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Recommended Experiences in Chicago

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    • 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

    Chicago Blog

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    Chicago is a Top Destination for all Wedding-Related Events

    October 24, 2024
    Whether hosting a bridal shower, bachelor/bachelorette party, post-wedding brunch, engagement party, or the wedding itself, you can’t go wrong with booking your Chicago wedding-related event with City Cruises. With years of experience making wedding dreams a reality, our highly trained...
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    Chicago’s Navy Pier Fireworks Will Feature a Stunning Holiday Drone Show

    October 4, 2024
    Chicago’s Navy Pier is known for its breathtaking fireworks displays that light up the night sky over Lake Michigan. However, this year, Navy Pier is adding an exciting new twist
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    3 Days, One City: Discover the Best of Chicago

    September 25, 2024
      Whether you’re a Windy City local or a first-time visitor, this dynamic metropolis has something for everyone for an unforgettable 3-day adventure in Chicago. From iconic landmarks like Navy
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    Things to Do to Get Off Your Feet During a Marathon Weekend

    September 20, 2024
    Running a marathon is an exhilarating experience, but it also demands a lot from your body. Whether you’re running the race yourself or there to support a friend or family
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    The Top 10 City Cruises Skyline Views

    September 13, 2024
    When it comes to stunning city skylines, the views from the water are hard to beat. They create a spectacular and dynamic backdrop that can transform any event or occasion
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    Chicago is a Great Destination for All Things Halloween 2024

    September 13, 2024
    Chicago is a city with a big personality. A top destination attracting visitors from around the world, the Windy City is known for its architecture, historic sights, fun and educational
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    Celebrate Your Love Story with an Engagement Party in Chicago

    September 12, 2024
    From the iconic skyline and storied buildings to the diverse neighborhoods and incredible food scene, Chicago is the perfect place to celebrate just about anything—and it’s a particularly great place to host an engagement party! Hosting a party to celebrate...
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    Golden Hour Magic: Top Spots to Catch Stunning Sunsets

    September 11, 2024
      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

    September 6, 2024
    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

    September 6, 2024
    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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    Frequently Asked Questions

    What are the top things to do in Chicago?

    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.