely enjoys his job. He told so many stories about chicago history and it was a beautiful clear day. This tour was so great and then getting the water taxi and Lake Michigan tour for $12 by showing that ticket was great. I spent most of day on the waters of Chicago! Thank you!
Stephen_F, 10/27/2025 11:01:21 AM
Dress for the weather as there is little respite offered on Board. Hence the lower rating. The Docent was fine and strongly added to the enjoyment of the trip.
Rita_C, 10/27/2025 10:33:22 AM
Great experience! Good way to see Chicago and learn about its history. The tour guides are knowledgeable and fun.
HeatherLacey, 10/26/2025 10:16:48 PM
Dress for a few degrees cooler since you’re on the water. We booked a tour with Kevin as the guide and he was amazing.
Amy_T, 10/26/2025 6:26:08 PM
Always a must when visiting the windy city. Plan to laugh, learn a ton of cool facts about the city and its buildings, and take lots of beautiful photos.
Melissa_S, 10/26/2025 10:21:00 AM
This was an absolutely lovely tour and Kevin is amazing! My son (age 21) , and I did the 90 min tour. You won't regret it! I will say, if you have small kids, this may not be the tour for them as small kids generally do not have the attention span needed for this kind of tour.
Beth_A, 10/26/2025 10:18:18 AM
Our guide Kevin was superb!! He wowed us with his knowledge of architecture and Chicago’s history, his energy and his talent. Made it a fabulous experience.
Wallace A, 10/26/2025 10:16:23 AM
Excellent guide. Great information presented in a light, humorous style. Couldn’t have been better. We were blessed with excellent weather.
Melody B, 10/25/2025 8:48:35 PM
The Shoreline Architecture Tour in Chicago was an incredible experience! Our guide was very knowledgeable and had a great personality, which made the tour engaging and fun. The city’s architecture is stunning, and seeing it from the water offers breathtaking views. I highly recommend this tour to anyone visiting Chicago — it’s a must-do!
- 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