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Day & Evening Sails in Chicago, IL

Browse our sails on Chicago’s scenic Lake Michigan lakefront, and book your Windy City boat tour today!

From $99 $79 per Person

Sail into the night and embark on a two-hour party sail; join us for Chicago’s only Pirates Pub. Sail onboard a 148-foot Tall Ship in the Windy City! This is an event you will not want to miss. Enjoy an onboard DJ and the wind in your hair as you dance the night away with the mesmerizing Chicago skyline as your backdrop. Sing along to traditional pirate tunes and your favorite party anthems while soaking in the breathtaking sights of Lake Michigan.

Experience a Sail on Chicago’s Lakefront and book your Windy City boat tour today!