Chicago Cruises & Sailing Tours - Page 2

17 experiences to discover

Explore the best cruises & sailing tours tours and activities in Chicago. Our unbiased ratings help you find the perfect experiences for your trip.

Sort by:

From $52

Enjoy fireworks at Navy Pier with music

All taxes, fees and handling charges

$93-$176

Feast on a freshly-prepared brunch buffet

Delicious brunch buffet with entrees, salads, and desserts

$30-$33

Marvel at Chicago's iconic skyline

Skip-the-line cruise ticket

From $45

Enjoy the sun setting behind the Chicago skyline

All fees and taxes

$105-$108

Dine on a gourmet 3-course Thanksgiving meal

2-hour Thanksgiving lunch cruise on Lake Michigan