BOOK YOUR CHARTER

BOOK YOUR 2024 YACHT OR SAILBOAT CHARTER NOW

When you rent a boat from Chicago Sailboat Charters, we provide the best variety, service, and value for any charter or rental boat experience you desire.

01 Select Your Date

Use our online booking platform below to select your date and view charter availability.

02 Choose Your Boat

Choose from our large & luxury sailboats, 40' yachts/power boats, & our 36 passenger big boat.

03 Book Your Adventure

Once you select your charter, reserve and pay directly online in less than 60 seconds.

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