Top Chicago Luxury Tours

Ready to discover some of the best Chicago has to offer with a local by your side? Join us on an epic tour of some...
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Enjoy Chicago’s famous sights (now including Wrigley Field) and fabulous views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an...
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Let us put the Custom in Chicago Custom tours… What are your must-see venues? What would personalize your excursion? We’ll plan your tour and make...
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Experience the best travel stories for yourself! Join a local expert and uncover hidden gems on this Lonely Planet Experience powered by Urban Adventures.Join us...
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Chicago has it all – amazing architecture, great food, and iconic sights both old and new. This tour takes you to some of the city’s...
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PLEASE NOTE: Our mini buses are disinfected after each tour. We will do our best to make each tour fun, informative and as SAFE as...
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Taste all of Chicago’s classic eats on this four-hour guided bicycle tour! Join the expert tour guides of Bobby’s Bike Hike, America’s longest-running city bicycle...
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Chicago and the history of the mob are synonymous when we look back at history. That’s why we provide an in-depth Chicago Gangster Tour that...
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Looking for fun things to do in Chicago? Look no further - Explore Chicago with one of our professional guides on this scenic 7 or...
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Despite the Great Fire that once ravaged the city of Chicago over a century ago, the city is credited as the birthplace of the modern...
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This tour is unique as it offers the ability for you and two of your friends or family (a total of 3 passengers) to experience...
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Up for more of a spooky perspective of the Windy City? Boy, does it deliver. We have curated a unique and underground ghost tour, providing...
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Learn about Chicago’s haunted past and see its mysterious sights as you glide through the city on a segway at night. Venture through the dark...
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Explore some of the most stunning interior spaces you’ll ever see – spaces you’d surely pass by without a second glance if you weren’t shown...
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Looking for fun things to do in Chicago? Look no further - Explore Chicago with one of our professional guides on this scenic 7 or...
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See Chicago all decked out in holiday lights on a Segway sightseeing tour of the Windy City’s sparkling downtown. Get into the holiday spirit as...
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See Chicago's weekly summer fireworks display on this spectacular Chicago Segway Tour. You haven't seen Chicago until you have seen it at night. View Buckingham...
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This experience is as unique as it gets, as you will be allowed to take to the controls and see just what it takes to...
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This is a tour like no other! Our newest Segway adventure is completely unique and will cover the good, the bad, the ugly and the...
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Rather than taking selfies everywhere you go or trusting a stranger to take a picture for you, leave capturing the special moments to us. You...
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No more selfies or pestering strangers for photos of yourself and loved ones, enjoy the services of a professional vacation photographer in Chicago to capture your...
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