Charter sailboats

CHARTER SAILBOATS

The classic way of sailing

If you prefer a more old-school experience, you'll be sure to love a sailboat! Rely on the basics and the wind, the sea will be yours.

Break the water and cut the waves with your sailboat, the boat par excellence!

Clear waters, a gentle breeze, and island hopping with a thrill of adventure? Have it all by visiting the most heavenly places in the Mediterranean, the Indian Ocean, or the Caribbean at your own pace. Traveling with your private sailboat is undoubtedly the best way to live your fantasy and satisfy your wanderlust. Different models, manufacturers, dimensions, with or without a skipper, brand new or refit…
Whichever vessel from our extensive list suits you best, the allure of an authentic experience on the water and a unique sense of freedom will make your vacation even better while exploring the best cruising grounds.

Rent Sailboats in Caribbean

Available 269 Sailboats

Sun Odyssey 519-1

-20%

Sun Odyssey 519-2

-20%

Sun Odyssey 519-3

-20%

Sun Odyssey 519-4

-20%

Sun Odyssey 519-5

-20%

Sun Odyssey 519-6

-20%

Sun Odyssey 519-7

-20%

Sun Odyssey 519-8

-20%

Sun Odyssey 519-9

-20%

Sun Odyssey 519-10

-20%

Sun Odyssey 519-11

-20%

Sun Odyssey 519-12

-20%

1/8

Sun Odyssey 519

2018 | Sailboat

Saint Thomas, United States Virgin Islands,
Caribbean

Online Booking
From $ 9,512,
$ 7,610
$ 585 / 13
Prices/Week
6
3
13
Sun Odyssey 389-1

-30%

Sun Odyssey 389-2

-30%

Sun Odyssey 389-3

-30%

Sun Odyssey 389-4

-30%

Sun Odyssey 389-5

-30%

Sun Odyssey 389-6

-30%

Sun Odyssey 389-7

-30%

Sun Odyssey 389-8

-30%

Sun Odyssey 389-9

-30%

Sun Odyssey 389-10

-30%

1/8

Sun Odyssey 389

2019 | Sailboat

Tortola, British Virgin Islands,
Caribbean

Online Booking
From $ 4,268,
$ 2,988
$ 498 / 6
Prices/Week
2
1
6
Sun Loft 47-1

-20%

Sun Loft 47-2

-20%

Sun Loft 47-3

-20%

Sun Loft 47-4

-20%

Sun Loft 47-5

-20%

Sun Loft 47-6

-20%

Sun Loft 47-7

-20%

Sun Loft 47-8

-20%

Sun Loft 47-9

-20%

Sun Loft 47-10

-20%

Sun Loft 47-11

-20%

Sun Loft 47-12

-20%

Sun Loft 47-13

-20%

Sun Loft 47-14

-20%

Sun Loft 47-15

-20%

1/8

Sun Loft 47

2020 | Sailboat

Pointe a Pitre, Guadeloupe,
Caribbean

Online Booking
From $ 8,945,
$ 7,156
$ 550 / 13
Prices/Week
7
4
13
Sun Odyssey 44 DS-1

-30%

Sun Odyssey 44 DS-2

-30%

Sun Odyssey 44 DS-3

-30%

Sun Odyssey 44 DS-4

-30%

Sun Odyssey 44 DS-5

-30%

Sun Odyssey 44 DS-6

-30%

Sun Odyssey 44 DS-7

-30%

Sun Odyssey 44 DS-8

-30%

Sun Odyssey 44 DS-9

-30%

Sun Odyssey 44 DS-10

-30%

Sun Odyssey 44 DS-11

-30%

Sun Odyssey 44 DS-12

-30%

Sun Odyssey 44 DS-13

-30%

Sun Odyssey 44 DS-14

-30%

Sun Odyssey 44 DS-15

-30%

Sun Odyssey 44 DS-16

-30%

Sun Odyssey 44 DS-17

-30%

Sun Odyssey 44 DS-18

-30%

Sun Odyssey 44 DS-19

-30%

Sun Odyssey 44 DS-20

-30%

1/8

Sun Odyssey 44 DS

2018 | Sailboat

Tortola, British Virgin Islands,
Caribbean

Online Booking
From $ 5,689,
$ 3,982
$ 796 / 5
Prices/Week
2
2
5
Seawind 1260-1
Seawind 1260-2
Seawind 1260-3
Seawind 1260-4
Seawind 1260-5
Seawind 1260-6
Seawind 1260-7
Seawind 1260-8
Seawind 1260-9
Seawind 1260-10
Seawind 1260-11
Seawind 1260-12
Seawind 1260-13
Seawind 1260-14

1/8

Seawind 1260

2019 | Sailboat

Ribishi, Saint Vincent and the Grenadines,
Caribbean

Online Booking
$ 12,313
$ 1,539 / 8
Prices/Week
4
4
8
Sun Odyssey 449-1

-20%

Sun Odyssey 449-2

-20%

Sun Odyssey 449-3

-20%

Sun Odyssey 449-4

-20%

Sun Odyssey 449-5

-20%

Sun Odyssey 449-6

-20%

Sun Odyssey 449-7

-20%

Sun Odyssey 449-8

-20%

Sun Odyssey 449-9

-20%

1/8

Sun Odyssey 449

2018 | Sailboat

Antigua, Antigua and Barbuda,
Caribbean

Online Booking
From $ 8,945,
$ 7,156
$ 716 / 10
Prices/Week
4
2
10
Dufour 460-1

-15%

Dufour 460-2

-15%

Dufour 460-3

-15%

Dufour 460-4

-15%

Dufour 460-5

-15%

Dufour 460-6

-15%

1/8

Dufour 460

2020 | Sailboat

Le Marin, Martinique,
Caribbean

Online Booking
From $ 7,260,
$ 6,171
$ 514 / 12
Prices/Week
5
3
12
Dufour 412-1

-20%

Dufour 412-2

-20%

Dufour 412-3

-20%

Dufour 412-4

-20%

Dufour 412-5

-20%

Dufour 412-6

-20%

Dufour 412-7

-20%

Dufour 412-8

-20%

Dufour 412-9

-20%

Dufour 412-10

-20%

Dufour 412-11

-20%

Dufour 412-12

-20%

Dufour 412-13

-20%

Dufour 412-14

-20%

Dufour 412-15

-20%

Dufour 412-16

-20%

Dufour 412-17

-20%

Dufour 412-18

-20%

1/8

Dufour 412

2018 | Sailboat

Antigua, Antigua and Barbuda,
Caribbean

Online Booking
From $ 6,161,
$ 4,929
$ 616 / 8
Prices/Week
3
2
8
Sun Loft 47-1

-15%

Sun Loft 47-2

-15%

Sun Loft 47-3

-15%

Sun Loft 47-4

-15%

Sun Loft 47-5

-15%

Sun Loft 47-6

-15%

Sun Loft 47-7

-15%

Sun Loft 47-8

-15%

Sun Loft 47-9

-15%

Sun Loft 47-10

-15%

Sun Loft 47-11

-15%

Sun Loft 47-12

-15%

Sun Loft 47-13

-15%

Sun Loft 47-14

-15%

Sun Loft 47-15

-15%

1/8

Sun Loft 47

2020 | Sailboat

Pointe a Pitre, Guadeloupe,
Caribbean

Online Booking
From $ 7,260,
$ 6,171
$ 475 / 13
Prices/Week
7
4
13
Oceanis 51.1-1

-20%

Oceanis 51.1-2

-20%

Oceanis 51.1-3

-20%

Oceanis 51.1-4

-20%

Oceanis 51.1-5

-20%

Oceanis 51.1-6

-20%

Oceanis 51.1-7

-20%

1/8

Oceanis 51.1

2019 | Sailboat

Ribishi, Saint Vincent and the Grenadines,
Caribbean

Online Booking
From $ 11,076,
$ 8,861
$ 738 / 12
Prices/Week
6
3
12
Oceanis 51.1-1

-20%

Oceanis 51.1-2

-20%

Oceanis 51.1-3

-20%

Oceanis 51.1-4

-20%

Oceanis 51.1-5

-20%

Oceanis 51.1-6

-20%

Oceanis 51.1-7

-20%

1/8

Oceanis 51.1

2019 | Sailboat

Antigua, Antigua and Barbuda,
Caribbean

Online Booking
From $ 11,076,
$ 8,861
$ 738 / 12
Prices/Week
6
3
12

Do you want to start planning your sailing vacation?

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