Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 21

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:

4.51

Chicago Fireworks Dinner Cruise

From $134

1 provider live

Savor a gourmet plated dinner

Best views of Navy Pier’s fireworks display (weather permitting)

4.51

Chicago Skyline Mimosa and Bloody Mary Cruise

From $50

1 provider live

Kick off your Sunday with mimosas

Lake Michigan Cruise

4.51

Chicago Walking Tour with Optional 360 Chicago

From $39

1 provider live

Explore the iconic Magnificent Mile

Professional local guide

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 Flying Dress Photoshoot 1.5 hr

From $250

1 provider live

Experience a glamorous photoshoot in Chicago

Dress rental

4.51

Chicago Frida and Friends Walking Tour in Pilsen 2 hr

From $240

1 provider live

Explore vibrant murals

Hand Sanitizer

4.51

Chicago Audio Tour of Storied Neighborhood

From $5

1 provider live

Explore historic University of Chicago

VoiceMap App for Android and iOS

4.51

Chicago Black History Walking Tour

From $5

1 provider live

Explore historic Bronzeville

Bottled water

4.51

Chicago Pier Fireworks Segway Tour 2 hr

$78-$80

2 providers combined

Experience Chicago's skyline lit by fireworks

Helmets

4.51

Chicago Magnificent Mile Walking Tour

From $35

2 providers combined

Discover the transformation of Pine Street into the Magnificent Mile

Admission to the Galleries of the Chicago Architecture Center

4.51

Chicago City Bike Tour of Downtown Attractions

$59-$79

2 providers combined

Explore iconic landmarks like Millennium Park

Bikes, helmets, and child equipment

4.5

Chicago Brunch Cruise on Lake Michigan

From $94

1 provider live

Savor a chef-prepared buffet

Unlimited coffee, hot tea, iced tea, and water