Recommended Experiences in Chicago

What People are Saying

We really enjoyed our architecture tour of Chicago, while eating a wonderful lunch. It was so relaxing and the food was fantastic. - AzMarador
So we were able to get an architecture lesson while enjoying the most delicious chicken with some champagne. Second, I loved the glass-covered ship that was see-through from both the sides and on top. It allows to create an enjoyable experience whether it's a sunny or a rainy day. It almost felt like we were sailing in some winter-garden barge. The roof and the sides were made from clean glass and we could see all the buildings on the sides to the very top of all the skyscrapers. - Violeta H.
Amazing experience. The food and service were excellent! The bar choices were many, with top shelf liquors. - Zivalrene
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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...
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Why Chicago is the Perfect Destination for Your Bachelor Party

Chicago is known for historic sights, exceptional dining, arts, culture, and incredible nightlife. The buzz of the Windy City is one-of-a-kind, which is why it’s the ideal location for weddings and wedding-related events. When you host a Chicago wedding, couples...
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The 2024 Ultimate Guide to Duck Derby Chicago, A “Quack”tacular Event

Mark your calendars for Wednesday, August 7, 2024, when thousands of yellow rubber ducks will plunge into the Chicago River. As the city heats up for summer, Chi-town comes alive
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Your Bachelorette Party in Chicago is Waiting for You on the Water

Chicago is an exciting city filled with a host of things to do and places to see. Nicknamed the Windy City, it has notable architecture known around the world, food
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Hosting Your Post-Wedding Brunch in Chicago

So you’ve just had your picturesque Chicago wedding — now what? Well, before you can do anything, you need to eat! Specifically, you need to have your post-wedding brunch. If
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Pet-Friendly Cruises with Your Canine Crew and City Cruises

“Everyone thinks they have the best dog. And none of them are wrong.” -W.R. Purche   Dog people are a breed of their own. Pet owners consider their furry companions
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Chicago is the Perfect Place for a Bridal Shower on the Water

Known as the Windy City, Chicago is the third-largest city in the U.S. It is an impressive city noted for its spectacular modern architecture, wonderful food including deep dish pizza,

Frequently Asked Questions

Top things to do in Chicago

There are plenty of fun things to do in Chicago! For instance, you can explore the city’s many museums and historical sites, enjoy its diverse food and drink scene, or take part in one of its many annual festivals. Of course, Chicago is also home to a variety of sports teams and outdoor activities, so there’s something for everyone to enjoy in this vibrant city. Lake Michigan is also a popular spot for fishing, swimming, and kayaking, so be sure to check it out if you’re looking for some fun in the sun! You can also take boat cruises down the Chicago River and river to take in the sights of Chicago from a different perspective. Whatever you’re looking for, you’re sure to find it in Chicago!

What are the top activities near Chicago?

What do I need to know before visiting Chicago?

Chicago is an amazing city full of culture, history, and great food. If you are planning on visiting Chicago, make sure to research everything beforehand so you can make the most of your trip! If it is your first time in the city, be sure to book a fun tour like an architecture boat tour. Both the Chicago River and Lake Michigan offer some of the best views! And of course, dress accordingly depending on the time of year you are visiting.