Caribbean Charter Season
Charter Season

Caribbean Charter Season

A destination made for yachting.

December – April

Island-hopping is the star attraction. Short distances mean more time swimming, snorkelling and exploring, with each island offering a distinct personality- from the polished glamour of St Barths to the laid-back charm of the Grenadines. Days drift between coral reefs, sandbars and shaded anchorages; nights bring beachside dining, live music and star-filled skies.

The Caribbean is equally rich culturally. Colonial architecture, Creole cuisine, rum distilleries and a deep maritime history add texture to every stop. Regatta season brings energy and spectacle, while quieter islands deliver true escapism.

Caribbean region map

Why Charter Here

Consistent conditions, easy cruising, and pure, sun-soaked relaxation. The Caribbean is timeless for a reason.

When winter hits the northern hemisphere, the Caribbean comes alive. Trade winds, sun-bleached beaches and warm, crystalline water define this classic escape- a region built for barefoot luxury and effortless cruising.

Island hopping

Island hopping

Crystal-clear waters

Crystal-clear waters

Culturally Rich

Culturally Rich

Perfect winter escape

Perfect winter escape

Laid-back living

Laid-back living

Coming Soon

Best Time to Charter the Caribbean

Wind & Weather: Trade Wind Perfection

Best Conditions: December – April

  • Temperatures: 25–30°C
  • Sea State: Consistently calm
  • Winds: Steady easterly trade winds

Dry season delivers postcard-perfect conditions: warm water, cooling breezes and minimal rainfall. Sailing yachts thrive here, while motor yachts enjoy smooth cruising and crystal-clear anchorages.

Cultural & Seasonal Highlights

  • St Barths New Year's Eve
  • Caribbean Regatta Season (Jan–March)
  • Carnival Celebrations (Feb–March, island-dependent)

Discover Our Caribbean Fleet

Exceptional motor, sailing and explorer yachts available for charter.

Explore a world best experienced by yacht.