Tag Archives: easton

Memorial Day Weekend Sailing Schedule


Hello all!

Here is a printable jpeg of our sailing schedule for this beautiful weekend.

Keep us in mind if you, your friends or your guests are looking for something awesome to do.



Lady Patty mem day schedule 16


The Lady Patty is a charter sailing yacht departing from Tilghman Island, Mayland for the beautiful Chesapeake Bay

Perfect weather for sailing on the Chesapeake Bay! Departing three times daily from Tilghman Island, near St Michaels, Oxford & Easton on MD’s Eastern Shore

Mizzen sail at sunset from the deck of the classic charter yacht Lady Patty near Tilghman Island on the Chesapeake Bay Hello travelers,

The forecast calls for perfect weather for sailing on the Chesapeake Bay! Departing three times daily from Tilghman Island, near St Michaels, Oxford & Easton on MD’s Eastern Shore, Lady Patty is available for two-hour public sails at the following times:

  • Morning Sail 10AM – 12PM
  • Afternoon Sail 1PM – 3PM
  • Champagne Sunset Sail 5PM – 7:15PM

While Thursday is blustery and wet, the remainder of the week looks absolutely perfect for a sail aboard the 1935 built Lady Patty. Check out the following schedule with weather and trip availability for the weekend:

Friday 9/26 – Sunny and clear, high of 73, wind from the Northeast at 8-10 knots, perfect!!! We have The sailing charter boat Lady Patty transitting Knapps Narrows under the drawbridge to Tilghman Island at sunsetplenty of room on both the Afternoon Sail and the Champagne Sunset Sail…fresh-squeezed lime juice margarita for ya???

Saturday 9/27 – Sunny, high of 75, wind NE at 6-8 knots. We have 13 spots available on the Morning Sail, and a few spots left for the Champagne Sunset Sail but the Afternoon Sail is booked up. Reserve your spot soon while there are still tickets available!

Sunday 9/28 – Sunny, 76, winds light at 4-6 knots from the NE, enjoy a quiet Morning Sail and a Mimosa. 9 tickets available. Lady Patty will be closed for the remainder of the day.

20140922_134610Sarah, the First Mate will take excellent care of you while underway. She knows a lot of history about the Bay and the boat. She also is your hook up for bottled water, soft drinks, craft beer, wine and her awesome featured cocktails, all of which are available for purchase on board. Here is Sarah enjoying another amazing day at the office on the beautiful Chesapeake Bay! Can you tell she loves here job?

Join us for a sail during your visit to Talbot County and see why we have received all 5s on Tripadvisor! We love this stuff and we hope you will, too!


jeff signature med





Sailing charters departing 3 times daily for the open Chesapeake Bay from Tilghman Island near St Michaels, Easton and Oxford on Maryland’s Eastern Shore

Hello travelers,

Welcome to ladypatty.com, your guide to classic yacht sailing on the Chesapeake Bay.

It’s hard to imagine a better weather forecast for this coming holiday weekend and you should take advantage of it with a sail aboard the 1935 built classic Lady Patty! Our trips are very popular and often sell out early so don’t wait too long to secure your spot.

Check availabilty and buy your tickets here!

We are offering three public charters daily throughout this week and weekend starting on Wednesday. Check out the daily weather and trip availability to plan your excursion.


  • Mimosa Morning Sail 10AM – 12PM offers cooler temps and fewer people. $40 per person
  • Afternoon Sail 1PM – 3PM, sunny and warm, perfect for a cold beer or margarita $40 pp
  • Private Sail 3:30 – 5:30 is set aside for private charters. Call the Captain to schedule a private charter for just you and yours at 410.886.1127.
  • Champagne Sunset Sail 6PM – 8PM full drink service, cooler temps, complimentary champagne and a beautiful Bay sunset. $50 pp…Cheers!

Wednesday 8/27-Sunny, high temp of 83, winds 5 knots from the South Southeast shifting to  IMG_0847

Southwest late. 

Thursday 8/28Sunny, high of 79, 10-12 knots of wind from the North

Friday 8/29-Sunny, high of 79, 5-8 knots of breeze from the North to the Southeast late in the day. 

Saturday 8/30-Sunny and a balmy 83 with 6-12 knots from the South

Sunday 8/31-Sunny, high temp of 84 with 8-10 knots from the South

Monday 9/1Happy Labor Day!!! Mostly sunny, winds 8-10 from the South, chance of T-storms


We still have a few sails open for Private Charter at all four sail times this weekend. Call soon to discuss the details with Captain Jeff soon before they all book. 410.886.1127

Check availability and buy your tickets here!

Thanks for checking out the classic yacht Lady Patty! We look forward to welcoming you aboard…Cheers! – Jeff

Sailing charters departing 3 times daily for the open Chesapeake Bay from Tilghman Island near St Michaels, Easton and Oxford on Maryland’s Eastern Shore


Perfect weather for sailing aboard the Lady Patty

..sunset as seen off the starboard beam of Lady Patty Hello all,

It literally doesn’t get any better than this! We have sunny and cool days in the forecast for the remainder of this week. You should take advantage of this perfect WX and  join us for a sail aboard our 78 year old sailing yacht for a two-hour excursion on the beautiful Chesapeake Bay. You can check the schedule or buy your tickets here.

We are offering a Champagne Sunset Sail on Thursday (9/5) and Friday (9/6) from 6-8PM. The cost for that sail is $45 per person and includes complimentary champagne.

We will also be sailing from 10-12 and 1-3 on Friday and 10-12 on Sunday (9/8). The cost for the morning and afternoon trip is $35 per adult and $20 for kids 12 or younger.

While we have plenty of room on all of the above listed trips, we are not available for public charters on Saturday. We have a private charter in Annapolis and will be gone all day.

Thanks to all our guests who have made this the best year yet! We appreciate your business and look forward to welcoming you back aboard as friends!


Lady Patty, Out

Independence Day Weekend….Cheers!

taken by Tim Tadder

taken by Tim Tadder

Hello Travelers,

We are very excited about the coming week and look forward to welcoming you  aboard the Lady Patty!

Independence Day is a pretty special holiday around here since so much of the history of our struggle for independence from the crown took place right here on the Bay.

We will be offering three trips daily on Thursday, Friday and Saturday with a Morning Sail on Sunday. Enjoy an all-American list of craft beers and drink specials while we sail out into the historic Chesapeake Bay with our own star spangled banner popping smartly in the breeze. Tickets are available for purchase online here.

Have a safe and happy independence day.


Lady Patty, Out