Sail Boat Charters | Chesapeake Bay - There's a Better Way
The Chesapeake Boating Club was founded in 1992 to provide flexible and affordable access to high quality and easy to sail boats - available on short notice and at a fraction of the cost of ownership. Becoming a member is a perfect way to get on the water and enjoy sailing with minimal expense and hassle.
Don't delay – the number of memberships are limited to assure excellent boat availability. The time to make sailing convenient, affordable and fun is now!
All boats are booked using our online Reservation System. Watch a Video Tour of our reservation system to see how it works.
To view the Day Sailors click here. To view the Cruisers click here.
Graduates of the J/World Performance Sailing School qualify for special discounts when joining. Combine a class and membership for maximum savings.
Free Get Acquainted Ride
Schedule a "no pressure" test ride. It will give you a chance to try the boats first hand, and it gives us a chance to assess your boating skills. Call the Club at 410-280-8692 to schedule.