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Address: Office - 21426 Wharf Rd, Boat - 6176 Tilghman Island Rd, Tilghman, MD 21671
Phone Number:
+1 410-886-1127
10:00 - 12:00
Closed now
See all hours
Sun - Mon 10:00 - 12:00
Wed - Sat 10:00 - 20:30

The classic yacht Lady Patty departs three times daily for the beautiful...

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.

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TripAdvisor Reviewer Highlights

Read all 86 reviews
Visitor rating
  • 84
  • 2
    Very good
  • 0
  • 0
  • 0

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... read more

5 of 5 bubblesReviewed 5 June 2014
Amy H
Morristown, New Jersey
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86 Reviews from our TripAdvisor Community

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Showing 86: English reviews
Morristown, New Jersey
Level Contributor
24 reviews
common_n_attraction_reviews_1bd8 9 helpful votes
5 of 5 bubbles 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 definitely be back!

Thank Amy H
Level Contributor
45 reviews
18 attraction reviews
common_n_attraction_reviews_1bd8 53 helpful votes
5 of 5 bubbles 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 sail, AND we started the trip with about a dozen harbor porpoises accompanying us out... More 

Thank SJG&K
Hagerstown, Maryland
Level Contributor
4 reviews
5 of 5 bubbles Reviewed 23 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 do activity.

Thank Chad K
Waldorf, Maryland, United States
Level Contributor
22 reviews
9 attraction reviews
common_n_attraction_reviews_1bd8 15 helpful votes
5 of 5 bubbles 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 the Chesapeake Bay! Gorgeous boat, charming Captain, beautiful Chesapeake Bay, lovely weather, spray in our... More 

Thank susiebh60
Brigantine, New Jersey
Level Contributor
9 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 6 helpful votes
5 of 5 bubbles 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 30th wedding anniversary. A lovely champagne toast was shared among the passengers and two other... More 

1 Thank mrmoyer
Level Contributor
36 reviews
6 attraction reviews
common_n_attraction_reviews_1bd8 14 helpful votes
5 of 5 bubbles Reviewed 19 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
Baltimore, Maryland
Level Contributor
52 reviews
10 attraction reviews
common_n_attraction_reviews_1bd8 26 helpful votes
5 of 5 bubbles Reviewed 13 August 2013 via mobile

I chartered the Lady Patty for the day for a small group. Captain Jeff was very flexible and helpful in charting our course for the day. The weather was great, and although the wind didn't exactly cooperate, we all had a great time. We stopped for lunch at Lowes Wharf. Try the fish tacos and the soft crabs and chase... More 

1 Thank Terpsfan999
Lisbon, MD
2 reviews
5 of 5 bubbles Reviewed 31 July 2013

If you want to know why sailboats are so popular around the Chesapeake Bay - take a sail aboard the Lady Patty. Captain Jeff knows his boat's history, which is fascinating, and he knows the Bay. The sunset cruise is a gorgeous time to be on bay, but anytime is great. I plan on going again! There is no better... More 

Thank Tracy M
Woodbine, Maryland
Level Contributor
3 reviews
5 of 5 bubbles Reviewed 31 July 2013

Simply fantastic. Captain Jeff and first mate Emma were great in sharing the history of the boat, the Chesapeake, etc. Everyone had a great time and I can't wait to come back again with friends.

Thank korizzo
Marlboro, nj, usa
Level Contributor
10 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 5 helpful votes
5 of 5 bubbles Reviewed 30 July 2013 via mobile

The lady patty offers a great sailing experience. The boat is historic, very clean and well maintained. Capt Jeff was both capable and pleasant to sail with. Very good value

1 Thank corfp

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  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?