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Journeys & Destinations.
General Overview
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While there are adventures innumerable awaiting upon the Caribbean Sea, we at Lady Marigot specialize in the Lesser Antilles & ABC Islands. With decades of experience, we are ready to help you craft the ideal, bespoke sail.

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Below are three general trip options. A sample itinerary is included in each section - they represent a blend of fine dining, nature excursions, shopping & entertainment across 7-days. Specific preferences may be noted on the 'Trip Questionnaire' form, which is found in the Availability & Pricing section.

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We are happy to accommodate trips longer than 7-days across the Caribbean!

The Windward Islands.
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The Windward Islands make up the southern half of the Lesser Antilles, which itself is part of the long volcanic island arc that is the West Indies. Just north of South America & the equator, the Windward Islands formally include Dominica, Martinique (France), Saint Lucia, Barbados, St. Vincent & the Grenadines, Grenada, and, informally, Trinidad & Tobago. With stunning sapphire waters, a pristine oceanscape, & striking sunsets, the Windward Islands make for the premier picturesque sailing adventure!

 

We at Lady Marigot most recommend a trip sailing up from the Tobago Cays, through the Grenadines, & ending in Saint Lucia - a course that ensures fair winds, fine food, warmth, & natural wonder!

 

A seven day sample itinerary is included below.

Sandy Island, Carriacou.
Sample Itinerary:
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Day I - All Aboard!

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  • Land in St. Lucia & board Lady Marigot.

  • Sail to & make anchorage between Gros Piton & Petit Piton (a UNESCO World Heritage site!) for first overnight. Spend the afternoon swimming or stop by Sugar Beach for lunch!

  • Enjoy dinner outside & astern from Chef George & watch as the sun sets between these two volcanic peaks!

  • Stargaze from the bow with a spectacular view free of light pollution!

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Day II - Off to Mustique!

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  • Sleep in as the crew leaves at dawn for an ~7hr sail.

  • Breakfast at sea as you sail south!

  • Fancy fishing? Drop in both lines as Lady Marigot makes her crossing!

  • Arrive in Mustique early afternoon - Mustique is a private island best known as the Caribbean retreat of Princess Margaret. The island has exquisite shopping & fine dining!

  • Head for dinner & drinks at Basil's, one of the best bars in the Caribbean! Basil's Bar holds events year-round, such as the much acclaimed Blues Festival!

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Gros Piton & Petit Piton,
Saint Lucia.
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Day III - Another day in Mustique!

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  • Head to Macaroni beach for a quiet day on secluded sands.

  • Walk the nature trail around the lagoon at Lagoon Beach.

  • Stop by Hotel Cotton House for a gourmet lunch & a spa treatment!

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Day IV - A short sail to the Tobago Cays!

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  • After a ~3hr sail, arrive at this Island Nature Preserve with no permanent human residence.

  • Jump in the water to snorkel with dozens & dozens of sea turtles who call this cay home.

  • Treat yourself to a beach-side lobster bbq with live music & fresh catch!

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Day V - Mayreau!

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  • Next visit the smallest inhabited island in St. Vincent & the Grenadines! With one paved road & less than 300 residents, Mayreau is charming destination for any Caribbean getaway.

  • Visit Salt Whistle Bay - lounge on the secluded white-sanded beach, swim in turquoise waters, or head over to the hotel for some shopping!

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Day VII - Departure.

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  • Spend final night in Bequia then sail back to Saint Lucia for departure.

  • There are numerous options to fly in & out of the Caribbean and we are able to accommodate any airport & arrange transportation to & from.

  • We recommend starting & ending charter through Windward Islands in Saint Lucia for ease of air travel. Alternate option is to book round-trip with a different port of arrival & departure. Other airport options are listed below. 

  • Popular airports in the Leeward Islands

    • UVF - Hewanorra International Airport (UVF) is located on the island of Saint Lucia & services 12 cities in North America as well as London.

    • SVD - Saint Vincent International Airport (SVD) services 9 cities across North America.

    • GND - Maurice Bishop International Airport (GND) is located on the island of Grenada & services 9 cities in North America as well as Frankfurt.

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Day VI - Last stop: Bequia!

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  • Bequia is a small, quiet island, and home to some of the best snorkeling & scuba diving in the world.

  • On your way in, admire "Moonhole" - a series of abandoned villas that resemble houses from the Flinstones.

  • Hike Peggy's Rock for a panoramic view of Admiralty Bay!

  • Grab a slice of pizza at Mac's, a family favorite.

  • Enjoy your last night aboard Lady Marigot before sailing back home on day seven!

Basil's Bar,
Mustique.
Tobago Cays,
Trinidad & Tobago.
Princess Margaret Trail,
Bequia.
 
Salt Whistle Bay, Mayreau.
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**All trips come with meals included. Restaurant stops recommended, not required.

     All trips highly customizable.

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View from Peggy's Rock, Admiralty Bay,
Bequia, St. Vincent & the Grenadines.
Beach-side Lobster BBQ, Tobago Cays.
Carriacou, Grenada.
Moonhole, Bequia.
Sandy Island - Carriacou, Grenada.
Hangman's Arch, Bequia.
Map of St. Vincent & the Grenadines.
The Leeward Islands.
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The Leeward Islands make up the northern half of the Lesser Antilles, which itself is part of the long volcanic island arc that is the West Indies. The Leeward Islands formally include Anguilla (U.K), Antigua & Barbuda, Guadeloupe (France), Montserrat (U.K), St. Kitts & Nevis, Saba (Holland), St. Barts (France), St. Martin (France & Holland), St. Eustatius (Holland), BVI, USVI, and, informally, Dominica.

 

With numerous island countries scattered across this strip of sun-basked sea, you'll have the opportunity to explore secluded beaches, varied harbors, diverse cuisine, & unique cultures!

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A seven day sample itinerary is included below. While a longer charter would be necessary to visit the many fantastic finds of the Leeward Islands, we have included some of our favorite stops below.

Sample Itinerary:
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Day I - All Aboard!

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  • Land in St. Lucia & board Lady Marigot.

  • Sail to & make anchorage in Rodney Bay. Rest on the water, enjoy the friendly marina, or head to Pigeon Point for a hike!

  • Pigeon Point is an island hill atop which rests a 17th century British fort, used to watch for southbound French warships from the nearby & visible island of Martinique. Once a separate islet from Saint Lucia, it has since been connected by beach!

  • Dinner aboard with Chef George!
     

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Day II - Off to Dominica!

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  • Sleep in as the crew leaves at dawn for an ~7hr sail.

  • Breakfast at sea as you sail north!

  • Fancy fishing? Drop in both lines as Lady Marigot makes her crossing!

  • Arrive in Dominica after noon - Dominica is the youngest island in the Lesser Antilles & is still being formed by geothermal-volcanic activity! With lush rainforest, breathtaking waterfalls, & winding rivers this natural beauty is known as the "Land of Many Rivers"!

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Day III - Another day in Dominica!

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  • What better way to enjoy your second day on Dominica than the many nature trails & gorgeous vistas!

  • Wake up by Champagne Beach. Beneath the pristine sea is Champagne Reef - named for the effervescent waters which resemble champagne bubbles & rise from thermal springs on the ocean floor! The beach is black-sanded & if one digs their toes beneath they will be met with a warm surprise - even in the water!

  • Snorkel with an array of colored sea-creatures such as trumpet fish, parrotfish, seahorses, octupus & more! You may even see some remains of a 17th century Spanish shipwreck!

  • Take a rainforest hike up to Emerald Pool, a pristine mountain spring formed by the forty foot falls nearby! After, take a short walk to Trafalgar Falls to witness Roseau's famous waterfall twins - one with cold water, one with warm!

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Day IV - Sail to Guadeloupe!

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  • This French archipelago group is shaped like a butterfly, with the Salée River separating the two largest islands. Guadeloupe is home to 12 islands, as well as other islets.

  • Moor at Les Saintes Bay on Terre-de-Haut island & enjoy fine french dining, shopping, & turquoise waters!

  • Make sure to try a "Tourment d'Amour" cake before leaving!

  • Want a quieter, more secluded mooring? Stop at the island of Terre-De-Bas instead!

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Pigeon Point,
Saint Lucia.
Emerald Pool,
Dominica.
Caribbean Sea (left), Atlantic Ocean (right),
Scott's Head, Dominica.
Les Saintes Bay,
Terre-de-Haut, Guadeloupe.
 
Terre-de-Bas, Guadeloupe
 
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Day V - Sail to French Saint-Martin!

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  • Saint Martin, "the Friendly Island", contains two separate countries - the northern French side of Saint-Martin, and the southern Dutch half of St. Maarten.

  • Head to the Beach at Orient Bay to enjoy the restaurants & cafes of what is known as "the St. Tropez of the Caribbean"!

  • Want a more secluded setting? Stop by Baie Rouge Beach for expansive views away from the crowd!

  • Moor at Anse Marcel & enjoy a quiet evening surrounded by beach & a rainforest filled bay!​

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Day VI - Final Evening: St. Maarten!

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  • After a short sail south to the otherside of the island, step into Dutch St. Maarten!

  • Stop by Tintamarre Island to snorkel with sea turtles!

  • Check out Casino Royale at Maho Beach.

  • Hike from Guana Bay to Point Blanche. After, cool off in the natural pools nearby. If the skies are clear, one can see St. Barts!

  • Your northern sail through the Leeward Islands will have spanned seven days & five countries!

  • Head to the nearby airport the next day!

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Day VII - Departure.

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  • There are numerous options to fly in & out of the Caribbean and we are able to accommodate any airport & arrange transportation to & from.

  • Sailing trips can begin & end in the same marina for ease of air travel. For those who wish to sail as far & see as much in their time available we recommend booking separate ports of arrival & departure, especially for the Leeward Islands!

  • Popular airports in the Leeward Islands

    • SXM - Princess Juliana International Airport (SXM) is located in Sint Maarten & services 29 cities in North America, as well as Paris & Amsterdam

    • ANU - V.C. Bird International Airport (ANU) is located on the island of Antiqua & services 16 cities across North America as well as London.

    • FDF - Forte-de-France International Airport (FDF) is located on the island of Martinique & services (6) cities in Europe as well as Miami, Montreal, & the Dominican Republic.

    • UVF - Hewanorra International Airport (UVF) is located on the island of Saint Lucia & services 12 cities in North America as well as London.

Baie Rouge Beach,
Saint-Martin.
Ilet Pinel,
Saint-Martin.
Tintamarre Island.
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**All trips come with meals included. Restaurant stops recommended, not required.

     All trips highly customizable.

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Point Blanche, St. Maaarten.
 
The A.B.C Islands.
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The A.B.C. Islands are in the southwestern Caribbean, just north of Venezuela. The A.B.C Islands include Aruba, Bonaire, & Curaçao, and are all apart of the Kingdom of Netherlands..

 

Outside of the Caribbean "hurricane alley", the A.B.C. Islands are world famous for their pristine diving reefs, white-sanded beaches, rugged coastlines, arid clime, & dazzling azure seas.

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A seven day sample itinerary is included below which includes some of our favorite spots! 

Sample Itinerary:
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Day I - All Aboard!

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  • Land in Aruba & board Lady Marigot at Surfside Beach.

  • Sail to & make anchorage at Eagle Beach. Rest on the water, soak in the sunshine, & enjoy your first day in paradise!

  • Dinner aboard with Chef George!

  • Off to Bonaire!
     

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Day II - Off to Bonaire!

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  • Sleep in as the crew leaves at dawn for an ~7hr sail.

  • Breakfast at sea as you sail south!

  • Fancy fishing? Drop in both lines as Lady Marigot makes her crossing!

  • Arrive in Bonaire after noon - this laid-back island has few chain hotels and is fringed with white-sanded beaches & coral reefs which make for world renowned diving! Spend first night Lac Bay & watch the sunset from Lac Cai Beach!

  • Come morning, rent a kayak & paddle through the immaculately preserved mangrove forest!

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Day III - In & Around Bonaire!

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  • It is off towards the capital of Kralendijk! But first, a stop at Klein Bonaire, a short cruise from the capital, to enjoy the small uninhabited islet with its delightful beaches - perfect for picnics & snorkeling!

  • In the afternoon, head to Kaya Grandi, the Dutch Colonial main street of Kralendijk. Enjoy the vibrant architecture & local shopping. The Bonaire Arts & Crafts Market is a must visit for any looking for mementos!

  • Dinner at La Balandra, a romantic sea-side restaurant which is reminiscent of an old Spanish schooner! If Caribbean seclusion is preserved, head north to the Slagbaai Nature Preserve for a serene anchorage!

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Day IV - Off to Curaçao!

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  • After a leisurely morning, sail to Klein Curaçao, an island ~2hrs off the coast of Curaçao. Enjoy lunch at the long, white beaches! Come afternoon, sail to Curaçao by nightfall.

  • Make anchorage at Santa Cruz, off the small beach of Santu Pretu. Beneath the turqouise waters is an old wreck which makes for great snorkeling!

  • From Santu Pretu, visit the Blue Room Cave to see striking azure waters!

  • Visit Hato Cave, a vast cavern over 300,000 years old!

  • Stop by Kokomo Beach, named in honor of the Beach Boys!

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Day V - Sail back to Aruba!

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  • End your trip on "the Happy Island" & visit with exotic wildlife, such as the butterfly farm with hundreds of exotic species!

  • Head to De Palm or Renaissance Islands, both private islets off the coast of Aruba, which each watch after flamingos from South America! 

  • Visit Arikok National Park & see the ancient Arawak Amerindian sites, such as the red cave paintings at Quadirikiri & Fontein Caves!

  • Visit the Ayo & Casibari Rock formations. ​

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Day VI - Final Evening: Aruba!

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  • Soak in your last full day of sunshine with shopping & relaxation!

  • Enjoy dinner at one of the many delicious local establishments, such as Bohemian Bar & Restaurant and Lima Bistro!

  • Head to the nearby airport the next day!

Mangroves at Lac Bay,
Bonaire.
Kaya Grandi,
Kralendijk, Bonaire.
Klein Bonaire.
Hato Cave, Curaçao.
Eagle Beach,
Aruba.
De Palm Island, Aruba.
 
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Day VII - Departure.

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  • Spend final night in Antigua then leave from ANU, which flies to 16 cities across North America, and London

  • Numerous options to fly in & out of the Caribbean and we are able to accommodate any airport & arrange transportation to & from.

  • Sailing trips can begin & end in the same marina for ease of air travel. For those who wish to sail as far & see as much in their time available we recommend booking separate ports of arrival & departure.

  • Transportation will be arranged to & from airport

  • Popular airports in the Leeward Islands

    • AUA - Queen Beatrix International Airport (AUA) is located on the island of Aruba & services 28 cities in North America, as well as Amsterdam.

    • CUR - Hato International Airport (CUR) is located on the island of Curaçao & services 18 cities across North America, as well as Amsterdam & Brussels.

    • BON - Flamingo International Airport (BON) is locate on the island of Bonaire & services 8 cities across North America, as well as Amsterdam.

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**All trips come with meals included. Restaurant stops recommended, not required.

     All trips highly customizable.

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Lady Marigot

© 2025 by Lady Marigot Yacht Charter.

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