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Lady Patty Sail Charters

Office - 21426 Wharf Rd, Boat - 6176 Tilghman Island Rd, Tilghman, MD 21671
+1 410-886-1127
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Beautiful sunset sailing experience

My girlfriends and I booked a sunset sailing cruise online for $50 each aboard the Lady Patty right... read more

Reviewed 2 weeks ago
oibwed2011
,
Sykesville, Maryland
via mobile
A beautiful trip

The captain and his crew were excellent. A really fantastic cruise. We had a relaxing and enjoyable... read more

Reviewed 4 weeks ago
cynthiasT218QV
,
Frederick, Maryland
Read all 92 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%
Travelers talk about
“mate emma” (8 reviews)
“tilghman island” (12 reviews)
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Hours
Hours Today: 10:00 AM - 8:30 PM
LOCATION
Office - 21426 Wharf Rd, Boat - 6176 Tilghman Island Rd, Tilghman, MD 21671
CONTACT
Website
+1 410-886-1127
Write a ReviewReviews (92)
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"mate emma"
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"tilghman island"
in 12 reviews
"worth every penny"
in 4 reviews
"relaxing trip"
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"beautiful sunset"
in 4 reviews
"a lot of fun"
in 2 reviews
"margaritas"
in 13 reviews
"crew"
in 18 reviews
"sail"
in 43 reviews
"weather"
in 12 reviews
"st"
in 10 reviews
"board"
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"chesapeake"
in 11 reviews
"boat"
in 33 reviews
"champagne"
in 5 reviews
"michaels"
in 7 reviews
"osprey"
in 3 reviews
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1 - 10 of 92 reviews

Reviewed 2 weeks ago via mobile

My girlfriends and I booked a sunset sailing cruise online for $50 each aboard the Lady Patty right outside the Wylder Hotel in Tilghman Island on Friday night. The cruise was worth every penny! The Captain and his mate were very informative, kind, and attentive....More

Thank oibwed2011
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
duskyjeff, Owner at Lady Patty Sail Charters, responded to this reviewResponded 2 weeks ago

Hi, Thank you for joining us Friday night and for the nice review! It was a fantastic evening and I really enjoyed your company. I hope to sail with y'all again if you ever return to Tilghman Island. Cheers! Jeff

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This response is the subjective opinion of the management representative and not of TripAdvisor LLC.
Reviewed 4 weeks ago

The captain and his crew were excellent. A really fantastic cruise. We had a relaxing and enjoyable sail. Worth the cost.

Thank cynthiasT218QV
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
duskyjeff, Owner at Lady Patty Sail Charters, responded to this reviewResponded 4 weeks ago

That is awesome! I'm glad you enjoyed it. Thank you for your business and for the kind words. Cheers! -Jeff

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This response is the subjective opinion of the management representative and not of TripAdvisor LLC.
Reviewed 13 August 2017

We've done chartered sails in Annapolis, Cambridge, St. Michaels and Newport RI. We did a morning sail on July 15th and had the most enjoyable sail ever! The Captain and crew were informative and so gracious as we asked for picture after picture. The Chesapeake...More

Thank L9823HTkerenf
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
duskyjeff, Owner at Lady Patty Sail Charters, responded to this reviewResponded 14 August 2017

That is great news! I'm so glad you enjoyed yourselves. Thanks for the kind words and we look forward to sailing with you again in the future. Cheers! Jeff

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This response is the subjective opinion of the management representative and not of TripAdvisor LLC.
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Reviewed 7 July 2017

We are so glad we decided to take this sail. Such a beautiful and relaxing trip. The crew made it so enjoyable. And the margaritas were soooo good.

Thank Chmel325
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed 3 July 2017 via mobile

We went sailing with Captain Jake and First Mate Emma over Fourth of July weekend and had an amazing time. 10 people total, 6 adults and 4 kids ranging from 1.5 to 9 years old. The kids had a blast and were allowed to steer...More

Thank E W
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
duskyjeff, Owner at Lady Patty Sail Charters, responded to this reviewResponded 5 July 2017

Thanks so much for the kind words! I'm glad you enjoyed yourselves. I will definitely pass this on to Jake and Emma. Cheers! Jeff

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This response is the subjective opinion of the management representative and not of TripAdvisor LLC.
Reviewed 25 June 2017

The crew is great! Emma and Joe took care of everyone very well. We got to sit back and enjoy the sights and glide along the water. Even though the evening was cloudy, we were able to see about 50 dolphins frolicking in the water...More

Thank Nurps
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed 27 September 2016

We opted for the Sunset Champagne Cruise. It was a perfect evening.More than enough wind to be able to sail. Captain Jeff and the first mate(his young son) were very knowledgeable and hospitable. Margaritas and champagne made the evening that much more relaxing! The sunset...More

1  Thank Charles L
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed 16 September 2016 via mobile

Had a beautiful sail boat trip to watch the sunset. Throughly enjoyed visiting with the captain and Sarah did a great job taking care of the passengers. Throughly enjoyed and would highly recommend sailing with this crew! Thank you for a great evening!!

1  Thank Deanna B
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed 7 September 2016

We took the "Sunset Champagne Cruise" provided by Captain Jeff and his crew aboard the Lady Patty during our visit from Seattle. To say it was romantic was an understatement! Jeff and Sara, his first mate could not have been more accommodating. Serving up drinks...More

1  Thank Carl H
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed 23 August 2016

We went on a beautiful sunset sail and had a realy nice sailing experience. The boat is beautiful and the captain very hospitable. And the sunset was outstanding

1  Thank F6980BTpaul
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
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Ask a question
Questions & Answers
cynthiasT218QV
28 May 2018|
Answer
Response from duskyjeff | Property representative |
Hi, Thanks for your interest in the Lady Patty! The cost would be 50 per person. It's probably best to make a reservation at least a week prior to your desired sail time. Hope to see you then. Cheers! Jeff
0
Votes
pat m
19 April 2015|
Answer
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
0
Votes