Monaco Yacht Show 23–26 September Meet us there · Message us
Bespoke yachting experiences · Curated by hand
Destinations · Caribbean

Winter sun, sandbars and warm water

Caribbean islands and reef seen from the air

When the Mediterranean closes for winter, the Caribbean opens. St Barths, Anguilla and the Virgin Islands offer short sails, powder beaches and water warm enough to stay in all day.

Best months

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

Dark = best · light = good · grey = off season

December to April is the season, with Christmas and New Year the most in-demand weeks. Hurricane season runs June to November.

Sample route

St Barths, Anguilla and the BVI — 7 nights · St Martin to St Martin · approx. 180 NM

  1. Day 1
    St Martin to St Barths

    Board in the afternoon, a short hop to Gustavia, dinner ashore.

  2. Day 2
    St Barths

    Colombier and Gouverneur for swimming, Shell Beach for the evening.

  3. Day 3
    Anguilla

    Sandy Island and Meads Bay, lunch with your feet in the sand.

  4. Day 4
    Crossing to the Virgins

    A morning passage west to Virgin Gorda, arriving for sundowners.

  5. Day 5
    The Baths and North Sound

    The granite pools at first light, then kite boards and tenders in the Sound.

  6. Day 6
    Jost Van Dyke and Norman Island

    White Bay in the morning, snorkelling the caves in the afternoon.

  7. Day 7
    Back east

    A last swim off Tintamarre before returning to St Martin for disembarkation.

See the full itinerary →

Yachts that suit Caribbean

  • Lady BrittMediterranean in summer, Caribbean in winter.
  • CatamaransShallow draft for the best beaches and sandbars.
  • Motor yachtsThe classic St Barths and Anguilla week.

See our featured yachts →

Photos

Plan a week in Caribbean

Other destinations: Croatia · Norway · Italy · Greece · South of France · Balearics · Turkey · Raja Ampat · Antarctica · Bahamas · Scandinavia