Cruising Area of Lady Dee

Pref. Pick-upPuerto Rico
Other Pick-upSt. Thomas or BVIs
Summer PortPuerto Rico
Summer OperationsCaribbean Virgin Islands
Winter PortPuerto Rico
Winter OperationsCaribbean Virgin Islands

Lady Dee Specification

Length40 Feet
Beam24 Feet
Draft4 Feet
A/C NightYes
Sun AwningYes
Bimini TopYes
Sailing InstructionsYes
Num Hatch10
Children AllowedYes
Water Capacity200 gallons
Internet AccessNone-Hot Spots
Cruising Speed6 knots
Fuel Consumption5 US Gall/Hr
EnginesNew Volvo Engines and sail drives installed in 2015 with very low hours. New Panda-Fischer super quiet generator
Station VHF Radio
Handheld VHF Radios
Satellite Phone


Wash Basins2
Electric Heads2
Accommodation Details
4 queen cabins, each is fully air conditioned for clients comfort. (One cabin is for crew)
1 head port shared by two queen cabins and 1 head starboard shared by guest cabin and crew.
The comfy salon is fully air-conditioned.
Lounge areas include the cockpit and front trampolines.


Salon Tv/DvdYes
Salon StereoYes
iPod/Device HookupsYes
Board GamesYes


Special DietsYes

Water Sports

Dinghy (Feet)Yes
Dinghy Hp15
Dinghy Pax8
Snorkel GearYes
2-Man KayakYes
Floating Mats2
Boarding LadderYes - boat sides
Beach GamesYes
Gear TypeNo fishing
Other Toys
Paddle Board

Scuba Diving Scuba Diving Symbol

ScubaYacht offers Rendezvous Diving only
Air CompressorNot Onboard

Lady Dee Crew Profile

Crew Number2
Crew SmokeNo
CaptainBill D. Pinkney
SpeaksEnglish and Spanish
Years Sailing30
Years Chartering15
License150 Ton USCG Masters
CrewMigdalia Pinkney
Years Sailing17
Years Chartering10

Captain William ´Bill´ Pinkney was born and grew up in Chicago. Migdalia Vachier Pinkney was born in Fajardo, PR. From very different cultures and backgrounds they found themselves kindred souls upon meeting in Connecticut where Bill was Master of the Schooner Amistad and Migdalia was on Staff at Wesleyan University. When they married their plan was to return to Puerto Rico where Bill was stationed in the Navy and lived for three years after his discharge. The warm breezes, beautiful beaches, and great atmosphere of the Caribbean culture drew them ´home´. Restless, they found work in and about boats and the dream of sharing their experience and love of the Island was spawned. They have sailed the BVI yearly for seventeen years and have a treasure of experiences to share with their guests.

Sailor, Author, Lecturer Captain William ´Bill´ Pinkney is the first Black man of any nation to solo circumnavigate the earth via the Southern Ocean and Cape Horn. A sailor for nearly fifty years, Captain Bill started his nautical career in the Great Lakes. He is Master Emeritus of the Freedom Schooner Amistad the reproduction of the ship that spurred the Nations first Human Rights Case in the Supreme Court. ´Bill´ wrote a children´s book ´Captain Bill Pinkney´s Journey, a collection for young scholars´ which was published by McCraw Hill and is on their 1st grade reading curriculum. A gifted raconteur, his stories of the sea, his corporate years with Revlon and stint as a limbo dancer are sure to amuse enlighten and entertain. Honored by Presidents, academia and media alike he is a true renaissance man.

First Mate/Cook:
Migdalia Vachier Pinkney retired from Wesleyan University, CT after eighteen years where she was staff in the Financial Aid office and the Center for Community Partnerships. Returning to her birthplace of Fajardo Puerto Rico she found a love for the sea and sharing her knowledge of Caribbean culture. Many years of collecting recipes gives her a wealth of mouth watering meals to share with her guests during their sailing vacation. Migdalia has completed a culinary course at the legendary Biltmore Hotel in Florida.

´Bill´ and Migdalia love children and families are very welcome.

Lady Dee Calendar

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Lady Dee Reservations & Port Locations

Start DateEnd DateDetails (Holds can be challenged)
Mar 29, 2020May 09, 2020Unavailable: St Thomas, USVI* to St Thomas, USVI*
May 10, 2020May 28, 2020Unavailable: St Thomas, USVI* to St Thomas, USVI*
May 29, 2020Jul 09, 2020Unavailable: St Thomas, USVI* to St Thomas, USVI*
Jul 10, 2020Jul 17, 2020Booked: Yacht Haven Grand to Yacht Haven Grand
Jul 18, 2020Aug 03, 2020Unavailable: St Thomas, USVI* to St Thomas, USVI*
Aug 04, 2020Aug 08, 2020Booked: Yacht Haven Grand to Yacht Haven Grand
Aug 09, 2020Dec 01, 2022Unavailable: St Thomas, USVI* to St Thomas, USVI*

Lady Dee Rates / week

The prices shown are for the entire yacht for a week-long (7 nights) charter. Inquire for lowest rate.
Low price: $7,100
(normal rate)
High price: $9,400
(normal rate)

Lady Dee Special Offer!
Fam. Special!
Offer: $250 off for each child age 12 and under. Age is based on the charter date NOT the date of booking. Max. 2 child discounts per charter. Min. 6 night charter (prorate discount for less than 7N).
Minimum nights: 6

Season2 Pax3 Pax4 Pax5 Pax6 Pax
2019/20 Winter$7,400$7,900$8,400$8,900$9,400
2020 Summer$7,400$7,900$8,400$8,900$9,400
2020/21 Winter$7,400$7,900$8,400$8,900$9,400
2021 Summer$7,400$7,900$8,400$8,900$9,400

Yacht terms: All Inclusive

An all-inclusive charter covers all provisioning and running expenses. This includes a captain and crew that is fully trained and committed to your safety and enjoyment of your trip. A chef will provide the kind of exceptional, personalized meal preparation that you would expect of a five-star restaurant. The listed rate may not include all local taxes, premium beverages or scuba activities. Inquire for more information.

Send us an inquiry to get specific pricing for Lady Dee.

Lady Dee Guest Reviews

July 2018

To Captain Pinkney and the sweet Migdalia,
No words can describe the experience I had with you on the Lady Dee. Beautiful locale, exquisite meals, and extremely competent Captain full of wisdom and insight and so much more than a Caribbean Catamaran Captain. How lucky we were to have had the good fortune to have been on your yacht. Friends for life I am sure. If you´re ever in Cleveland, I will have a bed waiting for you.


July 2018

It was an honor & pleasure to meet both of you. I hope our paths cross again.

July 2017

Captain Pinkney/Migdalia,
This has been the trip of a lifetime, the two of you made my dream come true!

June 2018

We came on our dream vacation for Andy´s 50th birthday and it was everything we hoped and more! Captain Pinkney and Migdalia were amazing we had a fantastic time island hopping! We enjoyed mooring in different placed and loved our time in every spot! Especially loved spending time with the Pinkneys and learining many lessons from Captain Bill and Migdalia! Hope to be back soon!

June 2018

Thanks for a wonderful time sailing the BVI. We enjoyed our time on the Lady Dee and the great conversations but especially the great defeat of Migdalia by Jeff (newly crowned king) of dominoes!!

Take care,
Jeff, Anne Marie, Marve, Dean and Rachel

Lady Dee Sample Menu