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GREAT FOR BACHELOR(ETTE) PARTIES!

3 or 4 Hour Cruise
USCG Captain
Up to 10 Guests

Get the group together for the best wedding party ever! Our 37' luxury sailboat is the perfect venue for your celebration.

This 3 or 4 hour cruise will take you & your guests on a favorable sail from Monroe Harbor down the gorgeous coastline of Chicago's lakeshore. Want to party at the playpen or lay low & anchor in a private area? The choice is yours. Float on.

Starting at $899 + 6% booking fee
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 400+ FIVE STARS REVIEWS

7 years of fresh waters, exclusive parties & unforgettable experiences.

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Flexible Booking Plan - 50% Deposit, Fully-Refundable

We recognize that plans change, so we've designed our booking options to be incredibly flexible. This ensures you have the freedom to make adjustments with ease, providing peace of mind for your experience with On A Boat Sailing.

100% Refund up to Two Weeks From Departure

50% Refund up to 48 Hours From Departure

Full Refund for Weather Related Cancellations

Swap Dates With No Fees-Subject to Availability


STEP ABOARD
Be first for private sailing offers & special event happenings on Chicago's famous Lakefront. 

Welcome to the crew!

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