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Pirates & Wenches Weekend

  • Haven Harbour South 21140 Green Ln Rock Hall, MD, 21661 United States (map)

HSA1 is revisiting the Rock Hall Pirates and Wenches Fantasy Weekend.  The former Sailing Emporium in Rock Hall is now Haven Harbor South.  They have set aside ten slips for HSA1 and are holding them for us.


Get ready for a rip-roarin’, swashbucklin’, rum-drinkin’, over-indulgent kind of trip with fun, friends and food. Can’t wait to see everyone from the HSA-1, Herrington Harbor (HHSA),  Pentagon Sailing and Northern Star sailing clubs. 

The fun starts on Friday night!  Laurie Flanagan invites all members of the four sailing clubs to a 7:00 pm Happy Hour at Harbor Haven South Marina (formerly Sailing Emporium) in the picnic area near the front of the marina.

Sailors & Landlubbers Alike – Join our catered Pirate’s Feast – Saturday at 7:00 pm
Come by land or sea and bring a hearty appetite for our Pirate’s Picnic on Saturday beginning at 7:00pm in the same picnic area near the front of the marina.  Enjoy Smoked Pulled Pork Sandwiches, Fried Chicken, Assorted wraps and more.  Bring your favorite beverage or enjoy some cool lemonade.  

Each boat can bring their choice of dessert, appetizer or salad to share with the group. POTLUCK LINK

Bring your competitive spirit and participate in the Pirates Quest at 8:00pm to win fun prizes. Choose your crew wisely.  No athletics required but this challenge is guaranteed to get crazy.  Careful – the losers may have to swab the deck! In addition to costume contests in town, we’ll have our own prizes for the best pirate, wench and couple costumes.  

Something fun is happening in Rock Hall every hour of the weekend.  Check out the event schedule: featuring:

Friday night sing-a-long, rum tasting, costume contest at 5:00 pm, the Wheelhouse Band (HSA-1 members!) at Harbor Shack

Sat & Sun - Kids activities on the corner of Sharp & Main.

Saturday  Beach Party 12-4 at Rock Hall Beach, Decorated Dinghy Cast Off Party at Harbor Shack Waterfront 11-2 & Tiki Time Happy Hour from 1-5 and of course the Buccaneer’s Ball at Watermans – from 7-Midnight.

We can’t wait to see everyone in their finest Pirate and Wenches attire.  Got questions, or just want to share your contact information?    Please contact Tim and Tammy Cossairt (your raft captains) at or call our cells: Tim 540-604-4356 or Tammy 540-226-1433

Earlier Event: July 28
Pool Party & Potluck
Later Event: September 1
Labor Day Weekend