Sail Boat Charters | Chesapeake Bay - There's a Better Way

The concept of 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 you might anticipate for this much FUN! Becoming a member is a perfect way to get on the water and enjoy sailing with minimal expense and hassle.

For a single annual fee you have access to our fleet of boats for your personal use, as well as racing opportunities (as skipper or crew), Cruise/Rally events, Frostbite Racing (November-March), and lots of other Club Social events. Do you already own a J/22 or J/24? Keep on racing your smaller J, and use the Club for your big cruising boats, as an alternative to two-boat ownership. Check out our fleet:

Don't delay – memberships are limited to assure availability. The time to make sailing convenient, affordable and fun is now! Boats can be booked via our on-line Reservation System. Check out the 'Demo Account' to make yourself a "Member" and view a live calendar!

Most people today have other activities and family responsibilities that make owning a boat too daunting or unrealistic financially.  Consider the costs of owning:

• Slip Fees - $$$
• Insurance - $
• Boat Maintenance - $$

These costs easily add up to $7,500 per year and don't even include the purchase price of a new or used boat. As our members say: "The Club is a no-brainer!"

How many people own a health club, golf course or bowling alley? Doesn't it make sense to consider a flexible boating program that allows you to do other things? So whether you're looking to get out for an afternoon with the gang on a fast and fun J/80, a long weekend getaway for two on a J/105 or the vacation cruise for up 2 weeks exploring the Chesapeake, being a member of the Chesapeake Boating Club means our fleet is ready and waiting for you.