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Lady Patty Classic Yacht Charters

6176 Tilghman Island Road Tilghman Island, MD 21671 – 410.886.1127   –

The classic Lady Patty offers her guests a glimpse at the golden age of yacht racing. She is 45′ in length and was built in 1935. She departs up to three times daily from Tilghman Island for the Chesapeake Bay.  You can join a public charter or schedule a private sail for just you and yours.

Public Sailing

Join us to experience the magic of varnished teak, polished bronze, towering sails and the wind on your cheek aboard a very special classic yacht, the Lady Patty.

Lady Patty Classic Yacht Charters offers up to three two-hour public Chesapeake Bay sailing trips daily from  Wednesday through Saturday with a limited schedule on Sunday. During the Summer we are closed for public sailing on Tuesday.

You can check the schedule and buy your tickets here. *Please save a tree and refrain from printing your online tickets. If you purchased tickets by phone or online both you and I will receive an email confirmation. Your name will be on the list. Cheers!

Morning Sail  10:00AM – 12:00PM

Afternoon Sail  1:00PM – 3:00PM

Champagne Sunset Sail  6:30PM – 8:30PM 

All regular trips depart from Knapps Narrows Marina just before the drawbridge to Tilghman Island.

Soft drink, beer, wine and cocktail service is available on all charters. Catered food is also available from local restaurants by special arrangement.

While underway on the Chesapeake Bay you will be treated to a true sailing experience by a seasoned professional crew who knows the Tilghman Island area well. Once underway from the dock we will motor for five minutes then hoist over 1100 square feet of sail and go. We can often reach the main shipping channel or half-way point across the Bay during our two-hour excursions.

You can enjoy a cold craft beer or Sunset Gold Margarita served to you on deck while under sail during your trip.

The Captain and the First Mate will gladly answer any questions that you might have. We love sharing bits of the long and illustrious story of our Lady of the Bay including tales of offshore racing, ocean voyages and foreign ports during the golden age of yachting.

Private Charters

The rates for a private charter start at $475 + tax & tip for a mid-week morning or afternoon excursion from our home dockage on Tilghman Island.

We love weddings! We have been a part of a few intimate on-board weddings and they have all been stunningly beautiful. Where better to tie the knot then shaded by sails and surrounded by varnished teak and polished brass.

We have also ferried the bride and bridesmaids from their waterfront inn to the wedding venue for the ceremony.  Would you like to really make a splash with the arrival to the wedding reception? Think about a short sail after the ceremony to enjoy a toast with your dearest friends, your wedding party.

We offer catered wine and hor devour sails that are perfect for birthdays, anniversaries or even bachelor / bachelorette parties!

We do team building exercises for business and  corporate groups. Do you really want to fine tune a teams ability to communicate and work together? Consider a race charter where you and your team are the crew.  Win or loose, you will develop skills that will benefit the group for years to come.

Call 410.886.1127 or email me to see how we can make your wedding, corporate retreat or vacation a memory to last a lifetime!

For more info or to buy tickets visit us at Cheers!