
cruising fleet
The WRSC cruising fleet includes 25 member-owned sailboats and powerboats in all sizes. Each year,
fleet members and guests cruising to destinations throughout the Chesapeake Bay and its tributaries.
Our cruising season runs from early May to late October. In addition to formal cruises, we often hold
‘pop-up’ cruises on the spur of the moment. Most cruises take place over weekends with the occasional
long-range week long cruise. At our rendezvous, we socialize, share meals, and generally have a grand
time
Each cruise is led by a fleet member who acts as the host and takes care of any logistics. Children, dogs,
and guests are always welcome.
2026 Cruising Schedule
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Early Bird Cruise to St. Michaels: May 2-3
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Leader: TBD
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If you can, bring your boat to the Club Friday afternoon and diner at the club. Depart Saturday for St.
Michaels. Dock at the Chesapeake Bay Maritime Museum (membership required) or anchor out.
Activities: tour the Museum, visit local watering holes and eateries, and gather for drinks and munchies
Saturday evening. Sunday return to your home port.
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Memorial Day Cruise Drum Point (Wye River): May 23-25
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Leader: TBD
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If you can, bring your boat to the Club Friday afternoon, diner at the club. Depart Saturday for Drum
Point in the Wye River. Raft-up, dinghy ashore and explore the Wye River Resource Park, gather for
drinks and munchies, great discussions, Sunday brunch, another gathering Sunday afternoon, Monday
transit back to home port
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June Cruise, Langford Creek (Chester River): June 20-21
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Leader: TBD
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Langford Creek Marina. If possible, bring your boat to the Club Friday afternoon, diner at the club.
Depart Saturday for afternoon gathering for drinks, time in the pool, option to cook out there or head to
Rock Hall for dinner – Blue Heron Oyster House! Head to home port Sunday or if you have the time
during the week, consider heading up to Chestertown
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Oxford Regatta Cruise (Tred Avon River): August 8-9
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Leader: Heidi Bay
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Hosted by Tred Avon Yacht Club. This is a major regional event. Our WRSC junior and adult members
compete in a variety of small OD classes and may need bunks. There is a race over from Thomas Point
for big boats, for those that would like to race, or just enjoy a peaceful cruise over. There is also Log
Canoe Racing to watch on Saturday and Sunday. All-in-all a great sailing weekend! Book marina space
early! Likely gathering at Safe Harbor Friday and/or Saturday Volunteer to provide bunks for junior
sailors. More races on Sunday.
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Cruise South: September 18-22
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Leader TBD
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Destinations to be set by leader/participants with many possibilities including: Knapps Narrows (Knapps
Narrows Marina), Solomons Island (Safe Harbor Zahnisers), Sunset Creek at Vera’s (St. Leonard Creek),
Little Choptank River (pick a creek). A mix of rafting and destinations.
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Fall Rendezvous: October 25-26
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Leader TBD
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Combined cruiser and big boat event with optional races to and from the mouth of the Wye River with a
raft-up in the protected waters of Dividing Creek and social gathering of pot-luck and club supplied
oysters and shrimp on Saturday.
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Members of the Cruising fleet are encouraged to assist with the Labor Day Regatta festivities 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.


