Tag Archives: boat charters

This week the weather is PERFECT and the sailing will be GREAT!!! Join us!

LP and the Sharpes Island Lighthouse by Jim TadderHello travelers,

The Spring may have been cool and wet but the Summer is pretty spectacular. We have cooler temps and lower humidity than is usual for July and August so we will take full advantage and sail often.

We will be sailing at the following times Wednesday through Saturday with a limited schedule on Sunday. In the event of light bookings for the morning and afternoon sails we sometimes consolidate those two trips.

Morning Sail  10:00 – 12:00, Afternoon Sail 1:00 – 3:00 & Champagne Sunset Sail 6:30 – 8:30. Click here to check availability or to buy your tickets online.

Wednesday 7/31

It will be partly cloudy, high of 82 with a nice breeze of 7-15 knots from the South.

Thursday 8/1

The day is forecast to be overcast with a chance of rain and T-storms, high of 81 and winds 10-15 knots from the South.

Friday 8/2

Clear in the morning becoming partly cloudy in the afternoon. Friday should have perfect sailing breezes with 5-15 knots out of the WNW veering to the SSW late.

Saturday 8/3

High of 82 and partly cloudy. Winds 7-10 knots WNW early then veering to the SW by evening.

Sunday 8/4

Sunday will be partly cloudy, high of 79 with a wonderful 10-15 knots of wind from the NNW.

We will be offering our usual soft drinks and bottled water for sale on board. We also have a great and ever evolving list of libation including craft beers(Mama’s Little Yellow Pils, Dale’s Pale Ale, Ol’ Chub Scotch Ale, Flying Dog’s Atlantic Lager, Brooklyn Brewing Co’s Summer Ale, Blue Mountain Kolsch, Maui Brewing’s Coconut Porter and Sierra Nevada Pale Ale), wine(Treehugger Organic Bianco)and featured cocktails(fresh-squeezed lime juice margaritas and dark and stormys).  Of course champagne is complimentary on out Sunset Sails!

Thanks for checking out our little corner of the world wide web!



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


Friday – Hi-73-mostly sunny-wind 10K NW-Saturday Hi-79-clear-wind 10-15K NW-Sunday Hi-79-Slight chance of T-storms late-wind 10-15K SW

June 14th-16th 

We have room on all three charters Friday and Saturday and limited room on the Morning Sail on Sunday. Call 410.886.1127 or visit our booking agent, ZERVE for reservations.

Sail Times

Morning Sail 10-12Afternoon Sail 1-3Champagne Sunset Sail 6:30-8:30


Friday – Light Rain early, high of 72 with 12-18 Knots of wind from the Northwest, chance of late day T-storms. –  Friday will have a nice breeze for sailing and the temperature will be just right for spending time on the water. 

Saturday – Sunny, high near 80 with 10-15 Knots of wind from the Northwest.Saturday morning will have good winds, perfect for folks looking for a vigorous sail. The breeze will lessen as the day goes on to 8-10 Knots by the Champagne Sunset Sail.  Saturday will be a little warmer than Friday but still pleasant on the water.

Sunday – Partly Sunny early, high of 78 with 10-15 Knots of wind from the Southwest –  Sunday morning will give us the best breeze of the weekend. Lady Patty loves 15 knots of wind and will sail fast and have a fair amount of heal or deck angle. This is your day if you would like to experience a more exciting experience. 

Neither we nor the weatherman can accurately predict the weather so these are simply forecasts based on our best information.


Lady Patty, Out

Lady Patty Classic Yacht Charters Summer 2013 Sailing Schedule

web_BuyTixBub_lightbackgroundTo check for availability or to purchase tickets on line check out our booking agent ZERVE or call ZERVE at 1.800.979.3370

The 1935 sailing yacht Lady Patty departs from Tilghman Island just 9 rack cardmiles Southwest of St Michaels for the wide open waters of the Chesapeake Bay.

We are offering trips at the following times on Monday, Wednesday, Thursday, Friday and Saturday with a limited schedule on Sunday:

Morning Charter 10:00am-12:00pm

Afternoon Charter 1:00pm-3:00pm

Champagne Sunset Sail  6:30pm-8:30pm

Lady Patty Classic Yacht Charters Spring 2013 Sailing Schedule

web_BuyTixBub_lightbackground To check for availability or to purchase tickets on line check out our booking agent ZERVE or call ZERVE at 1.800.979.3370

The 1935 sailing yacht Lady Patty departs from Tilghman Island just 9 rack card miles Southwest of St Michaels for the wide open waters of the Chesapeake Bay.

We plan to resume charters on or about  April 1st. We will be offering trips at the following times on Monday, Wednesday, Thursday, Friday and Saturday with a limited schedule on Sunday:

Morning Charter 10:00am-12:00pm

Afternoon Charter 1:00pm-3:00pm

Champagne Sunset Sail  5:00pm-7:00pm

Thank you for a wonderful 2012!

Chesapeake Bay Magazine Oct. 2001cover photo by Jim Tadder

Chesapeake Bay Magazine Oct. 2001
cover photo by Jim Tadder

Last season was rich with great sailing, exciting events and most of all, awesome people to share it with and 2013 promises to be even better.

The Lady Patty will resume operations on or about 1 April. The spring on the Chesapeake Bay can be wet but can also offer some awesome wind and crisp, cool temps for our sailing pleasure. Join us aboard Lady Patty to experience classic yacht sailing at it’s finest on the beautiful Chesapeake Bay.

The 3rd Annual Elf Classic Yacht Race has been scheduled for May 18th and promises to be even more fun than years one and two. While LP has a full compliment of crew on the books, the race can be enjoyed from another boat, at the dock in Eastport and/or on the grounds of the beautiful Chesapeake Bay Maritime Museum. Whether as racers or spectators, I encourage any and all to take part in the coolest new race of old boats on the Bay!

Lady Patty will be partnering again this year with her beautiful home marina and inn to offer sailing and room packages. Check out Knapps Narrows Inn and Marina for beautiful rooms, incredible views and easy access to the historic yacht, Lady Patty.

Are you wondering why I included a 2001 Chesapeake Bay Magazine cover in this post? I received two very special gifts for Christmas this year. One of which is this beautiful image of Lady Patty’s original wheel as photographed by the incredible photographer, Jim Tadder and featured on the cover of the October 2001 issue. The framed copy was a gift from friends, innkeepers, fellow sailors and previous owners of Lady Patty, Captain Mike and Carol Richards of The Lazyjack Inn and Chesapeake Lights.

I encourage you to check out their charming, waterfront B&B on historic Dogwood Harbor of Tilghman Island, MD.

As always, I appreciate all the support, business and kind words!



Season’s Greetings from Lady Patty!

Hello all,

I hope this holiday season finds you happy and well!

We are loving this time of year but are already thinking about the 2013 season and all the great things that will be happening here on the Bay.

We are offering gift certificates for regular charters, private excursions and for some of our special events like The 3rd Annual ELF Classic Yacht Race.

Call me at 601.307.0398 to discuss a gift certificate for the holidays. Who wouldn’t appreciate the gift of “classic yacht sailing” on the wonderful Chesapeake Bay?

Thanks and have a perfect holiday season!



October on the Chesapeake Bay

To check for availability or to purchase tickets on line check out our booking agentZERVE  or call ZERVE at 1.800.979.3370

Hello all,

Happy October! I hope everyone is enjoying the Fall as much as we are!

We have plenty of room on all of our trips for the remainder of October. Join us to experience what makes Chesapeake Bay fall sailing so special!

Check out our links page for places to stay and eat on the beautiful Tilghman Island and most of all, enjoy your visit!



Chesapeake Bay sailing at it’s best!!! Lady Patty 9/26 -9/30 Schedule

To check for availability or to purchase tickets on line check out our booking agent ZERVE or call ZERVE at 1.800.979.3370

Wednesday 9/26 – Sunday 9/30

  • Morning Sail 10am-12pm
  • Afternoon Sail 1pm-3pm
  • Champagne Sunset Sail 5:30pm-7:30pm

Hi all,

As you may know, Lady Patty is not a light wind boat, which is one of the reasons that we love this time of year so much. The wind has been steady and brisk and the air temps are perfect to pull on a sweatshirt and go for a sail!

Join us this week to experience the thrill and elegance of sailing aboard a classic sailing yacht on the wide open Chesapeake Bay.

We still have limited space on board for The Great Chesapeake Bay SchoonerRace on October 11th. Check out our booking agent for reservations.

Thanks for making us the highest rated of “Things To Do” for Talbot County on TripAdvisor!!!



Lady Patty at the 2009 Great Chesapeake Bay Schooner Race

Hi all,

As the 11th of October gets nearer I can’t help but think about my  first trip up for the start of the race aboard Lady Patty. It was one of the wettest, coldest, windiest days of October and one of the funnest, fastest and most exhilarating sails of the season.

We heard from our guests the night before the trip and they were having some serious doubts about whether the trip the next day was going to be fun. We normally don’t cancel reservations for in climate weather unless the forecast is danger-bad, which usually only happens when T-storms and lightning are imminent. However, in this case my guests we nervous and I certainly don’t want to lose friends over a crummy day on the water so we agreed to postpone their sail. I understand that a brisk two-hour sail in a slight drizzle can still be fun. I also realize that a all-day trip in driving rain and chilly temps sucks if you don’t have the appropriate foul weather gear. Hell, it can suck either way.

We had nothing better to do on race day so PJ and I packed a lunch, loaded up the camera kit and headed out for the race. It was a wet slog up the bay into 15-18K of sustained wind with rain but we had fun anyway.
Once we reached the Bay Bridge the schooners were staging for the start. After chewing up some film(yes, actual film) we noticed the Pride of Baltimore II making her way down from Baltimore. We headed North to get up close for some pics. I absolutely love the sight of a classic ship under sail and it made the day worth while to me.

The wind was still sporty, the seas we building and we were motor-sailing just enough off the wind to keep her sails from luffing until we were just ahead of the PoB2 when we fell off on a port reach and a parallel course to her’s.

PoB2 was still under limited sail and we were holding our own for a minute until POP, a stay sail snapped up, POP another piece of dacron, then another and another. You’ll notice I quit referring to them by name because I don’t know them all.

Either way, with each new sail set she accelerated a bit more. Soon we were being overtaken on our fastest point of sail so I started the motor and started throttling up. After a minute I realized that we were wide open and still being run down. By this time the ship had her full set of sails up and had sped up to an impressive turn of speed. She slid past us like we were dragging an anchor and the sound of the water on her hull was awesome!

We were not in the race and by the starting gun were well behind the PoB2 but it seemed to us that she hit the starting line with full sail at full speed and was off to about as good of a start as a boat could hope for.
We sailed along with some of the smaller schooners but never again saw anything but the ass-end of the black hulled clipper from Baltimore. Me saying it was impressive doesn’t quite do it justice. I was blown away by the speed of that two-hundred year old design. No wonder the British blockades were at a loss to stop those ships. The Baltimore Clipper truly shaped the outcome of the war and helped to cement the United States as a country.

That short encounter with the Pride of Baltimore II made the entire day of shivering at the helm and eating wet p,b&j worth while and a memory that I revisit often.