Chicago Tours and Cruises

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Popular Tours and Activities

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Chicago Tours and Sightseeing Activities

Enjoy a wide variety of sightseeing tours and cruises in Chicago, Illinois. Chicago is a world-class city of unsurpassed beauty, attracting visitors from around the nation and the world. Located on the shores of Lake Michigan in the heart of the Midwest, Chicago is home to the Blues, top sports teams, an internationally-renowned symphony orchestra, spectacular live theater, celebrated architecture, thousands of restaurants, and world-class museums and shops.

Our most popular tours are the Architectural Tours by Boat and the Chicago Trolley Tour. We also feature exceptional Dinner Cruises, as well as dinner show tickets and bus tours. Chicago Tours features a variety of bus tours, bike tours, Segway tours, shopping and food tours, and boat tours to show you the great sights of the great city of Chicago. See the Sears Tower, enjoy a fabulous Dinner Show, Rent a Bike or enjoy a Ghost Tour.

Travel more. Worry less. We understand that your trip can take a year to plan, but only a second to ruin. While you cannot do anything to control things such as the weather, a cancelled flight or medical emergency, you can do something to help cover your travel investment by purchasing travel insurance. We are proud to offer our customers the option of insurance, which can be added at check-out.

Top Reviewed Chicago Tours and Cruises

Duration: One Hour Location: Chicago	Chicago Architectural Cruise - 1 to 19 Persons - Weekdays	From USD $32.11
	Enjoy a one-hour cruise of the historic Chicago River that showcases over 40 landmarks of modern American architecture. Join us on an exciting journey as we tour the Chicago River and its architectural landmarks. More Info >

Duration: 2 hours 15 min Location: Chicago	Chicago Mini-Bus Tour	From USD $38.95
	This award winning city tour takes you on an entertaining, narrated journey around the downtown area and through several of Chicago's distinct neighborhoods. Along the way, you will be able to get out at several picturesque stops and take some wonderful photos. Comfortable, climate controlled, large windowed mini buses allow you to ride in style. This tour also includes complimentary pick-up from most downtown hotels. MINIMUM ORDER OF TWO PERSONS. More Info >

Duration: 90 minutes to 6 hours (you determine the total time) Location: Chicago	Chicago Hop On & Hop Off Trolley Tours	From USD $29.95
	Take a sightseeing hop on and hop off trolley tour in Chicago, Illinois. The trolley tour of the Windy City provides a comprehensive tour of Chicago, and you may hop on and hop off at a number of popular locations. More Info >

Duration: 3 Hours Location: Chicago	Discover Chicago Segway City Tour	From USD $69.95
	This Segway Tour is perfect for both those new to the city and Chicago veterans. For the beginners, this tour will offer you a fantastic orientation and give you an opportunity to see virtually all of the sites you know from movies, postcards and history. For the veterans, you'll learn new facts and stories about Chicago that you've never heard. After taking this tour, you'll agree that Segway-ing is the best way to see the 'Windy City'! Please Note: This tour must be booked at least 4 days in advance. More Info >

Duration: 5 1/2 hours Location: Chicago	Chicago Grand Tour with Hancock Tower	From USD $49.95
	Enjoy the Chicago Grand Tour (a comprehensive tour of the major sights in Chicago) plus a visit to the 94th Floor Observatory at the Hancock Tower. More Info >

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