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Lady Patty Sail Charters

Office - 21426 Wharf Rd, Boat - 6176 Tilghman Island Rd, Tilghman, MD 21671
+1 410-886-1127
Review Highlights
This is the charter you should pick!!! A+

I scheduled a Saturday evening sunset cruise. I messed up the time and missed our sail. Capt Jeff... read more

Reviewed 14 July 2016
Keith W
Baltimore, Maryland
via mobile
Smooth cruise

There were ten of us and we had the boat to ourselves. The ride was beautiful. The captain Jeff... read more

Reviewed 3 July 2016
Southport, North Carolina
Read all 90 reviews
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The classic yacht Lady Patty departs three times daily for the beautiful Chesapeake Bay from Tilghman Island, MD, just twelve scenic miles past St Michaels, MD from April 1 through October 31. Lady Patty is a 45' sailing yacht built in 1935 for offshore racing. She carries over 1000 square feet of sail and is USCG inspected for 16 passengers. During charters beer, wine and drink service is offered. We specialize in Champagne Sunset Sails. Don't settle for sailing in the rivers and harbors. Join us aboard the only sailing vessel in the area that sails on the open Chesapeake Bay. Come sail away aboard the classic yacht Lady Patty.
  • Excellent98%
  • Very good2%
  • Average0%
  • Poor0%
  • Terrible0%
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Office - 21426 Wharf Rd, Boat - 6176 Tilghman Island Rd, Tilghman, MD 21671
+1 410-886-1127
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Reviews (90)
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11 - 20 of 90 reviews

Reviewed 14 July 2016 via mobile

I scheduled a Saturday evening sunset cruise. I messed up the time and missed our sail. Capt Jeff fit us in Sunday morning for an amazing sail around the entire island. Super nice people. You can't go wrong with the beautiful Lady Patty.

Thank Keith W
Reviewed 3 July 2016

There were ten of us and we had the boat to ourselves. The ride was beautiful. The captain Jeff and his first mate Emma could not have been more pleasant. Very congenial and knowledgable . It was a wonderful smooth sail.

Thank Shel3736
Reviewed 28 June 2016

We were on Tilghman Island for an anniversary trip and wanted to do something "nautical" so after reading the reviews and getting a recommendation from a local innkeeper we choose to book with the Lady Patty. We went out for a two hour morning sail....More

Thank esl1860
duskyjeff, Owner at Lady Patty Sail Charters, responded to this reviewResponded 29 June 2016

Thanks for the kind words! I appreciate your business and you taking the time to give us a review! I hope to see you again on your next visit to Tilghman Island. Cheers! Jeff

Reviewed 26 September 2015

Great time - nice cruise - interesting crew that knows a lot about the area. You can't beat the Capn's Margaritas either..

Thank 798mikem
Reviewed 20 September 2015

We did the sunset cruise, We had a wonderful time. Beautiful experience well worth it. Wonderful sunset, water was beautiful and the crew is great.

Thank Dan D
Reviewed 23 August 2015 via mobile

A very mellow morning on the water today. Beautiful surroundings, a lovely boat, and all pleasantly guided by Capt. Jeff and Mate Emma. Really enjoyed this.

Thank DrMrDr
Reviewed 31 July 2015

What a great trip! We went on a 2-hour sail and enjoyed it immensely. The Captain and first mate were friendly and knowledgeable and the refreshments were excellent.

Thank Shirley H
Reviewed 27 July 2015

Just got home from a weekend staying in Tilghman MD, and the highlight of our stay was a sunset cruise on the Lady Patty on Saturday night. Captain Jeff and First Mate Emma were knowledgeable, friendly and fun to hang out with for our trip....More

1  Thank LucyStrat
Reviewed 22 July 2015

Beautiful old sailing vessel, engaging and knowledgeable captain, and a lot of fun while sailing on the Chesapeke bay. Don't miss out on this sailing experience out of beautiful Tilighman Island and just a few minutes outside of St. Michaels, Md.

1  Thank Ricksluv
Reviewed 19 July 2015

If you love being on the water, the Chesapeake Bay and wooden sailboats then a trip on the Lady Patty should be high on your priority list. Captain Jeff and his First Mate Emma made our afternoon a memorable experience that we won't soon forget....More

Thank Tom C
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Questions & Answers
pat m
18 April 2015|
Response from duskyjeff | Property representative |
Hello Pattir, Thanks for your inquiry about the Lady Patty! I'm glad you enjoyed sailing with us, We do sail in Annapolis on occasion but normally as a Private Charter. In the event of being there already we will offer... More