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Lady Patty

Historic 1935 Ketch Sailing Charters

Lady Patty carries a rich maritime legacy dating back to 1935 when she was built in Solomons Island, Maryland. Originally designed as an offshore racing yacht, she was later restored as a charter sailboat while retaining her original wooden cockpit, wheel, and mast.

This historic yacht accommodates up to 13 passengers and is maintained for both safety and comfort, offering modern-day sailors a unique chance to experience the Chesapeake Bay aboard a true piece of maritime history.

In her early years, Lady Patty raced along the Southern Ocean Racing Conference circuit in Florida, including a notable victory from St. Petersburg to Havana. Her original owner even sailed her through the Panama Canal to San Francisco to compete in the Transpac, a two-week race from California to Hawaii.

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From $895
  • Half Day
  • 6 People
  • All ages
  • Daily

Half-Day Private Sail

Step aboard St. Michaels Sailing Charter sailing yachts and begin your journey with an enchanting tour of historic St. Michaels harbor, where every dock and waterway whispers tales of maritime lore. As the sails catch the breeze, feel the excitement of setting off on a 4-hour half-day sail up the stunning Miles River. The landscape unfolds with panoramic views of Chesapeake Bay, where shimmering waters meet lush shorelines.

This isn’t just a boat tour—it’s an unforgettable journey through time and tide, where history and nature come alive. Book now to secure your spot on this exclusive Chesapeake Bay adventure, and create memories that will last a lifetime.

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