Sailboat charter and rental in Caribbean Islands
96 boats available in Caribbean Islands
From €2,100 per week, departing from Road Town, Marigot and Martinique.
Sailing yacht
The Pink Pearl
Admiralty Bay, St. Vincent and the Grenadines
3 cabins
6 guests
14.98 m
2007
From
€725 / day
€5.077 / week
+ extras €563
View
−31%
Early booking
Sailing yacht
Silly Shark (GND)
St. George's, Grenada
4 cabins
10 guests
13.13 m
2009
From
€300 / day
€2.100 / week
campaign week €1.779
+ extras €310
View
Sailing yacht
LITTLE WING
Martinique, Martinique
3 cabins
6 guests
10.86 m
2023
From
€461 / day
€3.230 / week
+ extras €280
View
Sailing yacht
CARIBBEAN DANDY
Martinique, Martinique
3 cabins
6 guests
11.8 m
2019
Electric toilets
From
€631 / day
€4.420 / week
+ extras €320
View
New
Sailing yacht
Windward Spirit
St Vincent, St. Vincent and the Grenadines
4 cabins
8 guests
16.75 m
2003
Air conditioning
From
€929 / day
€6.500 / week
+ extras €500
View
New
New
Sailing yacht
Sailing Freedom
Puerto Lindo, Portobelo, Panama
4 cabins
8 guests
19.2 m
2008
Bathing platform
Air conditioning
Price on request
View
−10%
Early booking
New
Sailing yacht
Moorings 42.3 Exclusive
Marigot, St. Martin (French)
3 cabins
7 guests
12.87 m
2024
From
€414 / day
€2.899 / week
campaign week €4.499
View
Sailing yacht
Moorings 46.3 Club
Castries, Saint Lucia
3 cabins
8 guests
14.6 m
2022
From
€880 / day
€6.157 / week
+ extras €531
View
−10%
Special offer
New
Sailing yacht
Moorings 41.3 Exclusive
Road Town, British Virgin Islands
3 cabins
7 guests
12.75 m
2024
Bathing platform
Air conditioning
From
€603 / day
€4.222 / week
campaign week €5.845
+ extras €531
View
−10%
Special offer
New
Sailing yacht
Moorings 41.3 Exclusive Plus
Road Town, British Virgin Islands
3 cabins
7 guests
12.75 m
2025
Bathing platform
Air conditioning
From
€603 / day
€4.222 / week
campaign week €5.613
+ extras €531
View
−10%
Special offer
New
Sailing yacht
Moorings 41.3 Exclusive
Road Town, British Virgin Islands
3 cabins
7 guests
12.75 m
2025
Bathing platform
Air conditioning
From
€603 / day
€4.222 / week
campaign week €5.845
+ extras €531
View
−10%
Special offer
Sailing yacht
Moorings 46.3 Exclusive
Road Town, British Virgin Islands
3 cabins
8 guests
14.6 m
2023
From
€679 / day
€4.755 / week
campaign week €4.724
+ extras €531
View
−10%
Early booking
New
Sailing yacht
Moorings 44.3 Exclusive
Road Town, British Virgin Islands
3 cabins
7 guests
13.91 m
2024
Bathing platform
Air conditioning
Electric toilets
From
€719 / day
€5.032 / week
campaign week €5.349
+ extras €531
View
−10%
Early booking
Sailing yacht
Moorings 42.3 Club
Road Town, British Virgin Islands
3 cabins
7 guests
12.87 m
2022
From
€476 / day
€3.329 / week
campaign week €3.329
+ extras €531
View
−10%
Special offer
New
Sailing yacht
Moorings 41.3 Exclusive
Road Town, British Virgin Islands
3 cabins
7 guests
12.75 m
2025
Bathing platform
Air conditioning
From
€603 / day
€4.222 / week
campaign week €5.794
+ extras €531
View
−10%
Special offer
Sailing yacht
Moorings 42.3 Club
Antigua, Antigua and Barbuda
3 cabins
7 guests
12.87 m
2022
From
€539 / day
€3.772 / week
campaign week €4.724
+ extras €531
View
−10%
Special offer
Sailing yacht
Moorings 46.3 Club
Road Town, British Virgin Islands
3 cabins
8 guests
14.6 m
2022
From
€679 / day
€4.755 / week
campaign week €4.724
+ extras €531
View
−10%
Special offer
New
Sailing yacht
Moorings 42.3 Exclusive
Road Town, British Virgin Islands
3 cabins
8 guests
12.43 m
2024
From
€539 / day
€3.772 / week
campaign week €4.867
+ extras €531
View
Sailing yacht
Moorings 52.4 Club
Road Town, British Virgin Islands
4 cabins
10 guests
15.94 m
2022
From
€597 / day
€4.182 / week
+ extras €531
View
Sailing yacht
Blue Bird
Admiralty Bay, St. Vincent and the Grenadines
13.6 m (44.6 ft)
4 cab
8 guests
2010
Bathing platform
From
€600 / day
€4.197 / week
+ extras €556
Deposit €1,833
Sailing yacht
The Pink Pearl
Admiralty Bay, St. Vincent and the Grenadines
14.98 m (49.1 ft)
3 cab
6 guests
2007
From
€725 / day
€5.077 / week
+ extras €563
Deposit €2,750
−31%
Early booking
From
€300 / day
€2.100 / week
campaign week €1.779
+ extras €310
Deposit €3,200
From
€461 / day
€3.230 / week
+ extras €280
Deposit €4,000
Sailing yacht
CARIBBEAN DANDY
Martinique, Martinique
11.8 m (38.7 ft)
3 cab
6 guests
2019
Electric toilets
From
€631 / day
€4.420 / week
+ extras €320
Deposit €5,000
From
€461 / day
€3.230 / week
+ extras €280
Deposit €4,000
New
From
€677 / day
€4.740 / week
+ extras €340
Deposit €6,000
Sailing yacht
Windward Spirit
St Vincent, St. Vincent and the Grenadines
16.75 m (55.0 ft)
4 cab
8 guests
2003
Air conditioning
From
€929 / day
€6.500 / week
+ extras €500
Deposit €5,000
New
Sailing yacht
Spicy Rum
St Vincent, St. Vincent and the Grenadines
10.77 m (35.3 ft)
3 cab
6 guests
2024
From
€443 / day
€3.099 / week
+ extras €500
Deposit €5,000
New
Sailing yacht
Spicy Rum
St Vincent, St. Vincent and the Grenadines
10.77 m (35.3 ft)
3 cab
6 guests
2024
From
€537 / day
€3.757 / week
+ extras €7,170
Deposit €5,237
Sailing yacht
Sailing Freedom
Puerto Lindo, Portobelo, Panama
19.2 m (63.0 ft)
4 cab
8 guests
2008
Bathing platform
Air conditioning
Price on request
Deposit €2,000
−10%
Early booking
New
Sailing yacht
Moorings 42.3 Exclusive
Marigot, St. Martin (French)
12.87 m (42.2 ft)
3 cab
7 guests
2024
From
€414 / day
€2.899 / week
campaign week €4.499
Deposit €5,865
From
€880 / day
€6.157 / week
+ extras €531
Deposit €5,865
−10%
Special offer
New
Sailing yacht
Moorings 41.3 Exclusive
Road Town, British Virgin Islands
12.75 m (41.8 ft)
3 cab
7 guests
2024
Bathing platform
Air conditioning
From
€603 / day
€4.222 / week
campaign week €5.845
+ extras €531
Deposit €5,865
−10%
Special offer
New
Sailing yacht
Moorings 41.3 Exclusive Plus
Road Town, British Virgin Islands
12.75 m (41.8 ft)
3 cab
7 guests
2025
Bathing platform
Air conditioning
From
€603 / day
€4.222 / week
campaign week €5.613
+ extras €531
Deposit €5,865
−10%
Special offer
New
Sailing yacht
Moorings 41.3 Exclusive
Road Town, British Virgin Islands
12.75 m (41.8 ft)
3 cab
7 guests
2025
Bathing platform
Air conditioning
From
€603 / day
€4.222 / week
campaign week €5.845
+ extras €531
Deposit €5,865
−10%
Special offer
Sailing yacht
Moorings 46.3 Exclusive
Road Town, British Virgin Islands
14.6 m (47.9 ft)
3 cab
8 guests
2023
From
€679 / day
€4.755 / week
campaign week €4.724
+ extras €531
Deposit €5,865
−10%
Early booking
New
Sailing yacht
Moorings 44.3 Exclusive
Road Town, British Virgin Islands
13.91 m (45.6 ft)
3 cab
7 guests
2024
Bathing platform
Air conditioning
Electric toilets
From
€719 / day
€5.032 / week
campaign week €5.349
+ extras €531
Deposit €5,865
−10%
Early booking
Sailing yacht
Moorings 42.3 Club
Road Town, British Virgin Islands
12.87 m (42.2 ft)
3 cab
7 guests
2022
From
€476 / day
€3.329 / week
campaign week €3.329
+ extras €531
Deposit €5,865
−10%
Special offer
New
Sailing yacht
Moorings 41.3 Exclusive
Road Town, British Virgin Islands
12.75 m (41.8 ft)
3 cab
7 guests
2025
Bathing platform
Air conditioning
From
€603 / day
€4.222 / week
campaign week €5.794
+ extras €531
Deposit €5,865
−10%
Special offer
From
€539 / day
€3.772 / week
campaign week €4.724
+ extras €531
Deposit €5,865
−10%
Special offer
Sailing yacht
Moorings 46.3 Club
Road Town, British Virgin Islands
14.6 m (47.9 ft)
3 cab
8 guests
2022
From
€679 / day
€4.755 / week
campaign week €4.724
+ extras €531
Deposit €5,865
−10%
Special offer
New
Sailing yacht
Moorings 42.3 Exclusive
Road Town, British Virgin Islands
12.43 m (40.8 ft)
3 cab
8 guests
2024
From
€539 / day
€3.772 / week
campaign week €4.867
+ extras €531
Deposit €5,865
Sailing yacht
Moorings 52.4 Club
Road Town, British Virgin Islands
15.94 m (52.3 ft)
4 cab
10 guests
2022
From
€597 / day
€4.182 / week
+ extras €531
Deposit €6,885
About the fleet in Caribbean Islands
The fleet in Caribbean Islands is made up of 96 sailing yachts.
Most boats here are sailing yachts, averaging 13.5 metres.
Weekly prices start in the €1,500 – €3,000 range, where 9 boats are listed.
Boats sleep between 6 and 10 guests, with cabins up to 5.
The most common size band is 13 – 16 m, with 50 boats.
2 boats can be chartered with a skipper; 94 are available bareboat.
Demand peaks in Dec: 88% of the fleet already has at least one booking that month, while 12 boats are still completely open.
Fleet breakdown
Sailing yachts
96 boats
avg 13.5 m
· from €2,100
Weekly price ranges
€1,500 – €3,000
9 boats
€3,000 – €6,000
78 boats
€6,000 – €12,000
8 boats
Boat sizes
10 – 13 m
44 boats
13 – 16 m
50 boats
16 – 20 m
2 boats
Most common models here
- Dufour Yachts Dufour 41 19 boats · from €2,760
- Dufour Yachts Dufour 44 15 boats · from €2,999
- Beneteau Oceanis 46.1 14 boats · from €3,779
- Beneteau Oceanis 40.1 13 boats · from €2,609
- Beneteau Oceanis 461 6 boats · from €2,881
- Moorings 42.3 4 boats · from €3,689
- Jeanneau Sun Odyssey 440 4 boats · from €2,609
- Jeanneau Sun Odyssey 410 3 boats · from €2,320
Availability by month
Sep
84%
15 free
Oct
79%
20 free
Nov
81%
18 free
Dec
88%
12 free
Jan
75%
24 free
Feb
58%
40 free
Mar
51%
47 free
Apr
54%
44 free
May
28%
69 free
Jun
26%
71 free
Jul
27%
70 free
Aug
27%
70 free
Share of the fleet that already holds at least one booking that month.
Frequently asked questions
How many boats are available in Caribbean Islands?
96 boats are listed in Caribbean Islands: 96 sailing yachts.
How much does it cost to charter a boat in Caribbean Islands?
Weekly rates start in the €1,500 – €3,000 range. Most boats fall between €1,500 – €3,000 (9), €3,000 – €6,000 (78) and €6,000 – €12,000 (8).
How many people can these boats accommodate?
Boats in Caribbean Islands sleep between 6 and 10 guests, with up to 5 cabins.
When is the best time to book for Caribbean Islands?
Demand peaks in Dec, when 88% of the fleet already holds at least one booking and only 12 boats are still completely open. Booking earlier gives a wider choice.
Do I need a licence to charter in Caribbean Islands?
94 boats can be chartered bareboat, which requires a valid licence. 2 can be booked with a professional skipper, so no licence is needed.