Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 16

270 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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4.51

Chicago Professional Photo Shoot

From $209

1 provider live

Capture stunning memories in iconic Chicago locations

1 Hour Photoshoot = 20 Final Photos

4.51

Chicago Thanksgiving Lunch Cruise on the River

From $16814

1 provider live

Savor a gourmet 3-course Thanksgiving meal

2-hour Thanksgiving lunch cruise on the Chicago River

4.51

Chicago Food and Walking Tour

From $85

2 providers combined

Savor iconic Chicago bites

Deep dish pizza slice

4.51

Chicago to Milwaukee Day Trip with Brewery Tour

$109-$125

3 providers combined

Explore the Harley-Davidson Museum

Travel with an expert tour guide/driver

4.5

Chicago Private City Tour with Hotel Pickup

From $539

1 provider live

Explore Chicago's iconic landmarks

Private transportation

4.5

Chicago Walking Tour and Boat Cruise

From $104

2 providers combined

Explore Millennium Park's iconic Cloud Gate

Chicago Harbor Cruise (Admission Included)

4.5

Chicago Self-Guided Audio Tour

From $6

1 provider live

Explore Chicago at your own pace

Private access links validity up to 6 days

4.5

Chicago Michigan Avenue Walking Tour with Smartphone App

From $17

2 providers combined

Explore iconic landmarks

Full flexibility: start at any hour, take a break at any time and resume later

4.49

Chicago Driving Tour with River Cruise

$150-$254

2 providers combined

Cruise along the Chicago River

Admission to Shoreline Architecture Cruise

4.49

Chicago Helicopter Tour 15 Min

From $650

1 provider live

Experience breathtaking aerial views

Helicopter Tour

4.49

Chicago Lakefront Segway Tour

$68-$70

2 providers combined

Glide along Lake Michigan's scenic shores

Certified Segway tour guide

4.49

Chicago Historic Treasures Walking Tour

From $35

2 providers combined

Explore architectural landmarks on Michigan Avenue

Admission to the Chicago Architecture Center Exhibits