Superyacht Charter Windward Islands

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Experience the Caribbean’s best-kept secret on a luxury yacht charter with a combination of steady winds, dramatic landscapes, and natural harbors.

A yacht charter in the Windward Islands offers an unmatched charter experience in one of the most stunning spots in the Caribbean. The Windward Islands stretch out at the tail end of the Eastern Caribbean and include Martinique, St. Lucia, St. Vincent, the Grenadines Island chain, Barbados, Grenada, and Trinidad and Tobago.

You will be in awe of the supremely unspoiled landscapes; the Windward Islands offer the finest combination of warm, steady trade winds, stunning waters, and very short cruising distances.

Embark on a Luxurious Windward Islands Yacht Charter Adventure

Embark on a mesmerizing yacht charter journey through the Windward Islands, where the Caribbean Sea meets the West Indies and unveils a world of stunning locations. Begin your adventure in St. Martin, known for its pristine beaches, and set sail south aboard a luxurious motor yacht or catamaran, feeling the breeze as you cruise towards the smallest inhabited island in the Grenadines. The Grenadine Islands, a chain stretching from Saint Vincent down to Grenada, are dotted with secluded coves perfect for water sports or simply relaxing on the sun-drenched decks.

As you explore southwards, the Tobago Cays will enchant you with their unspoiled beauty, offering some of the best snorkeling spots amidst vibrant coral reefs. Saint Lucia awaits with the majestic Petit Piton, providing a stunning backdrop for a sunset rum punch toast. Barbados and Martinique lie further south, offering a mix of vibrant culture, lush landscapes, and good deals on chartering experiences, especially from early October to mid December and from late July to early October, when the islands become a haven for winter escapees seeking the warmth of the Caribbean sun.

Throughout your journey, your experienced crew will guide you to the most breathtaking spots, from the Tobago shores to the tranquil waters of Dominica. Whether you’re after the thrill of sailing or the leisure of a motor yacht, this voyage offers an unparalleled opportunity to sail through the East Caribbean, north to south, amidst the islands’ natural splendor. With good deals available outside the peak season, your dream of a winter escape aboard a charter yacht through these pristine beaches and stunning locations can become a reality.

The Grenadines

Sprinkled between the volcanic peaks of St. Lucia and Grenada are a trail of palm-studded sandbars, coral reefs and islets known as the Grenadines. The unspoiled cruising grounds offer abundant natural beauty, ample dive sites, and some of the best fishing grounds in the world. Combined with a few days ashore on the Caribbean idyll of St. Lucia, a week-long charter aboard a luxury yacht cruising the islands allows you to experience a part of the Caribbean that has remained relatively unchanged over the centuries. These hidden gems offer something magnificent and unique; a yacht charter allows you to experience their individual beauty and charm in style and luxury.

St. Lucia

St. Lucia is one of the most naturally beautiful islands in the Caribbean and is the perfect place to spend a few nights acclimatizing to the Caribbean pace of life before stepping aboard your luxury yacht to cruise through the Grenadines chain of islands.

St. Vincent & Bequia

St. Vincent and the Grenadines consist of 32 islands and cays strung out over 60 miles of strikingly blue sea, each one a short hop from the next. Not too far from St. Vincent, the first island in the Grenadines archipelago, the island of Bequia is one of the most developed of the archipelago.

Mustique and the Tobago Cays

The glamorous and sophisticated island of Mustique offers a private retreat. At the same time, the lesser-known Petit St. Vincent is also a resort island welcoming superyacht guests ashore to enjoy barefoot luxury.

One by one, the aforementioned islands slowly prepare you for the main attraction in the Grenadines, the Tobago Cays. Comprising five uninhabited desert island idylls, they offer a wildlife reserve and marine park with a stunning kaleidoscopic underwater world. The varied coastlines and offshore islets throughout the archipelago offer ample opportunities for swimming, snorkeling, and diving with all manner of sea life. It’s simply a question of flitting from idyll to idyll – all you need is your own luxury yacht.

With so much to offer and so many unique excursions and highlights, a Caribbean Windward Islands yacht charter is sure to be a hub of entertainment for every guest.

Get in touch with a yacht broker in the Windward Islands

Northrop & Johnson is a leading international yacht brokerage with access to the best and most luxurious yachts for charter, including in the Windward Islands. With offices in the heart of Miami, our yacht charter brokers boast unparalleled Windward Islands expertise and market intelligence. We take pride in listening to our client’s needs and crafting exceptional charter itineraries in and around the Windward Islands. Rent a superyacht in the Windward Islands and enjoy the ultimate vacation on the water. Contact our yacht brokers in Miami today if you want to charter a luxury yacht in the Windward Islands. We will be thrilled to assist you on your yachting journey, showing you the sample itinerary before creating a unique experience for you.

Other yacht charter destinations closest to the Windward Islands

Charter Highlights Windward Islands

  • Hike up the iconic Gros Piton, St. Lucia
  • Experience incredible snorkeling and scuba diving off Anse Chastanet, St. Lucia
  • For thrill-seekers, zipline from hill heights to sea level on St. Lucia
  • Take afternoon tea at the Cotton House, Mustique
  • Be pampered at the bespoke Ila Spa, Cotton Beach, Mustique
  • Hike Mount Pleasant, Bequia
  • Head inland to the spectacular waterfalls of Baleine, St. Vincent
  • Stroll through the cobblestone streets to the picturesque waterfront of St. George’s, Grenada
  • Dive the remote reefs off Carriaçou

Windward Islands Yacht Charter Itinerary

For a full list of all available itineraries & excursions, or to chart your own course please inquire.

Best Yachts for Charter in the Windward Islands

Motor Yachts for Charter in the Windward Islands

Sailing Yachts for Charter in the Windward Islands

Windward Islands Yacht Charter: FAQs

Where are the Windward Islands?

The Windward Islands are a group of islands located in the southeastern Caribbean Sea. They form the southern part of the Lesser Antilles and are situated between the Leeward Islands to the northwest and the Leeward Antilles to the south. The Windward Islands are known for their lush landscapes, volcanic peaks, beautiful beaches, and vibrant cultures.

What are the most popular yacht destinations in the Windward Islands?

Some of the most popular yacht charter destinations in the Caribbean Windward Island include:

  • St. Lucia
  • Bequia
  • Mustique
  • St. Vincent
  • Grenada

What types of yachts can I charter in the Windward Islands?

As a sought-after Caribbean yacht charter destination, you can enjoy a superb selection of luxury yachts for charter, including:

  • Motor yachts
  • Sailing yachts
  • Catamarans, including both motor and sailing cats
  • Sport yachts
  • Fishing yachts
  • Expedition vessels
  • Superyachts and mega yachts

What's the weather like in the Windward Islands?

The Windward Islands boast a year-round tropical climate, making them especially popular with winter escapees. During winter, you can expect sun-drenched days and wonderfully warm temperatures. The summer months are typically wetter and more humid, while the hurricane season runs from June to the end of November.

What are the best restaurants in the Windward Islands?

Some of the best restaurants in the Windward Islands include:

  • Cap Maison, St Lucia
  • The Coal Pot, St Lucia
  • Jade Mountain Club, St Lucia
  • Jacques Waterfront Dining, St Lucia
  • Marigot Bay Resort, St Lucia
  • Jardin de Cacao, St Lucia
  • Rabot, St Lucia
  • Le Zandoli, Martinique
  • Le Mandoline, Martinique
  • Zanzibar, Martinique
  • Hotel Plein Soleil, Martinique

When you book a luxury yacht charter with Northrop & Johnson, we can arrange reservations at the most exclusive restaurants in the Windward Islands. Contact our team today or browse our luxury yachts for charter in the Caribbean Windward Islands.

Can I enjoy a bareboat charter in the Caribbean Windward Islands?

While it is possible to enjoy a bareboat charter in the Windward Islands, Northrop & Johnson specializes in crewed yacht charters only.

How much does a crewed yacht charter in the Windwards Islands cost?

The entry point for a one-week charter in the Windward Islands starts at approximately US$50,000 and rises to in excess of one million for the world’s finest superyachts.

What other yacht charter locations are in close proximity to the Windward Islands?

Get in touch with a Windward Islands yacht charter broker

If you want to enjoy an incredible yacht charter vacation in the Windward Islands aboard a luxury sailing yacht or motor yacht, the team at Northrop & Johnson is ready to assist you. We have access to every luxury crewed yacht for charter in the Caribbean, including the most sought-after vessels by pedigree European shipbuilders. We also boast real-time information on available yachts and their cruising destinations. Contact our Caribbean Islands yacht brokers today and let us craft a once-in-a-lifetime vacation aboard a crewed luxury yacht in the Windward Islands.

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