Sailing Trips in Chicago
Top 5 Best Chicago Sailing Trips
Found 3 Sailing Trips activities in Chicago. Sort by Popularity.Come Sailing at Navy Pier Marina - Sunset Sail on Lake Michigan
(5 of 24 reviews)
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline... More
Free Cancellation
Private Tour
Private Tour
Start From $507.96
Likely to Sell Out Come Sailing at Navy Pier Marina - Sunset Sail on Lake Michigan
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Chicago
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Superb24 reviews5
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefro....
Free Cancellation
Private Tour
Private Tour
Start From $507.96
Come Sailing at Navy Pier Marina - Sail Beautiful Lake Michigan
(5 of 60 reviews)
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline... More
Free Cancellation
Private Tour
Private Tour
Start From $507.96
Likely to Sell Out Come Sailing at Navy Pier Marina - Sail Beautiful Lake Michigan
-
Chicago
-
Superb60 reviews5
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefro....
Free Cancellation
Private Tour
Private Tour
Start From $507.96
Come Sailing at Navy Pier Marina - Saturday Fireworks Sail
(5 of 7 reviews)
Treat yourself to an unforgettable Chicago experience with this private sailboat cruise under the Navy Pier fireworks. Over the course of two hours, you’ll sail along Chicago’s beautiful lakefront with a view of the city skyli... More
Free Cancellation
Private Tour
Private Tour
Start From $566.82
Likely to Sell Out Come Sailing at Navy Pier Marina - Saturday Fireworks Sail
-
Chicago
-
Superb7 reviews5
Treat yourself to an unforgettable Chicago experience with this private sailboat cruise under the Na....
Free Cancellation
Private Tour
Private Tour
Start From $566.82