
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.