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Crewed yacht charter · December – April
Yacht Charter in the Caribbean
When the Mediterranean season ends, the Caribbean begins. Warm water, steady trade winds and islands close enough to visit a new one every day.
Where you’ll cruise
The Caribbean by yacht
British Virgin Islands
Tortola, Virgin Gorda and Jost Van Dyke. Short, easy hops between sheltered anchorages.
St Barths & St Martin
Chic harbours, fine dining and beaches, with Anguilla close by. St Barths guide → St Martin & Anguilla guide →
Antigua & the Grenadines
Antigua’s 365 beaches, and the reefs and islands of the Grenadines further south. Antigua guide → Grenadines guide →
Yachts available
Yachts available in the Caribbean
We work with owners, central agents and professional crews across the Caribbean. Tell us your dates, group size and budget and we will send a shortlist of available yachts with photos, crew details and rates.
Crewed catamarans
The favourite in the Caribbean, with space, shade and shallow draft for the beaches and reefs.
- Families and groups
- Stable in the trade winds
- Large deck space
Motor yachts
Luxury island hopping with a full crew, especially around St Barths and the Virgin Islands.
- Luxury and service
- Covering more islands
- Water toys on many yachts
Sailing yachts
Steady trade winds make the Caribbean one of the best places in the world to sail.
- Sailing lovers
- Classic regatta weeks
- Quieter anchorages
Charter guides
Plan your Caribbean winter
Winter 2026–27 deals
10% off November and December on well-reviewed BVI catamarans, plus 15% off selected spring weeks. From USD 14,500 per week.
See the offers →
Christmas & New Year on board
Festive minimum stays, where to spend the holidays and how to secure a yacht in time.
Read the guide →
One week in the BVI
A sample seven-night itinerary from Tortola: Norman Island, The Baths, Anegada and Jost Van Dyke.
See the itinerary →
Caribbean season 2026–27
When to go, where to cruise, how all-inclusive and APA rates work, and catamaran or motor yacht.
Read the guide →
February & March
Steady trade winds, settled weather and more choice of yachts after the festive weeks.
Read the guide →
BVI or the Grenadines?
How the two compare on sailing, atmosphere, beaches and flights, and which suits your group.
Read the guide →
Crewed catamarans
Why catamarans suit the islands, what is included and how to choose the right one.
Read the guide →
Family charters
The best islands for children, school-holiday timing and safety on board.
Read the guide →
Gallery
Island life
The islands
Picture your week
Plan your Caribbean charter
One point of contact from shortlist to contract, itinerary and crew preferences. Charter fee, APA and VAT explained up front.
Plan your charter
Your free yacht shortlist in 30 seconds
Tap your answers and send them to Jake on WhatsApp. You’ll get yachts, crews, availability and rates, usually within one working day. Free, with no obligation.