Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 4

85 experiences to discover

Air & Helicopter Tours City & Sightseeing Tours Cruises & Sailing Tours Cultural & Theme Tours Day Trips & Excursions Private & Custom Tours Walking & Biking Tours

Explore the best sightseeing tours & cruises tours and activities in Chicago. Our unbiased ratings help you find the perfect experiences for your trip.

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4.48

Chicago Mimosa and Bloody Mary Cruise

$41-$50

Sip refreshing mimosas and Bloody Marys

Cruise along the Chicago River

4.48

Chicago Bike Tour of Downtown Attractions

$59-$79

Explore iconic Chicago landmarks by bike

Bikes, helmets, and child equipment

4.47

Chicago Private Walking Tour

$128-$130

Explore Chicago with a local guide

Meet up at your accommodation if located in the city

4.47

Chicago Magnificent Mile Walking Tour

From $35

Discover the transformation of Pine Street into the Magnificent Mile

Admission to the Galleries of the Chicago Architecture Center

4.46

Chicago Seadog Fireworks Speedboat Cruise

From $62

Marvel at Chicago's skyline during fireworks

Scenic views of the Chicago skyline

4.46

Chicago Historical Fireboat River & Lake Cruise

$47-$52

Cruise on a historic fireboat

Guided lake and river historical tour

4.46

Chicago to Milwaukee Day Trip with Brewery Tour

From $125

Visit the Harley-Davidson Museum

Travel with an expert tour guide

4.45

Chicago Tiffany Art Glass Walking Tour

From $35

Immerse in Tiffany's art glass installations

Tour of Tiffany art glass installations

4.42

Chicago Historic Skyscrapers Walking Tour

From $35

Experience Chicago's historic skyscrapers

Admission to the Galleries of the Chicago Architecture Center

4.39

Chicago Ghost Tour: Wind and Souls Adults Only 1.5 hr

From $35

Feel your spine tingle with ghostly tales

Guide

4.36

Chicago Skyscraper Walking Tour

From $35

Explore Chicago's architectural evolution

Admission to the Chicago Architecture Center exhibits

4.35

Chicago River Brunch Cruise

From $85

Savor a chef-prepared brunch

Narrated tour with ambient music