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Recommended Experiences in Chicago (43 Results)

  • Odyssey Chicago River Architecture Cruises

    Discover Chicago's iconic skyline and rich architectural history with an Architecture Cruise on the Odyssey Chicago River.

  • Chicago Seadog Cruises

    Enjoy the dynamic combination of speed and sightseeing as you cruise along the water, taking in breathtaking views of Chicago’s Landmarks.
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Showing 10 of 43 experiences

What People are Saying

Booked the architectural cruise to celebrate our 24th wedding anniversary. Upon boarding we were led to our table adorned with a rose petaled heart which was a nice touch. The food was delicious, the service was attentive, and the architectural commentary was both informative and humorous. We had a wonderful time and felt very special. 100% recommend this cruise!!! - Joceline Paczoski

Chicago City Cruises Blog

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A Shoutout to Chicago: On the Water with the White Sox

March 14, 2025
The Chicago White Sox are one of Major League Baseball’s most storied franchises, boasting a history that spans over a century. Since their founding in 1900, the team has seen triumphant victories, challenging seasons, and a steadfast commitment to both...
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Ideas for Celebrating a Sweet Sixteen on the Water in Chicago

March 7, 2025
A 16th birthday is a big deal. In fact, by society’s standards, it’s seen as an important rite of passage as adolescents start embarking on adulthood. That means a Sweet Sixteen celebration isn’t considered a kids’ party. Instead, the event...
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Women at the Helm: Celebrating International Women’s Day at Hornblower

March 6, 2025
  International Women’s Day is a global celebration of the achievements and contributions of women across every industry and community. It’s a day to recognize progress toward gender equality while
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Chicago is the Perfect Place to Host Your Retirement Party on the Water

February 7, 2025
If you thought retirement would never happen, it makes it even more special when it finally arrives. Chances are that you’ve spent the better part of your life in your career, working hard, commuting to and from work, and now...
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Frequently Asked Questions

What are the top cruises in Chicago?

More about the best boat tours in Chicago

There are many great boat tours in Chicago that offer a variety of different ways to see the city. Some of the most popular boat tours include the Architecture River Tour, historic boat rides, and a Chicago sunset cruise. These tours all offer a unique way to see Chicago and its many famous landmarks. Lake Michigan boat rides are also popular, as they offer a great way to relax and take in the beauty of the city. Whichever type of boat tour you choose, you are sure to have a great time exploring Chicago from the water.

Are private boat charters in Chicago available?

Which landmarks and famous sights can you see on a Chicago cruise?

On a Chicago River cruise, you can see some of the city’s most iconic landmarks, including the Willis Tower, the John Hancock Center, and the Wrigley Building. You’ll also get great views of the skyline and the river itself. If you’re lucky, you might even see a boat race! If you take a boat ride on Lake Michigan, sights to see include the Chicago skyline, the Willis Tower, Navy Pier, and Buckingham Fountain. You might also spot some of the many birds that call the lake home, such as seagulls, pelicans, and herons.