Sailboats

Crewed Sailboat Charters

Crewed Sailboat Charters in the British Virgin Islands

Caribbean Sailboat Charters

Monohull sailboats were the main yacht type when the charter industry started in the 1970s in the Virgin Islands. There are still excellent crewed sailboat charters in the British Virgin Islands and in the Caribbean. With two-plus crew members, these yachts are a delight to sail and experience the wind in your face and seawater spray.  There is nothing like going to windward on a monohull sailboat in a good breeze.

During the winter months, the winds can be quite strong which makes for excellent sailing in the Caribbean. Sailing in the British Virgin Islands and US Virgin Islands means shorter and enjoyable cruises. The Leeward and Windward Islands offer more open sea sailing with longer distances between islands.

Experienced sailors will enjoy sailing during the winter months in the areas of St. Martin, St. Lucia and the Grenadines. From St. Lucia you can sail south to the Grenadines on a one-way basis. Popular drop-off ports are Union Island in the Grenadines and Grenada.

Here is a selection of choice crewed sailboat charters in the Caribbean and the British Virgin Islands.

ARABELLA
ARABELLA
18 CabinsYear/Rebuilt: 1983
$60,000 /wk157.00 Ft Sail
View ARABELLA
Columbia
Columbia
4 CabinsYear/Rebuilt: 2014
$60,000 - $68,000 /wk141.00 Ft Sail
View Columbia
Ocean Pure 2
Ocean Pure 2
5 CabinsYear/Rebuilt: 41
€89,000 - €99,000 /wk134.00 Ft Sail
View Ocean Pure 2
TWILIGHT
TWILIGHT
4 CabinsYear/Rebuilt: 2013
€88,000 - €98,000 /wk125.00 Ft Sail
View TWILIGHT
WHISPER
WHISPER
3 CabinsYear/Rebuilt: 2003
$60,000 - $65,000 /wk116.30 Ft Sail
View WHISPER
EROS
EROS
4 CabinsYear/Rebuilt: 1939
$42,000 - $48,000 /wk115.00 Ft Sail
View EROS
AURELIUS
AURELIUS
3 CabinsYear/Rebuilt: 2011
$57,500 - $63,250 /wk111.00 Ft Sail
View AURELIUS
SEAQUELL
SEAQUELL
3 CabinsYear/Rebuilt: 1992
$40,000 - $46,000 /wk108.00 Ft Sail
View SEAQUELL
SAVARONA
SAVARONA
3 CabinsYear/Rebuilt: 2001
€45,000 - €48,500 /wk91.00 Ft Sail
View SAVARONA
MIDNIGHT
MIDNIGHT
3 CabinsYear/Rebuilt: 2011
LBS27,000 /wk85.00 Ft Sail
View MIDNIGHT
DAMA DE NOCHE
DAMA DE NOCHE
3 CabinsYear/Rebuilt: 2008
LBS25,000 /wk82.00 Ft Sail
View DAMA DE NOCHE
Oyster 825
Oyster 825
4 CabinsYear/Rebuilt: 2014
€20,665 - €34,500 /wk82.00 Ft Sail
View Oyster 825
FANI
FANI
4 CabinsYear/Rebuilt: 2005
€22,000 - €24,000 /wk85.00 Ft Sail
View FANI
KALLIMA
KALLIMA
3 CabinsYear/Rebuilt: 2001
€28,000 - €30,000 /wk81.00 Ft Sail
View KALLIMA
BARE NECESSITIES
BARE NECESSITIES
3 CabinsYear/Rebuilt: 2004
€24,000 /wk79.00 Ft Sail
View BARE NECESSITIES
CAP II
CAP II
3 CabinsYear/Rebuilt: 1992
$18,500 - $22,500 /wk76.00 Ft Sail
View CAP II
CNB77
CNB77
2 CabinsYear/Rebuilt: 2010
$24,000 - $30,000 /wk75.00 Ft Sail
View CNB77
CNB76
CNB76
3 CabinsYear/Rebuilt: 2017
€20,000 - €28,500 /wk75.00 Ft Sail
View CNB76
SWALLOWS AND AMAZONS
SWALLOWS AND AMAZONS
4 CabinsYear/Rebuilt: 2009
€20,000 - €25,000 /wk77.00 Ft Sail
View SWALLOWS AND AMAZONS
CNB76 2021
CNB76 2021
3 CabinsYear/Rebuilt: 2021
€21,000 - €32,000 /wk75.00 Ft Sail
View CNB76 2021
LUCE GUIDA
LUCE GUIDA
3 CabinsYear/Rebuilt: 2011
€25,000 - €33,000 /wk77.00 Ft Sail
View LUCE GUIDA
ARCHANGEL
ARCHANGEL
3 CabinsYear/Rebuilt: 2011
$18,900 - $24,035 /wk70.00 Ft Sail
View ARCHANGEL
KAI
KAI
3 CabinsYear/Rebuilt: 1983
$10,400 - $18,500 /wk70.00 Ft Sail
View KAI
ELVIS MAGIC
ELVIS MAGIC
3 CabinsYear/Rebuilt: 2003
€18,000 - €20,000 /wk66.00 Ft Sail
View ELVIS MAGIC
ZULU
ZULU
3-4 CabinsYear/Rebuilt: 2005
€9,000 - €12,000 /wk65.60 Ft Sail
View ZULU
BODHISATTVA (Caribbean)
BODHISATTVA (Caribbean)
3 CabinsYear/Rebuilt: 2017.2018
$17,700 - $22,000 /wk65.00 Ft Sail
View BODHISATTVA (Caribbean)
LATITUDE
LATITUDE
4 CabinsYear/Rebuilt: 2013
$22,000 - $24,200 /wk63.00 Ft Sail
View LATITUDE
AURORA
Scuba  Scuba Diving On Board
AURORA
4 CabinsYear/Rebuilt: 1989
$18,000 /wk65.00 Ft Sail
View AURORA
ANAHITA
ANAHITA
3 CabinsYear/Rebuilt: 1991
$14,500 - $20,125 /wk62.00 Ft Sail
View ANAHITA
EMILY MORGAN
EMILY MORGAN
4 CabinsYear/Rebuilt: 1982
$10,800 - $15,000 /wk57.00 Ft Sail
View EMILY MORGAN
MOJEKA
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MOJEKA
3 CabinsYear/Rebuilt: 2014
$13,250 - $15,750 /wk56.00 Ft Sail
View MOJEKA
SPIRIT
SPIRIT
2 CabinsYear/Rebuilt: 2014
$16,000 - $17,600 /wk57.00 Ft Sail
View SPIRIT
SAYANG
SAYANG
3 CabinsYear/Rebuilt: 2005
$9,800 - $13,400 /wk55.00 Ft Sail
View SAYANG
THE DOVE
THE DOVE
2 CabinsYear/Rebuilt: 1988
$8,800 - $10,800 /wk54.00 Ft Sail
View THE DOVE
ANTILLEAN
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ANTILLEAN
3 CabinsYear/Rebuilt: 1997
$10,100 - $14,700 /wk50.00 Ft Sail
View ANTILLEAN
NEMO SY
NEMO SY
4 CabinsYear/Rebuilt: 2003
$12,000 - $14,000 /wk50.00 Ft Sail
View NEMO SY
JALAPEÑO
JALAPEÑO
2 CabinsYear/Rebuilt: 1984
$7,800 - $9,200 /wk52.00 Ft Sail
View JALAPEÑO
HALF TIDY
HALF TIDY
2 CabinsYear/Rebuilt: 2002
$6,500 - $10,500 /wk47.00 Ft Sail
View HALF TIDY
Sea Wolf
Sea Wolf
2 CabinsYear/Rebuilt: 2016
$6,200 - $7,200 /wk44.00 Ft Sail
View Sea Wolf