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Tours, activities and experiences bookable on Tripadvisor, ranked using exclusive Tripadvisor data including reviews, ratings, photos, popularity, user preferences, price, and bookings made through Tripadvisor.
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Get views of Chicago’s most famous buildings, as well as insider info from an expert guide, on this architecture-focused cruise. See all the most important buildings on one tour, a hard-to-accomplish task on foot....read more
Known as a world-famous hub for architecture, art, and politics, the lakeside city of Chicago has a wealth of must-see sights. Know exactly where to go in the Windy City on this hop-on, hop-off bus tour, complete...read more
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Are you looking for a way to see Chicago without joining a tour group? Explore at your own pace with this affordable walking tour.• Take in Chicago’s concrete giants and hear fascinating stories about quirky...read more
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Immerse yourself along the Chicago River and admire the astonishing architecture and landmarks that have shaped the Windy City and beyond.Our expert guides will show you Chicago through a new lens and explore this...read more
Chicago is full of beautiful and fascinating architecture, and learn so much more about it on an architecturally-themed tour than you would wandering aimlessly around. Relax onboard a riverboat that takes you along...read more
Celebrate the magic of the season on a luxurious Christmas Eve Premier Plus Brunch Cruise aboard Chicago’s glass-enclosed Odyssey Chicago River – Chicago’s most premium experience on the water. You and your guests...read more
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Treat the dad in your life to an unparalleled celebration with our Premier Plus Chicago Brunch Cruise. Your family will delight in the panoramic views of the city’s unique architecture from our glass-enclosed vessel...read more
An elegant Chicago Mother’s Day Cruise is the perfect way to celebrate the mom in your life. Enjoy a Chicago Premier Plus Cruise on the Chicago River and revel in iconic landmarks as you sail along the Chicago...read more
On this tour your guide will take you on a walk around Chicago’s historic Loop District where you will get to see some of the oldest skyscrapers in the world and we'll take you inside some of the city’s most...read more
On this private walking tour our expert local guide will take you to see some of Chicago’s best-known attractions! The day will begin with you meeting with your friendly local guide at Millenium Park, home to Cloud...read more
Treat the dad in your life to an unparalleled celebration with our Premier Plus Chicago Dinner Cruise. Your family will delight in the panoramic views of the city’s unique architecture from our glass-enclosed vessel...read more
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Set sail on an unparalleled celebration with our Premier Plus Chicago 4th of July Fireworks Dinner Cruise. Kick off the summer festivities with panoramic views of the city's unique architecture and a front row seat...read more
Set sail on an unparalleled celebration with our Premier Plus Chicago New Year's Day Dinner cruise. Kick off the new year with panoramic views of the city's unique architecture from our glass-enclosed vessel on the...read more