Page 2 - Best Cruises & boat tours in Chicago

Local Recommendations from our My Guide Chicago team

Book Top Experiences and Tours in Chicago:

If youʻre booking your trip to Chicago last minute, we have you covered. Below are some of the top tours and experiences!

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Chicago: Historic Skyscrapers Guided Walking Tour

Explore famous buildings and architecture on a walking tour in Chicago, home to some of the world's earliest skyscrapers. See why Chicago is often called "The Birthplace of the Skyscraper."

$30.00

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Loop Architecture tour in Chicago

1 Reviews

Loop Architecture tour in Chicago

Join us on this unforgettable journey through Chicago’s architectural gems in the heart of the Loop.

$622.19

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Chicago Bike Adventures: Custom Neighborhood Bike Rides

1 Reviews

Chicago Bike Adventures: Custom Neighborhood Bike Rides

Discover the Windy City on a custom 4-hour bike tour. Explore the city's neighborhoods, the historic "L" train, and skyscrapers. See a wide range of neighborhood architectural styles and oddities.

$96.00

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Chicago: Treasures of the Golden Age Walking Tour

133 Reviews

Chicago: Treasures of the Golden Age Walking Tour

Discover many of Chicago's architectural landmark buildings from the late 19th and early 20th century. This tour through Chicago's famous Loop includes the dazzling interiors of Marshall Field’s, the Palmer House Hotel and the Chicago Cultural Center.

$30.00

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Chicago: Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise

168 Reviews

Chicago: Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise

Dine aboard the Odyssey, a boat designed for the ultimate viewing of Chicago's sights, on this city cruise. Savor a delicious gourmet 3-course lunch or dinner at your private table.

$71.66

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Route 66 Self-Guided Drive from Chicago to St Louis

1 Reviews

Route 66 Self-Guided Drive from Chicago to St Louis

Embark on a self-guided road trip from Chicago to Springfield. Drive along the historic Route 66, explore the Route 66 Hall of Fame and Museum, and visit the Illinois State Capitol.

$4.34

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Chicago : Loop Private Walking Tour With a Guide

Discover Chicago's 1920s Art Deco and Art Moderne buildings on a private tour, led by a local guide, exploring the city's architectural legacy.

$117.92

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Chicago: Must See Chicago 90 minute Walking Tour

17 Reviews

Chicago: Must See Chicago 90 minute Walking Tour

This introductory tour to Chicago, features some of its most famous buildings, including the Wrigley Building, Tribune Tower, the Chicago Theatre, and more

$30.00

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Chicago: Riverfront Buildings Interiors Guided Walking Tour

See Chicago's iconic riverfront buildings up close on a guided walking tour. Marvel at the outside of these fascinating buildings, then head inside to see stunning architecture along the river.

$35.00

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Chicago: Fulton Market Donut Adventure with Tastings

Explore the city and food culture through the medium of donuts on this donut tour around Chicago’s West Loop.

$63.00

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Chicago: Art Deco Skyscrapers Walking Tour

19 Reviews

Chicago: Art Deco Skyscrapers Walking Tour

Art Deco's lavish materials and geometric ornament epitomized the prosperity and optimism of the Roaring 20s. Learn the history and characteristics of this modern decorative style while touring some of the city's most beautiful skyscrapers.

$30.00

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Chicago's Original Dazzling Architectural Interiors Tour

23 Reviews

Chicago's Original Dazzling Architectural Interiors Tour

Explore fascinating interior spaces in downtown Chicago with an expert guide.

$35.00

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