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.
New! Find and book your ideal hotel on TripAdvisor — and get the lowest prices
Map
Satellite
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
Website
Today
10:00 - 20:30
Closed now
See all hours
Hours:
Sun - Mon 10:00 - 12:00
Wed - Sat 10:00 - 20:30
Description:

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
    Excellent
  • 2
    Very good
  • 0
    Average
  • 0
    Poor
  • 0
    Terrible
Great Experience

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... read more

5 of 5 bubblesReviewed 27 September 2016
Charles L
Add Photo Write a Review
Turn Your Opinions into Points!
Turn your opinions into JPMiles
Turn your opinions into PAYBACK Points
*You can enroll in only one programme at a time to earn rewards for reviews.
JPMiles / Payback Arrow
JPMiles / PAYBACK
50

86 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Language
Showing 86: English reviews
Level Contributor
5 reviews
common_n_attraction_reviews_1bd8 5 helpful votes
5 of 5 bubbles 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 was magnificent! This is a must if you are in the area!

Helpful?
1 Thank Charles L
Level Contributor
17 reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 bubbles Reviewed 15 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!!

Helpful?
1 Thank Deanna B
Seattle
Level Contributor
15 reviews
common_n_attraction_reviews_1bd8 10 helpful votes
5 of 5 bubbles 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 and sailing lore grounded in decades of experience, the cruise could not have been more... More 

Helpful?
1 Thank Carl H
Livingston, New Jersey
Level Contributor
10 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 bubbles 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

Helpful?
1 Thank F6980BTpaul
Centreville, Maryland, United States
Level Contributor
5 reviews
common_n_attraction_reviews_1bd8 5 helpful votes
5 of 5 bubbles Reviewed 6 August 2016

What an amazing way to experience the countless colors of the sunset over the Chesapeake Bay- on a historic sailboat with good friends, delicious drinks and a friendly captain and crew. Can't wait to return to the Lady Patty for another perfect sail!

Helpful?
1 Thank marymac1969
Northern Virginia, Virginia
Level Contributor
420 reviews
123 attraction reviews
common_n_attraction_reviews_1bd8 214 helpful votes
5 of 5 bubbles Reviewed 26 July 2016

Captain Jeff and his first mate Emma were so accomplished and at ease with the sailboat that I felt as if I were floating on a cloud at times. Prone to seasickness, I always approach any smaller sized boat with a bit of trepidation-- so Jeff's expert maneuvering of his craft was simply a slice of heaven for me on... More 

Helpful?
Thank M H
Baltimore, Maryland
Level Contributor
6 reviews
5 of 5 bubbles 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.

Helpful?
Thank Keith W
Southport, North Carolina
Level Contributor
9 reviews
common_n_attraction_reviews_1bd8 18 helpful votes
5 of 5 bubbles 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.

Helpful?
Thank Shel3736
Fairfax County, Virginia
1 review
5 of 5 bubbles 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. The captain Jeff and first mate Emma were very friendly and lots of fun. They... More 

Helpful?
Thank esl1860
duskyjeff, Owner at Lady Patty Sail Charters, responded to this review

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 More 

Alexandria, Virginia
Level Contributor
24 reviews
9 attraction reviews
common_n_attraction_reviews_1bd8 16 helpful votes
4 of 5 bubbles 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..

Helpful?
Thank Mike M

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!

Turn Your Opinions into Points!
Turn your opinions into JPMiles
Turn your opinions into PAYBACK Points
*You can enroll in only one programme at a time to earn rewards for reviews.
JPMiles / PAYBACK
50
JPMiles / Payback Arrow
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?