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The WRSC cruising fleet includes sailboats and powerboats in all sizes. Each year, we sponsor cruising
events beginning in the early spring and ending in the late fall. Our primary cruising ground is the
Chesapeake Bay with the occasional long distance cruises to destinations in the Chesapeake Bay.


The typical on the water event is led by a member of the cruising fleet and may be a land rendezvous or
a raft-up at a destination that allows us to enjoy sailing on some of the best cruising waters in the world.
Cruising destinations tend to be 15 to 30 miles from our clubhouse in Galesville, MD. At our
rendezvous, we socialize, share meals, and generally have a grand time. The majority of our cruises are
weekend cruises so that working members are able to participate. Kids and dogs and guests are always


  • Shake-down Cruise to St. Michaels. May 3-5 - Friday or Saturday, arrive St. Michaels at the Museum (need to be a member to dock) or anchor in the basin. Group dinner for Friday arrivers? Saturday get-together on the Museum grounds. Sunday head home.

  • Memorial Day Cruise to Wye River and Leeds Creek. - May 24-27 - Thursday or Friday head to Drum Cove. Raft Up. Saturday am Brunch and then that afternoon reassemble in Leeds Creek across from St. Michaels and overnight raft. 27th head home. No marinas, just rafting or anchoring and dinghy ride to host boat.

  • Chester River/Chestertown Langford Creek. June 20-24 - Cruise up the beautiful Chester River on the 20th and raft/anchor in the Corsica. Friday head up to Chestertown and spend two nights. Sunday head down to Lankford Bay Marina on into Langford Creek and Langford Creek Marina with its quiet location, pool and cookout facilities. Monday return home.

  • Oxford Regatta - August 9 - 11 - Hosted by Tred Avon Yacht Club. This is a major regional event. Our WRSC junior members compete in Opti and 420 races and may need bunks. There is a race over from Annapolis for big boats (and Cruisers). And, there are Log Canoe Races. All-in-all a great sailing weekend! Book marina space early! Likely gathering at Safe Harbor Friday and/or Saturday.

  • Knapps Narrows Cruise - September 14-15 - (Meet at Club on the 13th for dinner with Kevin Shay). Head over Saturday, Dock at Knapps Narrows Marina. We can do cook-outs or hang out on shore.

  • Fall Rendezvous - October 21-22 - A combined cruiser and big boat event with Saturday race over to Wye River and raft-up in Dividing Creek. Oysters and shrimp on Saturday.

Members of the Cruising fleet are encouraged to with the Labor Day regattas escorting the one designs from in the Annapolis to Galesville Race and to serve on Race Committee for the Club’s many one-design regattas.


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