Chicago Cruises & Sailing Tours - Page 2

16 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.

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From $55

Admire the Navy Pier Fireworks from the water

45-minute or 2-hour cruise

From $33

Marvel at Chicago's iconic skyline

Pet-friendly

From $45

Admire the sunset over Chicago's skyline

All fees and taxes

From $108

Savor a chef-prepared brunch buffet

Unlimited coffee, hot tea, iced tea, and water