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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

We took a day trip to St. Michael and were looking for an experience that would be memorable. The... read more

Reviewed 8 August 2014
Mark M
Baltimore, Maryland
Champagne Sunset Cruise highly recommended

We had such a wonderful evening on the Lady Patty's champagne sunset cruise last night! Capt Jeff... read more

Reviewed 17 July 2014
Laura E
New Jersey
via mobile
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%
Travellers talk about
Closed Now
All hours
Hours Today: 10:00 - 12:00
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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31 - 40 of 90 reviews

Reviewed 8 August 2014

We took a day trip to St. Michael and were looking for an experience that would be memorable. The Lady Patty and her crew fit the bill in every way! The boat is in great condition, and the fresh-squeezed lime margaritas were delicious! But what...More

Thank Mark M
Reviewed 17 July 2014 via mobile

We had such a wonderful evening on the Lady Patty's champagne sunset cruise last night! Capt Jeff and his mate PJ are friendly and knowledgeable about the beautiful boat and surrounding area. The weather and sunset were awesome. I highly recommend it!

Thank Laura E
Reviewed 8 July 2014

We went out on the sunset champagne cruise this past weekend and had the BEST time....its an amazing wooden boat - comfortable and relaxing and just a great way to see the island from the water. The captain and first mate are so chill -...More

Thank Abbie R
Reviewed 17 June 2014

My girlfriend and I took the 10am on Sunday morning and it was absolutely perfect! Captain Jeff was awesome; full of stories, knowledge, and good times. His first mate PJ knows a lot about the area and was funny to listen to his back and...More

Thank Joe R
Reviewed 5 June 2014

We had a great sail on the Lady Patty. The vibe is informal - it felt as if we were taking a sail with some friends. The captain & first mate were friendly and knowledgeable about the area. If we're in the area again, we'll...More

Thank Amy H
Reviewed 26 May 2014

A group of 8 friends were looking for a fun activity over the Memorial Day weekend, so we contacted Jeffery at Lady Patty's for a sunset cruise. We had a wonderful time - the sunset was beautiful, the wind was just enough for a good...More

Thank SJG&K
Reviewed 24 May 2014

We just took our 3rd sunset sail aboard the Lady Patty. Captain Jeff is always entertaining and knows the Bay and his boats history. Very relaxing experience and his specialty boat drinks are on the mark. If you're visiting the area, this is a must...More

Thank Chad K
Reviewed 15 May 2014

In October 2014, me and my "Ladies" dinner group (4 total) had a fantastic morning sail with Captain Jeff on the Lady Patty. We're 60 something and this experience is something I'll always remember. We were all grinning ear to ear and loved being on...More

Thank susiebh60
Reviewed 15 October 2013

We had such a wonderful, memorable sail on the Lady Patty; Captain Jeff was a welcoming host as well as knowledgeable about the history of the area and of course his boat. The sunset was beautiful on this August evening, which happened to be our...More

1  Thank mrmoyer
Reviewed 20 September 2013 via mobile

My lady and I are repeat customers of Lady Patty and Captain Jeff. This is by far one of the best ways to enjoy the beautiful sunset on the Island.

1  Thank inks11cls
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Questions & Answers
pat m
19 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