Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 3

329 experiences to discover

Air & Helicopter Tours City & Sightseeing Tours Cruises & Sailing Tours Cultural & Theme Tours Day Trips & Excursions Multi-Day & Extended Tours Private & Custom Tours Shopping & Fashion 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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4.58

Chicago Skyscraper Walking Tour

From $35

2 providers combined

Explore Chicago's architectural evolution

Admission to the Chicago Architecture Center exhibits

4.58

Chicago Historic Homes and Cottages Walking Tour

From $45

1 provider live

Explore Wicker Park's charming streets

Historical photos on a private web page

4.58

Chicago Walking Tour with Free Bike or Kayak Rental

From $45

2 providers combined

Explore Millennium Park's iconic art

Local, professional guide

4.58

Chicago River Cycleboat Cruise 90 Min

From $65

1 provider live

Pedal along the iconic Chicago River

Bluetooth Sound System for your playlist

4.58

Chicago Customized Private Walking Tour 2 hr

From $220

1 provider live

Explore Chicago with a local guide

CTPA Licensed Guide

4.58

Chicago Scenic Driving Tour

From $315

2 providers combined

Enjoy a comfortable ride exploring iconic landmarks

Bottled water

4.58

Chicago Movie Locations Tour

From $315

1 provider live

Explore iconic movie locations

Private transportation

4.58

Chicago Lake Michigan Boat Tour

$60-$61

2 providers combined

Feel the wind as you speed across Lake Michigan

Life jackets

4.57

Chicago Private Sunset Sail on Lake Michigan

From $508

1 provider live

Sail along Chicago's stunning lakefront

Use of Bluetooth speakers

4.57

Chicago River Mimosa and Bloody Mary Cruise 1.5 hr

$41-$50

2 providers combined

Sip refreshing mimosas and Bloody Marys

River cruise

4.57

Chicago TV Show Set Tour

From $315

1 provider live

Explore iconic filming locations

Private transportation

4.57

Chicago Old Post Office Tour

From $15

1 provider live

Explore the historic Old Post Office

Tour of the Old Post Office by a certified Chicago Architecture Center docent