East Caribbean

The Pinnacle of Winter Superyacht CharterExperience the East Caribbean as the ultimate winter sailing destination, exclusively curated for discerning superyacht charter guests seeking luxury, privacy, and adventure aboard yachts from 60 to 500ft. From the iconic Virgin Islands in the North to the lush shores of Grenada in the South, this region offers a tapestry of world-class sailing grounds, vibrant hotspots, and secluded anchorages—perfectly suited for both short escapes and extended odysseys.

Distinctive Sailing Grounds & Hotspots

Anguilla

The epitome of exclusivity, with Sandy Ground anchorage and celebrated venues like Johnno’s and Pumphouse. Often visited together with St Martin and St Barths, its main exclusivity is peace and serenity.

Antigua & Barbuda

Hundreds of white sand beaches, Falmouth Harbour’s state-of-the-art marina, and Carlisle Bay’s pristine waters. Antigua Sailing Week is a highlight for yachting enthusiasts and racing yachts can be arranged during the event.

Grenada

The island is a gateway to the South, with Port Louis Marina’s luxury amenities and vibrant island culture. Ideal for exploring Carriacou, Petite Martinique, and the underwater sculpture park.

Guadeloupe

Culturally a part of the French archipelago here you can visit smaller islands such as Marie Galante and Les Saintes with an option to visit neighbouring Dominica too.Eastern Guadeloupe, with the main butterfly like island of Grand-Terre, is best known for the capital Pointe-à-Pitre while the less developed western Guadeloupe, separated by Salt River Channel, Basse-Terre, invites you to explore an impressive National Park.

National Parks & Natural Wonders

⁠Explore the Tobago Cays Marine Park, the volcanic landscapes of St. Lucia, and the coral reefs of Guadeloupe—each offering unique diving, snorkelling, and eco-adventures.

St. Barths

The glamorous heart of the Caribbean, famed for the St. Barts Bucket Regatta, high-end shopping, Michelin-starred dining and New Year celebrations. Gustavia Harbour is a magnet for the world’s finest yachts, in particular during the main holiday season.

St. Kitts & Nevis

White sandy beaches, action-packed days or deep sea fishing are all very popular here. Nature lovers love the preservation of ecosystems and cultural, historical, and architectural sights, and define the islands as the “Secret Caribbean.

St. Lucia

Lush rainforests, the Piton, volcanic landscapes are often visited alongside the Grenadines or Bequia and Mustique

St. Martin/St. Maarten

A cosmopolitan blend of French and Dutch influences, with Marinas of Fort Louis and Anse Marcel offering premium berths and access to gourmet restaurants and beach clubs.

Saint Vincent & The Grenadines

Crystal-clear waters, vibrant marine life, and pristine beaches are found here. On top, islands such as Bequia and Mustique are home to exclusive beach bars and celebrity-frequented retreats. The Tobago Cays are, in particular, a highlight not to be missed.

Trinidad & Tobago

Less visited due to higher crime rates and its relatively remote position, the T&T islands are still desired as their sun-soaked beaches, secluded reefs, crystal clear waters and lush rainforests are well combined with vibrant and rich culture, filled with music, dance and celebrations of the Caribbean lifestyle with distinctive Creole traditions.

Virgin Islands (BVIs and USVIs)

Renowned as the premier superyacht hub, offering safe anchorages, constant trade winds, and the famous North Sound, 15 kn+ constant trade winds, teeming marine life and easy line-of-sight sailing. Here, you can enjoy exclusive beach clubs, luxury resorts, and iconic restaurants.

Charter Flexibility & Premium Services

⁠Seasonality: The main charter season runs from June to August although some luxury boats will be available in May or September, when daylight is longest and conditions are ideal. Norway’s Arctic Circle offers unique winter charters for Northern Lights seekers, too.
⁠⁠Charter Types: One-way, long-term charters up to 12 months, and static charters are available, including flotillas for major events and regattas. Some scientific projects and environmental studies can also take place on luxury yachts.
⁠Yacht Fleet: Choose from exclusive superyacht tenders, luxury motor yachts by Palmer Johnson and Leopard, bespoke sailing yachts from Vitters, Royal Huisman, and Alloy Yachts, high-end catamarans like the Baltic Yachts Black Cat 50, Fountaine Pajot Alegria 67, Lagoon 65, and mega yachts from The Italian Sea Group Admiral, Heesen, and Oceanco.

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The World’s Finest Charter Fleet

We at SuperSailYachts.com endeavour to offer access to an elite fleet, including:

⁠ ⁠Superyacht Tenders & Motor Yachts: Models from various shipyards such as Van Dutch, Horizon, Fairline, Azimut, Sunseeker—perfect island-hopping in style.
⁠ ⁠Bespoke Sailing Yachts: Exclusive and Classic models from Hinckley, Nautor Swan, Solaris, Perini Navi, Grand Soleil—crafted for performance and elegance.
Luxury Sailing Catamarans: Fountaine Pajot (Thira 80, Alegria 67), Voyage, Aquila, Sunreef—spacious, stable, and ideal for family charters.
Mega Yachts: A range of visiting yachts from brands as exclusive as the Ocean Yachts, Feadship, Heesen, San Lorenzo, Oceanco, Lürssen can be made available, all offering the ultimate in luxury, amenities, and service.

Culinary & Social Highlight

Dine at world-class restaurants in St. Barths and St. Martin, unwind at exclusive beach clubs in Anguilla and Antigua, and enjoy vibrant nightlife and cultural festivals throughout the season.

Choose the East Caribbean for your next superyacht charter and unlock a world of unrivalled luxury, adventure, and bespoke experiences—only with SuperSailYachts.com.