St Lucia - Best Sailing Vacations in the Caribbean. From St Lucia’s most idyllic Bay, sail and cruise exotic caribbean islands: Martinique, St Vincent, Grenada & Grenadines. Bareboats or crewed yacht charters. See hundreds of pictures!

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Caribbean's Best Sailing Vacations

St. Lucia
Sailing Charters

From $228/Person

An easy 2 - 3 days
charter that let you
fully enjoy the island
paradise where the
wonders never cease.

Martinique
Sailing Charters

From $335/Person

A taste of France with
one of the most
exhilarating sailing
trips in the Caribbean.
A vacation for 3, 4 or
6 days.

St. Lucia &
Martinique
Sailing Charters

From $748/Person

Get the best of both
worlds with this sailing
vacation dor a full
week.

Grenadines
Sailing Charters

From $335/Person

Discover the jewel of
the Caribbean with
dazzling sapphire and
emerald waters. For 4,
5, or 7 days.

Grenadines
Traditional
Schooner
Sailing Charter

From $1750/Person

Build your own
itinerary on a beautiful
traditional schooner.
Minimum of a week.

Catamaran
Sailing Charters

From $1145/Person

Sailing aboard a
cruising catamaran is
the ultimate sailing
vacation. Minimum of
a week.