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Caribbean
Powder-white beaches and turquoise waters
From the field
About the waters
Discover Caribbean
The Caribbean is the Mediterranean's winter mirror. Charters run from the Bahamas down through the BVI, St. Barths, Grenadines and into the southern Caribbean from November through April.
Best season
December – April
Departs from
BVI / St. Barths / Bahamas
Typical charter
7 nights (weekly)
Vessels available
50
The Caribbean is the Mediterranean's winter mirror.
What to see in Caribbean
01British Virgin Islands
Short hops, reliable trade winds and legendary anchorages — the easiest sailing in the region.
02St. Barths
The chic winter anchorage, especially around the New Year.
03The Grenadines
Tobago Cays and the southern islands for quieter, wilder cruising.
Caribbean charter — questions answered
When is the best time for a Caribbean charter?
December to April — the dry, breezy winter season and the mirror of the Mediterranean summer.
Where do Caribbean charters cruise?
From the Bahamas down through the BVI, St. Barths and the Grenadines into the southern Caribbean.
Is the Caribbean good for first-time charterers?
The BVI in particular offers short hops between sheltered anchorages with steady trade winds — among the most relaxed cruising anywhere.
Plan your voyage
Sail Caribbean
Best season
December – April
Departs
BVI / St. Barths / Bahamas
The Caribbean is the Mediterranean's winter mirror.
50 vessels for Caribbean
Black Pearl
105m · 7 cabins · 12 guests
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Lady Beth
54.9m · 6 cabins · 12 guests
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Holdin' My Own
55.4m · 6 cabins · 12 guests
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Batello
9 cabins · 12 guests
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Loon
67.5m · 7 cabins · 12 guests
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Atlas
74m · 6 cabins · 12 guests
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Laurel
73.2m · 7 cabins · 12 guests
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Sycara V
68.2m · 7 cabins · 12 guests
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Elis et Mar
57m · 6 cabins · 12 guests
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Next Chapter
55m · 6 cabins · 12 guests
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Akula
52.3m · 5 cabins · 12 guests
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Seven Sins
52m · 5 cabins · 10 guests
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As You Wish
50m · 7 cabins · 12 guests
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Second Love
50m · 6 cabins · 12 guests
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Maverick
50m · 6 cabins · 12 guests
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Remember When
49.4m · 6 cabins · 12 guests
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Carte Blanche
49.1m · 6 cabins · 12 guests
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Dirt Poor
49m · 5 cabins · 12 guests
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Amore
47.9m · 5 cabins · 10 guests
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Norma Jean
45.7m · 5 cabins · 10 guests
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Sea Class
47.3m · 6 cabins · 12 guests
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Avalon
46m · 5 cabins · 12 guests
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Surina
44.8m · 5 cabins · 10 guests
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La La Land
44.3m · 5 cabins · 12 guests
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Alta
43.9m · 5 cabins · 11 guests
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Serenity
40.5m · 6 cabins · 12 guests
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Beachouse
40m · 4 cabins · 10 guests
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Yolo
39.6m · 5 cabins · 10 guests
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Bella Vita
39.6m · 5 cabins · 10 guests
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White Star
39.2m · 5 cabins · 10 guests
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Leverage
38.1m · 5 cabins · 10 guests
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Blu
37.8m · 4 cabins · 8 guests
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Temptation
37.5m · 4 cabins · 8 guests
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Away
37.4m · 5 cabins · 10 guests
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Ad Astra
37.4m · 5 cabins · 10 guests
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Oculus
37.3m · 6 cabins · 12 guests
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Allora
36.9m · 5 cabins · 10 guests
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Koju
36.9m · 5 cabins · 10 guests
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XOXO
36m · 5 cabins · 10 guests
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Cynderella
35.4m · 5 cabins · 10 guests
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Legacy
34.1m · 4 cabins · 8 guests
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Unwined
34.1m · 4 cabins · 8 guests
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Kemosabe
34.1m · 4 cabins · 8 guests
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50 Fifty
32.4m · 5 cabins · 10 guests
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Sea N Sea
30.53m · 4 cabins · 8 guests
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Proposition
30m · 5 cabins · 10 guests
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Destiny
29.87m · 3 cabins · 6 guests
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Adios
28.96m · 5 cabins · 10 guests
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Laila
27.43m · 4 cabins · 9 guests
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Squalo
26.76m · 4 cabins · 8 guests
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From the journal
Read before you sail Caribbean
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