Power 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 use boats - available on short notice and at a fraction of the cost of ownership. Becoming a member is the perfect way to get on the water and enjoy boating 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 Runabouts click here.    To view the Cruisers click here.


Discounts Available!

J/World Graduates qualify for special discounts when joining. Combine a class and membership for maximum savings.

Learn more

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.

Schedule your ride

Online Reservations

View the available boats for any day, pick the right one to fit your plans, click and go! Take a tour of our reservation site to see how it works!

Reservation Website Tour