We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
The latest reviews. The lowest prices. The perfect place to shop for hotels.
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Get directions
Address: Office - 21426 Wharf Rd, Boat - 6176 Tilghman Island Rd, Tilghman, MD 21671
Phone Number:
+1 410-886-1127
10:00 - 20:30
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.

read more

TripAdvisor Reviewer Highlights

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

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.

Reviewed 21 September 2015
Dan D
Mount Laurel, New Jersey, United States
Add Photo Write a Review

86 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Showing 86: English reviews
Mount Laurel, New Jersey, United States
Level Contributor
9 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 2 helpful votes
Reviewed 21 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
Level Contributor
8 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 3 helpful votes
Reviewed 24 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
Colonial Beach, VA
Level Contributor
41 reviews
18 attraction reviews
common_n_attraction_reviews_1bd8 23 helpful votes
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
Franklinville, NJ
Level Contributor
21 reviews
common_n_attraction_reviews_1bd8 21 helpful votes
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. The boat was beautiful and the sunset was breathtaking. The Lady patty is docked in... More 

1 Thank LucyStrat
Level Contributor
16 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 10 helpful votes
Reviewed 23 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
Annapolis, Maryland
2 reviews
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. They were both very engaging and instructive about the boat, the Bay and the heritage... More 

Thank Tom C
Level Contributor
302 reviews
75 attraction reviews
common_n_attraction_reviews_1bd8 119 helpful votes
Reviewed 13 July 2015

Jeff the owner is a great fan of his hometown and loves to share with visitors its beauty. Don't miss!

Thank lab12345
Baltimore, Maryland
1 review
Reviewed 1 July 2015 via mobile

Absolutely a wonderful way to spend a few hours in a terrific boat, great captain and crew, and some nice drink offerings. Captain was awesome to work with, great to talk to during the cruise. Easy boat to find and board on knapps narrows. Views were wonderful! I would highly recommend and I plan to take guess on the champagne... More 

Thank kuhlja
Sterling, Virginia
Level Contributor
25 reviews
common_n_attraction_reviews_1bd8 18 helpful votes
Reviewed 19 June 2015

My boyfriend booked this sailing as a surprise for my birthday. Little did I know there was an even greater surprise waiting for me when we were out on the water..... We sailed at 7pm on a Monday evening with Captain Jeff and his son, First Mate Jack. They were engaging and friendly from the moment we stepped on the... More 

Thank BethanyJD
Fairfax County, Virginia
Level Contributor
62 reviews
29 attraction reviews
common_n_attraction_reviews_1bd8 51 helpful votes
Reviewed 10 October 2014

Never been sailing, well it is never too late. Beautiful older vessel and well maintained. Could have taken a nap since it was so relaxing. Plan you visit with the weather of course. It located just before the draw bridge on right, not many signs either. Plenty of parking. Not sure about small kids since the boat tilts like all... More 

4 Thank P A

Travellers who viewed Lady Patty Sail Charters also viewed

St. Michaels, Talbot County
St. Michaels, Talbot County
St. Michaels, Talbot County

Been to Lady Patty Sail Charters? Share your experiences!

Write a Review Add Photos & Videos

Is This Your TripAdvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing

Questions & Answers

Here's what previous visitors have asked, with answers from representatives of Lady Patty Sail Charters and other visitors
1 question
Ask a question

See all questions (1)

Questions? Get answers from Lady Patty Sail Charters staff and past visitors.
Posting guidelines
Typical questions asked:
  • 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?