Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 18

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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4.52

Chicago Crime Story Puzzle Walk

From $6

1 provider live

Explore Chicago's gangster history

24/7 customer support

4.52

Chicago Dinner Cruise on Lake Michigan

From $130

1 provider live

Savor a delicious dinner buffet

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

4.52

Chicago Black History Walking Tour

From $5

1 provider live

Explore Obama's former neighborhood

Bottled water

4.52

Chicago Architecture and Highlights Private Tour

From $295

1 provider live

Explore iconic Chicago architecture

Local English-speaking guide

4.52

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

4.51

Chicago Brunch Cruise on Lake Michigan

From $94

1 provider live

Savor a chef-prepared buffet

Unlimited coffee, hot tea, iced tea, and water

4.51

Chicago City Minibus and Riverboat Architecture Tour

From $98

1 provider live

Explore Chicago by land and water

Local tour guide on bus and boat

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 Haunted Exploration Game

From $6

1 provider live

Explore haunted sites in Chicago

A city exploration game available on your phone

4.51

Chicago Segway Tour at Sunset 90 min

From $75

1 provider live

Glide through Chicago's parks

Local guide

4.51

Chicago Frida and Friends Walking Tour in Pilsen 2 hr

From $240

1 provider live

Explore vibrant murals

Hand Sanitizer