Essential Chicago

Experience the best of Chicago with City Experiences! Take a sightseeing or dining cruise on the Chicago River or Lake Michigan, explore the city with a walking tour, take a speed boat thrill ride on Seadog, enjoy package deals and more.

  • Easter on the Water

    Create memories that last forever this Easter
  • Walking Tours & Food Tours

    Explore Chicago's food, drinks, and history

Recommended Experiences in Chicago

  • City Cruises

    Sightseeing and dining cruises, iconic attractions, private events, and more
  • Walks

    Beautifully designed tours in cities around the world
  • Other City Experiences

    More essential tours & activities
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The Best Things to do to Celebrate Easter in Chicago

Easter is fast approaching, and Chicago is the perfect city for fun things to do with the family for this special springtime holiday. The Windy City is a great city

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Romantic Restaurants Downtown Chicago

Believe it or not, Chicago is brimming with romance, even in the coldest months. There is all the big city glitz and glamour, candle-lit restaurants, and cozy spots to have

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Weddings on Lake Michigan

The only Great Lake located completely in the United States, Lake Michigan, is the ideal spot for a wedding. Lake Michigan is home to quaint little towns, big cities, and

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The Best Movies Set in Chicago

What do you think of when it comes to Chicago? Food, culture, architecture? How about mobsters? With a rich and diverse history, the Windy City has all the above—and that’s

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Aboard City Cruises During Chicago Restaurant Week

Behind the Scenes of Chicago Restaurant Week with Chef Francesco Simone aboard City Cruises Chicago Only steps away from the Magnificent Mile, just east along the Chicago Riverwalk, Francesco Simone,

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Where to See the Best Fireworks in Chicago This July 4th

Fireworks. Chicago. July 4. Some things just go together, like America and apple pie. If you plan on celebrating Independence Day in the Windy City, you’re in for a real

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8 Unique Ways to Celebrate Mom on Mother’s Day in Chicago

Every day is a day to show your mother how much you love and appreciate her, but Mother’s Day is the day to truly pull out all the stops. With

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Reasons to Explore the Rich Architectural History of Chicago

There are endless reasons to love Chicago. From the city’s vibrant arts and music scene to its many fantastic green spaces and top-notch dining options, the Windy City has plenty

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How to Find Chicago’s Hidden Jazz Clubs

From blues to hip-hop, Chicago is a fantastic city for live music. Of all the musical genres that define the city, jazz is arguably the best-known, and it’s not a

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Fun Places to Eat in Chicago

Chicago is an ideal city to try new foods and drinks. Natives and out-of-towners alike will find something to please their inner foodie. We’ve gathered a few of the most

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 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.