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  • Chicago Seadog Speedboat Thrill Rides

    Enjoy the dynamic combination of speed and sightseeing as you cruise along the water, taking in breathtaking views of Chicago's landmarks.
  • Experience Halloween On The Water

    Join us for one of our spooktacular Halloween cruise filled with hauntingly good fun on the water!

Recommended Experiences in Chicago

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
My husband and I did this for our 5 year anniversary. We had a lot of fun. Sunset was beautiful. The food and drinks we amazing. We danced to our wedding song. David was great and funny. Amanda made the best drinks. - Kerry Davies
We had our wedding reception on the Odyssey Chicago River and they completed exceeded my expectations. The service, food, décor set up, ambiance, and overall execution of our plan was absolutely perfect. We couldn't have asked for a more unique and fun venue that our guests will never forget. - Dallas Johnson
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Golden Hour Magic: Top Spots to Catch Stunning Sunsets

  Enjoyed with someone special, sunsets are a beautiful sight marking the day’s end with the prospect of many more to come. Mother Nature casts a stunning light show as
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The Top 10 Reasons to Have an Epic Wedding on the Water

Your wedding day is one of the most significant moments in your life—a celebration of love, commitment, and the beginning of a new chapter in your love story. So why not make it unforgettable by hosting it on a luxury...
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The Most Romantic Proposal Ideas to Start Your Fairy-Tale Love

Once upon a time… proposing to the love of your life is a fairy-tale moment. It is a significant occasion that deserves to be the ultimate highlight of your love story. When it comes to planning a romantic proposal, every...
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Brunch with the Bride and Groom: Weddings in Chicago 2024

Brunch weddings are having a moment. They are becoming more common as the soon-to-be-wed realize the many benefits of hosting a brunch wedding celebration. For many couples, an evening wedding followed by a formal wedding reception isn’t what they have...
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Restaurants and Dining Around Chicago’s Navy Pier

Chicago is one of the world’s greatest cities and a popular tourist destination. It’s known the world over for its architecture, art, and food. While the city is full of
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Things to Do Over Labor Day Weekend in Chicago 2024

Whether it’s your first time in town or you’re a born-and-bred local, if you’re spending Labor Day Weekend in Chicago, you need to have a game plan. From its incredible
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Experience the Thrill at the Chicago Air and Water Show 2024

The Chicago Air and Water Show is one of the most anticipated summer events in the Windy City, held on the shores of Lake Michigan. Chicago’s second most popular festival
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Anchoring Employee Engagement with City Cruises Daytime Social Events 

Continued shifts in the workplace environment have caused conversations to become a little, well, intense to say the least. Organizations need to create people-centered strategies to help employees thrive and boost productivity. An alarming 46 percent of the workforce would...
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Your All-Inclusive Chicago Wedding Package is At Your Fingertips

Weddings are wonderful no matter where you host them, but City Cruises goes above and beyond and is a unique step above the typical location or wedding venue. It’s on the water where weddings are more spectacular, more romantic, and...
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Intimate and Small Venues for a Boutique Wedding in Chicago

There’s an old adage that good things come in small packages, and that applies to intimate and small wedding venues — especially in a city like Chicago. Intimate wedding venues in Chicago provide the best of everything, ranging from the...

Frequently Asked Questions

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.

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.