The classic sailing yacht departing from Tilghman Island

We have had plenty of April showers and May’s flowers are doing fine. Hopefully the rainy season is behind us and we can get on with a great Summer sailing season.¬†Join us aboard our classic sailing yacht departing from Tilghman Island for an experience that you won’t soon forget!

Sail Times

We are currently offering up to three sailing excursions daily at the following times:

Morning Sail 10AM-12PM $45 pp

Afternoon Sail 1-3PM $45 pp

Champagne Sunset Sail 6:30-8:30ish PM $50 pp

More info and tickets are available online at

In addition to our public sails, we also offer Private Charters aboard our classic sailing yacht for you and your group. Two-hour sails start at 575 depending on the day and time. Call or email to reserve your Private Charter.

Wedding Charters

We love the wedding season! Consider us for on-board bachelor or bachelorette parties for up to 13 of your closest friends and family. Did you know that we also offer on-board weddings performed by the Captain while under sail. Give us a call to describe your dream wedding charter and let us make it the experience of a lifetime.

We offer a true classic sailing yacht experience! We don’t do canned narratives or motor boat rides. The 1st Mate will hoist over 1100 square feet of sail so we can do what the ol’ girl was built to do. Go sailing! Lady Patty was built in 1935 for offshore racing by M.M. Davis & Son of Solomon’s Island, MD. Later she spent her early life cruising and racing all over the Gulf of Mexico and the Atlantic Ocean. Most noteworthy, she even made a Pacific sail as part of the Transpac Race to Hawaii. In conclusion, you will love the rich story of glamorous ports, hotly contested regattas, battles with the ocean’s fury and more.

Reserve your tickets for our public charters or book your exclusive private charter for just you and yours today!