Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 3

373 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.

Sort by:

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 Walking Tour: Pilsen Creativity & Community 3 hr

From $65

1 provider live

Explore vibrant Pilsen neighborhood

Transit tickets

4.58

Chicago TV Show Set Tour

From $315

1 provider live

Explore iconic filming locations

Private transportation

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 Seadog Fireworks Speedboat Cruise

From $62

2 providers combined

Marvel at Chicago's skyline during a thrilling speedboat ride

Scenic views of the Chicago skyline

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 City Walking Tour in Spanish 2.5 hr

From $45

2 providers combined

Discover Chicago's vibrant history

Walking tours

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

4.57

Chicago Shopping Tour to Premium Outlets

From $297

1 provider live

Explore luxury boutiques

Private transportation

4.57

Chicago Brunch Cruise on Lake Michigan

From $157

1 provider live

Savor a delicious brunch buffet

Unlimited coffee, hot tea, and iced tea

4.57

Chicago River Dinner Cruise with Fireworks

From $335

1 provider live

Savor a delicious plated dinner

Delicious plated dinner with freshly prepared entrees, salads, and desserts