Chicago Luxury Tours

Taste all of Chicago’s classic eats on this four-hour guided bicycle tour!
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Ready to discover some of the best Chicago has to offer with a local by your side?
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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.
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Discover the underground world of the Prohibition-era speakeasy on an entertaining adults-only tour that takes you to four historic Chicago bars.
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Looking for fun things to do in Chicago?
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Looking for fun things to do in Chicago?
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This tour is an overview of what makes Chicago so fascinating-the neighborhoods, history, architecture, culture, and foods.
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This is a tour like no other!
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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 skyscraper.
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Rent with us and you can take a private, self-guided cruise along the Chicago River where you’re the captain!
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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 fly a helicopter!
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Up for more of a spooky perspective of the Windy City?
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Often imitated but never matched, this 2.5-hour to 3 hour ghost bus tour with stops remains the "Best of Chicago" since its founding 18 years ago by the city's ghostlorist, Ursula Bielski.
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Our Prohibition Era Speakeasy Pub Crawl is filled with cocktails and a perfect venue for bachelor or bachelorette parties, corporate events, or just a fun night out on the town to celebrate life and your friends.
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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.
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Rent with us and you can take a private, self-guided cruise along the Chicago River where you’re the captain!
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See Chi-Town in a brand new light by night on this City Lights Segway Tour.
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See Chicago's weekly summer fireworks display on this spectacular Chicago Segway Tour.
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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 what it is like to fly over the city of Chicago on a 45 minute thrill seeking guided tour.
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Rather than taking selfies everywhere you go or trusting a stranger to take a picture for you, let us be your personal paparazzi.
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Rent with us and you can take a private, self-guided cruise along the Chicago River where you’re the captain!
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