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Sailing Yachts

For the true pleasure of sailing, charter one of these beautiful monohull sailing yachts. We feature classic yachts, performance yachts & luxury ocean-going, round the world cruisers.

Here is a selection of just some of our recommended sailing yachts. If would just like us to put together a list of recommended yachts especially for you please complete our YACHT CHARTER ENQUIRY form.

The yacht details and rates quoted are believed to be correct, but are not guaranteed.  Please note: higher rates apply at peak periods such as Christmas and New Year and rates can change. Special discounts are offered from time to time.

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Sailing Yachts
The Dove Image
The Dove
Custom-built world-cruising yacht. Two double guest cabins.
Length In Feet: 54
Guests: 4
Crew: 2
Scuba: No
Rate per week from US$8,800

Inclusive food.
54
3,
0,
,
The Dove,
Vaimiti Image
Vaimiti
Trehard
Length In Feet: 130
Guests: 10
Crew: 5
Scuba: Yes
Rate per week from US$67,000

Plus All Expenses
130
3,
0,
,
Vaimiti,
Ree Image
Ree
Valdettaro
Length In Feet: 112
Guests: 10
Crew: 6
Scuba: No
Rate per week from US$52,000

Plus All Expenses
112
3,
0,
,
Ree,
Pacific Wave Image
Pacific Wave
Yacht Officine Pesaro SRL
Length In Feet: 72
Guests: 6
Crew: 2
Scuba: Yes
Rate per week from US$16,000

Inclusive food and standard bar
72
3,
0,
,
Pacific Wave,
Melinka Image
Melinka
Swan 80
Length In Feet: 80
Guests: 6
Crew: 3
Scuba: No
Rate per week from US$21,500

Plus all expenses
80
3,
0,
,
Melinka,
Marae Image
Marae
Alloy Yachts
Length In Feet: 108
Guests: 6
Crew: 4
Scuba: No
Rate per week from US$59,000

Plus All Expenses
108
3,
0,
,
Marae,
Elena Image
Elena
Classic Schooner built in 2009 to original Herreshoff plans
Length In Feet: 180
Guests: 8
Crew: 8
Scuba: No
Rate per week from 80,000 euros

Plus all expences
180
3,
0,
,
Elena,
Marie Image
Marie
Vitters
Length In Feet: 180
Guests: 8
Crew: 8
Scuba: Yes
Rate per week from US$203,000

Plus All Expenses
180
3,
0,
,
Marie,
Sayang Image
Sayang
Jeanneau
Length In Feet: 54
Guests: 8
Crew: 2
Scuba: No
Rate per week from US$9,800

Inclusive food and standard bar
54
3,
0,
,
Sayang,
Jupiter Image
Jupiter
Giorgetti & Magrini ketch. 4 guest cabins: 1 double, 3 twins.
Length In Feet: 100
Guests: 8
Crew: 3
Scuba: No
Rate per week from US$29,500

Plus all expenses
100
3,
0,
,
Jupiter,
Dharma Image
Dharma
29m Southern Wind sloop. 4 guest cabins: master two double (1 with Pullman) and single cabin.
Length In Feet: 95
Guests: 8
Crew: 4
Scuba: No
Rate per week from 30,000 euros

Plus all expences
95
3,
0,
,
Dharma,
Silent Wings Image
Silent Wings
16.8m Jeanneau sloop. 2 guest cabins: master, double/twin
Length In Feet: 55
Guests: 4
Crew: 2
Scuba: No
Rate per week from US$12,600

Inclusive food and standard bar
55
3,
0,
,
Silent Wings,
Lush Image
Lush
27.1m Oyster sloop. 4 guest cabins: master and 3 doubles.
Length In Feet: 89
Guests: 8
Crew: 4
Scuba: No
Rate per week from US$45,000

Plus all expences
89
3,
0,
,
Lush,
Chronos Image
Chronos
54.6m Staysail Ketch. 13 cabins: master, 10 double, 2 twin.
Length In Feet: 180
Guests: 26
Crew: 8
Scuba: No
Rate per week from 52,000 euros

Plus all expences
180
3,
0,
,
Chronos,
Twilight Image
Twilight
38.1m Dubois-designed Oyster. 4 cabins: master, 2 double, 1 twin.
Length In Feet: 125
Guests: 8
Crew: 5
Scuba: No
Rate per week from US$80,000

Plus all expences
125
3,
0,
,
Twilight,
Sailing Yachts
The Dove
US$8,800
54
3,
0,
,
The Dove,
Vaimiti
US$67,000
130
3,
0,
,
Vaimiti,
Ree
US$52,000
112
3,
0,
,
Ree,
Pacific Wave
US$16,000
72
3,
0,
,
Pacific Wave,
Melinka
US$21,500
80
3,
0,
,
Melinka,
Marae
US$59,000
108
3,
0,
,
Marae,
Elena
80,000 euros
Elena Image

The elegant ELENA was built in 2009 to the original 1910 drawings by designer Nathaniel G Herreshoff of the record-breaking racing schooner Elena that participated in the 1928 King’s Cup Trans-Atlantic Race from New York to Santander. This luxurious new 55m Elena features modern comforts yet maintains the classical interior reminiscent of a period country home. She is an exciting choice for lovers of large classic yachts. For more information please contact: charters@caribbeansail.com

180
3,
0,
,
Elena,
Marie
US$203,000
180
3,
0,
,
Marie,
Sayang
US$9,800
54
3,
0,
,
Sayang,
Jupiter
US$29,500
100
3,
0,
,
Jupiter,
Dharma
30,000 euros
95
3,
0,
,
Dharma,
Silent Wings
US$12,600
55
3,
0,
,
Silent Wings,
Lush
US$45,000
89
3,
0,
,
Lush,
Chronos
52,000 euros
180
3,
0,
,
Chronos,
Twilight
US$80,000
125
3,
0,
,
Twilight,
Sailing Yachts
The Dove Image
The Dove
Custom-built world-cruising yacht. Two double guest cabins.
Length In Feet: 54
Guests: 4
Crew: 2
Scuba: No
US$8,800
54
3,
0,
,
The Dove,
Vaimiti Image
Vaimiti
Trehard
Length In Feet: 130
Guests: 10
Crew: 5
Scuba: Yes
US$67,000
130
3,
0,
,
Vaimiti,
Ree Image
Ree
Valdettaro
Length In Feet: 112
Guests: 10
Crew: 6
Scuba: No
US$52,000
112
3,
0,
,
Ree,
Pacific Wave Image
Pacific Wave
Yacht Officine Pesaro SRL
Length In Feet: 72
Guests: 6
Crew: 2
Scuba: Yes
US$16,000
72
3,
0,
,
Pacific Wave,
Melinka Image
Melinka
Swan 80
Length In Feet: 80
Guests: 6
Crew: 3
Scuba: No
US$21,500
80
3,
0,
,
Melinka,
Marae Image
Marae
Alloy Yachts
Length In Feet: 108
Guests: 6
Crew: 4
Scuba: No
US$59,000
108
3,
0,
,
Marae,
Elena Image
Elena
The elegant ELENA was built in 2009 to the original 1910 drawings by designer Nathaniel G Herreshoff of the record-breaking racing schooner Elena that participated in the 1928 King’s Cup Trans-Atlantic Race from New York to Santander. ... Read More
Classic Schooner built in 2009 to original Herreshoff plans
Length In Feet: 180
Guests: 8
Crew: 8
Scuba: No
80,000 euros
180
3,
0,
,
Elena,
Marie Image
Marie
Vitters
Length In Feet: 180
Guests: 8
Crew: 8
Scuba: Yes
US$203,000
180
3,
0,
,
Marie,
Sayang Image
Sayang
Jeanneau
Length In Feet: 54
Guests: 8
Crew: 2
Scuba: No
US$9,800
54
3,
0,
,
Sayang,
Jupiter Image
Jupiter
Giorgetti & Magrini ketch. 4 guest cabins: 1 double, 3 twins.
Length In Feet: 100
Guests: 8
Crew: 3
Scuba: No
US$29,500
100
3,
0,
,
Jupiter,
Dharma Image
Dharma
29m Southern Wind sloop. 4 guest cabins: master two double (1 with Pullman) and single cabin.
Length In Feet: 95
Guests: 8
Crew: 4
Scuba: No
30,000 euros
95
3,
0,
,
Dharma,
Silent Wings Image
Silent Wings
16.8m Jeanneau sloop. 2 guest cabins: master, double/twin
Length In Feet: 55
Guests: 4
Crew: 2
Scuba: No
US$12,600
55
3,
0,
,
Silent Wings,
Lush Image
Lush
27.1m Oyster sloop. 4 guest cabins: master and 3 doubles.
Length In Feet: 89
Guests: 8
Crew: 4
Scuba: No
US$45,000
89
3,
0,
,
Lush,
Chronos Image
Chronos
54.6m Staysail Ketch. 13 cabins: master, 10 double, 2 twin.
Length In Feet: 180
Guests: 26
Crew: 8
Scuba: No
52,000 euros
180
3,
0,
,
Chronos,
Twilight Image
Twilight
38.1m Dubois-designed Oyster. 4 cabins: master, 2 double, 1 twin.
Length In Feet: 125
Guests: 8
Crew: 5
Scuba: No
US$80,000
125
3,
0,
,
Twilight,
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