Sailing Trips in Illinois
Top 5 Best Illinois Sailing Trips
Found 4 Sailing Trips activities in Illinois. Sort by Popularity.Come Sailing with us at Navy Pier: Sail Beautiful Lake Michigan
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
Private Tour

Come Sailing with us at Navy Pier: Sail Beautiful Lake Michigan
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Illinois
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Superb60 reviews5
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefro....
Private Tour
Come Sailing with us at Navy Pier: Sunset Sail on Lake Michigan
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
Private Tour

Come Sailing with us at Navy Pier: Sunset Sail on Lake Michigan
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Illinois
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Superb24 reviews5
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefro....
Private Tour

Chicago Skyline Sail
This is a sailing Adventure, that you will enjoy, on Lake Michigan, while enjoying the views, and the fresh air!... More
Free Cancellation
Private Tour
(Saving 20% )

Chicago Skyline Sail
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Illinois
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Superb24 reviews5
This is a sailing Adventure, that you will enjoy, on Lake Michigan, while enjoying the views, and th....
Free Cancellation
Private Tour
(Saving 20% )
Come Sailing with us at Navy Pier - Saturday Fireworks Sail
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
Private Tour

Come Sailing with us at Navy Pier - Saturday Fireworks Sail
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Illinois
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Superb7 reviews5
Treat yourself to an unforgettable Chicago experience with this private sailboat cruise under the Na....
Private Tour