LEEWARD ISLANDS (ANTIGUA, ST MARTINS, ST BARTS)

This chain of islands sits at the meeting point where the north-eastern Caribbean Sea meets the western Atlantic. Created by volcanic activity at the end of the last Ice Age, the arc of islands stretches southwest, offering an eclectic mix of untouched desert islands with some of the most luxurious holiday destinations in the region.

For Oyster yacht charters, it is the perfect place to immerse yourself in nature, with everything from awe-inspiring rain forests to explore and volcanoes to climb, to dive reserves and beautiful white sand beaches. You can discover three of the most famous islands in the region here: Antigua, St Martin and St Barts.

All Charter Destinations
St Barts

Antigua

With one sandy cove for every day of the year around the 95-mile coastline, you will be spoilt for a choice of idyllic anchorages. For the surfers amongst you, don’t miss Galley Bay. If you fancy trying kiteboarding, head to Jabberwock Beach.

Or if you just want to see the most beautiful beach in the world, check out Half Moon Bay. Explore Nelson’s Dockyard (Oyster’s spiritual home in the Caribbean and start point of the Oyster World Rally) and discover the many bars and restaurants. No visit is complete without heading up to Shirley Heights for sundowners and an unforgettable sunset.

 

Antigua

OYSTER CHARTERS

Choose your dream Caribbean charter from yachts currently available in the Leeward Islands.

Achenar Oyster 885 Charter Oyster Yachts D v3
Achenar

OYSTER 885 - 2021

8 guests

Winter - Caribbean $ 60,000/wk

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Exterior anchored 5
Alika

OYSTER 675 - 2016

6 guests

Summer - The Balearics, Spain € 30,000/wk

Winter - Caribbean $ 32,000/wk

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Maegan
Maegan

OYSTER 825 - 2015

6 guests

Summer - Italy & Croatia € 39,000/wk

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Oyster 825 Reina Sailing Yacht Charter Exterior Anchored Landscape
Reina

OYSTER 825 - 2013

6 guests

Winter - Caribbean $ 40,000/wk

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Midnight
Midnight

OYSTER 82 ( custom ) - 2012

6 guests

Summer - Italy & France € 35,000/wk

Winter - Caribbean $ 35,000/wk

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Dama de Noche
Dama de Noche

OYSTER 82 - 2008

6 guests

Summer - Italy & France € 35,000/wk

Winter - Caribbean $ 35,000/wk

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Oyster 625 Latitude Sailing Yacht Charter Anchored Landscape Sunset
Latitude

OYSTER 625 - 2013

4 guests

Summer - US East Coast $ 24,000/wk

Winter - Caribbean $ 24,000/wk

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St Martin

This stunning island blends two distinct sides – the French and the Dutch. On the French side of the island, in the capital Marigot, you will find fashionable boutiques selling some of the world’s most prestigious luxury brands. In contrast, on the southern, Dutch side, Philipsburg is a party town known for its casinos, clubs and a vibrant nightlife and historic Dutch colonial architecture.

Whichever side of the island you choose, there are beautiful sandy beaches where you can snorkel, surf and paddleboard – there is even the odd nudist beach. Maho Bay beach is at the end of the airport runway – you can almost touch the planes as they swoop in to land. By way of contrast, take a trip up to Paradise Peak – the island’s highest point that offers spectacular views over the island and ocean. While you are there, don’t miss the Butterfly Farm.

St Martin

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Charter Destinations

St Barts

Southeast of Saint Martin you will find St Barts (Saint-Barthélemy) – renowned as the Caribbean playground of the rich and famous. Its historic French connections shine through, with a huge choice of chic shops, high-end restaurants and bistros.

As with every island in the Caribbean, there are miles of secluded beaches – Colombier beach is perfect for charters as it is only accessible on foot or by boat. There is a marine nature reserve, divided into five zones with varying levels of protection. As a result, there is a diverse array of aquatic wildlife to enjoy with excellent scuba and snorkelling. Look out for green sea turtles and nurse sharks, along with lobsters and conch.

The best times for sailing charters in the Leeward Islands

As with the rest of the Caribbean, the best weather is between December and May. Temperatures above 25oC to the low 30’s with cool, constant prevailing Trade winds and calm seas.

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St Barts

SAILING GUIDES & STORIES

Looking for inspiration? Get inspired with our insider sailing guides informed by our owners insights and real-life adventures.