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Caribbean Sea · November — April

Caribbean
Yacht Charter

Saint Barths. BVI. Antigua. The winter season for the world's superyacht fleet.

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Photo: VentureSail Holidays

SeasonNovember — April
When to bookPeak season is December through March. The ARC (Atlantic Rally for Cruisers) arrives in Barbados in late November, marking the start of the season. April is quieter and often good value.
About Caribbean

Why charter in Caribbean?

The Caribbean is where the world's superyacht fleet spends the winter. From November to April, the trade winds blow consistently from the east, the water is 28–30°C, and the islands — Saint Barths, the BVI, Antigua, Saint Martin, Grenada — offer a combination of sailing, beaches, and nightlife that is impossible to replicate in the Mediterranean.

The Caribbean charter season runs from November to April. The trade winds blow from the east at 15–20 knots — consistent, warm, and reliable. The standard charter circuit covers the Leeward Islands: Antigua, Saint Martin, Saint Barths, Saint Kitts, and Nevis. The BVI (British Virgin Islands) is a separate circuit, typically based in Tortola, covering Virgin Gorda, Jost Van Dyke, and the outer islands.

Saint Barths is the most glamorous island in the Caribbean. The harbour at Gustavia fills with superyachts from December to March. New Year's Eve in Saint Barths — the fireworks over the harbour, the boats at anchor — is one of the great events in the yachting calendar. Berths in Gustavia for New Year's Eve are reserved 12 months in advance.

The BVI is the best sailing ground in the Caribbean. The Sir Francis Drake Channel — the passage between the main islands — is one of the most beautiful in the world. The Baths at Virgin Gorda, the Soggy Dollar Bar at Jost Van Dyke, and the Bitter End Yacht Club are all accessible only by sea.

Antigua is the hub of the Caribbean charter industry. Falmouth Harbour and English Harbour are the two main marinas. Antigua Sailing Week in late April is one of the most important regattas in the world. The island has the best provisioning and maintenance infrastructure in the Caribbean.

MY OCEAN arranges Caribbean charters through the wider market. The fleet available includes vessels from 20 metres to 80 metres. Emily will match the right yacht to your group and itinerary.

"MY OCEAN has been arranging Caribbean charters since 2020. Emily Cossey leads the charter desk and has personally arranged over 200 charters across the Caribbean Sea."

Emily Cossey, Charter Manager — MY OCEAN

How to charter a yacht in Caribbean

  1. 01
    Tell us your dates and guest count
    Contact MY OCEAN via WhatsApp or the enquiry form with your preferred dates, number of guests, and approximate budget. Emily responds within hours.
  2. 02
    Receive a curated shortlist
    Within 24 hours you will receive a shortlist of available yachts that match your requirements — not a generic catalogue, but a specific recommendation.
  3. 03
    Review the MYBA charter agreement
    Once you select a yacht, MY OCEAN prepares the MYBA standard charter agreement. The deposit is typically 50% of the charter fee. The APA (Advance Provisioning Allowance) covers fuel, food, and marina fees — typically 30–35% of the charter fee.
  4. 04
    Board and depart
    The crew handles provisioning, routing, and all logistics. You arrive at the embarkation port and step aboard.
Plan your charter

Caribbean

November — April

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Emily Cossey
Emily Cossey
Charter Manager
What to know

Caribbean highlights.

Saint Barths

The most glamorous island in the Caribbean. The harbour at Gustavia fills with superyachts from December to March. New Year's Eve in Saint Barths is one of the great events in the yachting calendar. Berths for New Year's Eve are reserved 12 months in advance.

The BVI

The best sailing ground in the Caribbean. The Sir Francis Drake Channel, the Baths at Virgin Gorda, and Jost Van Dyke are all accessible only by sea. The BVI is the most popular charter destination in the Caribbean.

Antigua

The hub of the Caribbean charter industry. Falmouth Harbour and English Harbour have the best provisioning and maintenance infrastructure in the Caribbean. Antigua Sailing Week in late April is one of the most important regattas in the world.

Grenadines

The chain of islands between Grenada and Saint Vincent. Bequia, Mustique, Tobago Cays, and the Pitons of Saint Lucia are all accessible on a two-week charter. The Tobago Cays are a UNESCO World Heritage Site.

Where to anchor

Key anchorages.

Gustavia, Saint Barths
The harbour at Saint Barths. Fills with superyachts from December to March. New Year's Eve is the most in-demand anchorage in the Caribbean.
The Baths, Virgin Gorda
Giant granite boulders at the southern tip of Virgin Gorda. Accessible only by tender. One of the most photographed natural features in the Caribbean.
Tobago Cays
A UNESCO World Heritage Site in the Grenadines. Five uninhabited islands surrounded by a horseshoe reef. The water is clear enough to see the bottom from 15 metres.
English Harbour, Antigua
The historic harbour at the south of Antigua. Nelson's Dockyard is a UNESCO World Heritage Site. Good provisioning and maintenance infrastructure.
FAQ

Caribbean charter questions.

Ready to plan?

Charter in Caribbean.

Tell us your dates, guest count, and budget. Emily will send you a shortlist within 24 hours.

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