Sailboats

Crewed Sailboat Charters

Crewed 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 or more crew members, these yachts are a delight to sail and experience the wind in your face and seawater spray.  There is nothing like sailing 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 Cabins Year/Rebuilt: 1983
$60,000 /wk 157.00 Ft Sail
View ARABELLA
Columbia
Columbia
4 Cabins Year/Rebuilt: 2014
$60,000 - $68,000 /wk 141.00 Ft Sail
View Columbia
Ocean Pure 2
Ocean Pure 2
5 Cabins Year/Rebuilt: 41
€89,000 - €99,000 /wk 134.00 Ft Sail
View Ocean Pure 2
TWILIGHT
TWILIGHT
4 Cabins Year/Rebuilt: 2013
€88,000 - €98,000 /wk 125.00 Ft Sail
View TWILIGHT
WHISPER
WHISPER
3 Cabins Year/Rebuilt: 2003
$60,000 - $65,000 /wk 116.30 Ft Sail
View WHISPER
EROS
EROS
4 Cabins Year/Rebuilt: 1939
$42,000 - $48,000 /wk 115.00 Ft Sail
View EROS
AURELIUS
AURELIUS
3 Cabins Year/Rebuilt: 2011
$57,500 - $63,250 /wk 111.00 Ft Sail
View AURELIUS
SEAQUELL
SEAQUELL
3 Cabins Year/Rebuilt: 1992
$40,000 - $46,000 /wk 108.00 Ft Sail
View SEAQUELL
LADY 8
LADY 8
4 Cabins Year/Rebuilt: 2008
€42,000 - €45,000 /wk 95.00 Ft Sail
View LADY 8
SAVARONA
SAVARONA
3 Cabins Year/Rebuilt: 2001
€45,000 - €50,000 /wk 91.00 Ft Sail
View SAVARONA
MIDNIGHT
MIDNIGHT
3 Cabins Year/Rebuilt: 2011
LBS27,000 /wk 85.00 Ft Sail
View MIDNIGHT
DAMA DE NOCHE
DAMA DE NOCHE
3 Cabins Year/Rebuilt: 2008
LBS25,000 /wk 82.00 Ft Sail
View DAMA DE NOCHE
Oyster 825
Oyster 825
4 Cabins Year/Rebuilt: 2014
€20,665 - €34,500 /wk 82.00 Ft Sail
View Oyster 825
FANI
FANI
4 Cabins Year/Rebuilt: 2005
€22,000 - €24,000 /wk 85.00 Ft Sail
View FANI
KALLIMA
KALLIMA
3 Cabins Year/Rebuilt: 2001
€28,000 - €30,000 /wk 81.00 Ft Sail
View KALLIMA
CAP II
CAP II
3 Cabins Year/Rebuilt: 1992
$18,500 - $22,500 /wk 76.00 Ft Sail
View CAP II
CNB77
CNB77
2 Cabins Year/Rebuilt: 2010
$24,000 - $30,000 /wk 75.00 Ft Sail
View CNB77
CNB76
CNB76
3 Cabins Year/Rebuilt: 2017
€20,000 - €28,500 /wk 75.00 Ft Sail
View CNB76
SWALLOWS AND AMAZONS
SWALLOWS AND AMAZONS
4 Cabins Year/Rebuilt: 2009
€20,000 - €25,000 /wk 77.00 Ft Sail
View SWALLOWS AND AMAZONS
CNB76 2021
CNB76 2021
3 Cabins Year/Rebuilt: 2021
€21,000 - €32,000 /wk 75.00 Ft Sail
View CNB76 2021
LUCE GUIDA
LUCE GUIDA
3 Cabins Year/Rebuilt: 2011
€25,000 - €33,000 /wk 77.00 Ft Sail
View LUCE GUIDA
ARCHANGEL
ARCHANGEL
3 Cabins Year/Rebuilt: 2011
$18,900 - $24,035 /wk 70.00 Ft Sail
View ARCHANGEL
KAI
KAI
3 Cabins Year/Rebuilt: 1983
$10,400 - $18,500 /wk 70.00 Ft Sail
View KAI
LAYSAN
LAYSAN
5 Cabins Year/Rebuilt: 2017
€35,000 - €38,000 /wk 71.00 Ft Sail
View LAYSAN
ELVIS MAGIC
ELVIS MAGIC
3 Cabins Year/Rebuilt: 2003
€18,000 - €20,000 /wk 66.00 Ft Sail
View ELVIS MAGIC
ZULU
ZULU
3-4 Cabins Year/Rebuilt: 2005
€9,000 - €12,000 /wk 65.60 Ft Sail
View ZULU
BODHISATTVA (Caribbean)
BODHISATTVA (Caribbean)
3 Cabins Year/Rebuilt: 2017.2018
$17,700 - $22,000 /wk 65.00 Ft Sail
View BODHISATTVA (Caribbean)
LATITUDE
LATITUDE
4 Cabins Year/Rebuilt: 2013
$22,000 - $24,200 /wk 63.00 Ft Sail
View LATITUDE
AURORA
Scuba  Scuba Diving On Board
AURORA
4 Cabins Year/Rebuilt: 1989
$18,000 - $20,000 /wk 65.00 Ft Sail
View AURORA
ANAHITA
ANAHITA
3 Cabins Year/Rebuilt: 1991
$14,500 - $20,125 /wk 62.00 Ft Sail
View ANAHITA
EMILY MORGAN
EMILY MORGAN
4 Cabins Year/Rebuilt: 1982
$10,800 - $15,000 /wk 57.00 Ft Sail
View EMILY MORGAN
MOJEKA
Scuba  Scuba Diving On Board
MOJEKA
3 Cabins Year/Rebuilt: 2014
$13,250 - $15,750 /wk 56.00 Ft Sail
View MOJEKA
SPIRIT
SPIRIT
2 Cabins Year/Rebuilt: 2014
$16,000 - $17,600 /wk 57.00 Ft Sail
View SPIRIT
SAYANG
SAYANG
3 Cabins Year/Rebuilt: 2005
$9,800 - $13,400 /wk 55.00 Ft Sail
View SAYANG
THE DOVE
THE DOVE
2 Cabins Year/Rebuilt: 1988
$8,800 - $10,800 /wk 54.00 Ft Sail
View THE DOVE
ANTILLEAN
Scuba  Scuba Diving On Board
ANTILLEAN
3 Cabins Year/Rebuilt: 1997
$10,100 - $14,700 /wk 50.00 Ft Sail
View ANTILLEAN
NEMO SY
NEMO SY
4 Cabins Year/Rebuilt: 2003
$12,000 - $14,000 /wk 50.00 Ft Sail
View NEMO SY
JALAPEÑO
JALAPEÑO
2 Cabins Year/Rebuilt: 1984
$7,800 - $9,200 /wk 52.00 Ft Sail
View JALAPEÑO
HALF TIDY
HALF TIDY
2 Cabins Year/Rebuilt: 2002
$6,500 - $10,500 /wk 47.00 Ft Sail
View HALF TIDY