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Classic yacht sailing charters on the Chesapeake Bay aboard Lady Patty

IMG_0897smallHello travelers,

This weekend is shaping up to be the perfect time for classic yacht sailing charters on the Chesapeake Bay aboard Lady Patty but we are booking up quickly. Check out the times, weather and availability below.


Friday 6/13 – Private all-day charter. Sorry, no public ticket sales.

Saturday 6/14Mostly sunny, high temp of 76, wind 10-15 knots  from the West Northwest clocking North late in the day.  

Morning Sail 10-12-We still have plenty of room on this trip but the phone is ringing…book soon!

Afternoon Sail 1-3 –No more tickets available.

Champagne Sunset Sail 6:30-8:30 –No more tickets available.

Sunday 6/15Sunny & Clear, high of 76, wind from the Northwest at 5-10 knots. Perfect weather for sailing!!!

Mimosa Morning Sail 10-12 –We have plenty of room aboard this trip….join us.

To check for availability or to buy your tickets online go to the “Public Sailing” page on

Thanks for checking us out at


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Welcome to

Hello travelers,

Friday 6/6 – The weather looks great for today’s excursions. We have plenty of room on our Afternoon Sail from 1-3 and limited space on our Champagne Sunset Sail. Buy your tickets here!

Saturday 6/7 & Sunday 6/8 – This is one of the rare weekends that Lady Patty is not available for charters on Saturday & Sunday. The Captain will be out of town. We will resume our regular schedule on Monday 6/9.

Thanks for your interest in Lady Patty…cheers!

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This week aboard the classic yacht Lady Patty 5/28/2014

lp3Hello travelers,

We had a perfect Memorial Day weekend and look forward to more of the same this coming weekend. Join us for Chesapeake Bay sailing charters departing three times daily from Tilghman Island. On board drink service this week will include a great list of craft beers, champagne and two featured cocktails; our fresh squeezed lime-juice margaritas and Lady Patty Lemonade made with Tito’s handmade vodka and fresh lemons.

Check out the forecast and charter notes below when planning your week’s activities.

Weather Forecast:

  • TodayWarm, humid with a chance of thunderstorms in the evening. Hi 79 We have a Champagne Sunset Sail on the books with plenty of space. Hopefully the WX will cooperate. 
  • ThursdayCooler, Hi of 61, partly cloudy with a chance of rain all day.
  • FridayMostly sunny, 70, light variable wind from the North. Lighter winds make for relaxing sails. We have some tickets still available for our Sunset Sail
  • SaturdaySunny and clear, temps in the low 70s, wind North becoming East by evening 10-15 knots. Lady Patty loves a good breeze. If you are looking for a more vigorous sail this is your day. We have plenty of space on all three trips.
  • Sunday Clear, Hi of 72, winds 8-10 knots Northeast becoming South by evening. Join us for a Mimosa Morning Sail from 10-12

You can check the schedule and buy your tickets online here.

Join us to experience why 55 Tripadvisor reviewers have given us all 5s!

We look forward to hearing from you. Thanks for checking out our little corner of the world wide web.




We are open for business!!!

20140515_085843_resizedIt’s been a long Spring in the boatyard and we have gotten a lot done but man it feels good to be back in the water and sailing!

We had our maiden charter of 2014 yesterday and it was an absolutely beautiful day to be out on the Chesapeake Bay. Thank you Gunston Day School for sailing aboard Lady Patty! We hope your kids enjoyed themselves.

This weekend’s forecast looks pretty awesome! Here it is..

  • Friday 5/23 – Clear, sunny with a high of 70, 8-12 knots of wind from the NWplenty of room on the 6:30-8:30 Champagne Sunset Sail
  • Saturday 5/24 – Mostly sunny, high temp of 69, winds 6-9 Knots North becoming Northwest by evening there is ample room on the morning and afternoon sails but the Champagne Sunset sail is filling up quickly. Reserve your spots soon!
  • Sunday 5/25 – Sunny and clear, high of 73, winds 5 knots from NW there is plenty of space on all trips
  • Monday 5/26 Memorial Day – Sunny 76 winds 5-10 K and variable We will offer a morning sail from 10-12 then close for the remainder of the day

Check out for more info or to make a reservation.

Please remember what this long weekend is about. We are fortunate to have brave Americans willing to sacrifice so much to protect us. Monday is the day to remember those who made the ultimate sacrifice for us. Let’s keep them in our thoughts.


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Spring Updates 03.19.2014 Sail aboard the yacht Lady Patty

Ol' LP underway with dinghy in tow by ParkerHello travelers,

Thanks for checking us out!

We open for business on April 25th, 2014. If you are visiting the area this summer you should definitely join us for a sail aboard the yacht Lady Patty.

  • To learn more about us, start here.
  • To see pics & vids of Lady Patty, click here.
  • To look at the schedule or buy tickets, go here.
  • To read our TripAdvisor reviews, go here.
  • For directions to Tilghman Island and the boat, go here.
  • To read our previous posts and updates, scroll down.

We look forward to sailing with you. Cheers!

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Lady Patty Classic Yacht Charters will open for business on April 25th, 2014

Hello travelers,

IMG_2966smallThe geese are forming up in Vs to leave, the osprey should show up on the Bay any day now and I, like them, am getting a bad case of the Spring Fever!

The boat yard will be crazy with activity as all of we boat-nuts take the winter covers off and begin this season’s projects. For us that is a pretty major deck job that will be taking place beginning later this month.IMG_2439

We plan to have the project completed by the middle of April so we are calling the 25th the big opening of 2014!

Stop by and offer encouragement at the boat yard or join us for the maiden sail of the year. Either way we look forward to seeing you…Cheers!

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Pre-season Beverage Research

Funnel_LyonDistilling_02Hello travelers,

As most of you know, we offer beverage service on board the Lady Patty. You might also know how small the galley is on a 79 year old racer of our type. Clearly we have to make good use of that small space by offering a short but awesome list of libation for our guests. To do that effectively I must do research. It’s work. It can be hard…but somebody has to do it. (yeah my wife isn’t buying it either)

Anyway, I stopped in at the Lyon Distilling Company in St Michaels for a little nipper.. I mean R&D. I tried four different spirits ranging from a white rum to a cask aged rum with a sensational seasonal rum in between. I even tried their “moonshine” and’s as good as I have had. Ever. Ben Lyon, you sir can cook liquor!

I am super excited to be offering their spirits to my guests this coming season! LDCo fits neatly into my “eat, live, grow locally” philosophy. Thank you Jamie & Ben for making something beautiful with your own hands right here in our quaint little corner of the world.


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FLASH TRAFFIC…the date is set for the 2nd Annual Race ’round the Island

FLASH TRAFFIC…the date is set for the 2nd Annual Race ’round the Island.

You should really check out this website. It is a great way to spend a Saturday and help our local youth while doing it.


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Cheers to another great year!!!

Hello travelers,

Thank you again for a great year! We appreciate everyone’s continued support and business and look forward to seeing you all in the Spring.



October Sailing aboard the yacht, Lady Patty

Wow! The weather is perfect for the final two weeks of our 2013 sailing season and you should join us before it’s too late!

This week we are offering two-hour charters on Friday, Saturday and Sunday at the usual times (10-12, 1-3 & 5-7).

Next week we will only offer our Friday trips then it’s time for some shore leave for the ol’ captain beginning with TILGHMAN DAY!!!

Saturday October 19th is our local island festival which includes live music, great seafood, miscellaneous vendors, boat docking contest and two of my favorite things, cheap draft beer and the Tilghman Day workboat races!!! Yip! I love it!

Thanks y’all for a fantastic 2013 season! We have met some super cool people and had some awesome sailing adventures. We appreciate all of our guests and look forward to welcoming you back aboard as friends in 2014.


Lady Patty, Out