Cruising Sailboats for the Chesapeake Bay


There’s no better way to experience all the Chesapeake has to offer, cruising in a warm breeze with friends and family aboard the Club’s J/32’s, J/105’s, and Beneteau 33.  Being a member of the Club makes this dream a reality – and for far less money than ownership, charters or renting a sailboat.  Take a mini-vacation or an extended cruise with your family and friends using the Club’s cruising sailboats.  Your boat is ready and waiting for you!

Sail Club Level 2 Annual Membership Includes Unlimited Use of:

  • (6) 26′ J/80’s
  • (3) Harbor 20’s
  • (3) 34′ J/105’s
  • (3) J/32’s
  • Beneteau 331
  • Easy Online Boat Reservation System – Step Aboard and Go!
  • No Maintenance, Repair or Dock Fees

See the Daysailors

Click here for Checkout Requirements   or  Here for Pricing


(3)  J/105 offers great performance, a large cockpit and easy handling for day trips and overnights.
(3) J/32  Perfectly blends comfort and performance, 
easily handled by a couple.










The Beneteau 331 an ideal boat for getting the whole family out for an extended cruise.