Sailing Trips in Chicago
Top 5 Best Chicago Sailing Trips
Found 2 Sailing Trips activities in Chicago. Sort by Popularity.Chicago Private 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 $483.96
Likely to Sell Out Chicago Private 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 $483.96
Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise
(5 of 2 reviews)
Enjoy a private two and a half hour sailing experience for up to four 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 spectacul... More
Free Cancellation
Private Tour
Private Tour
Start From $433.82
Likely to Sell Out Private Lake Michigan Sailing Charter and Sightseeing Chicago Sky....
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Chicago
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Superb2 reviews5
Enjoy a private two and a half hour sailing experience for up to four people along Chicago’s beaut....
Free Cancellation
Private Tour
Private Tour
Start From $433.82