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Rent a Sailboat in Simpson Bay

Add dates to find your ideal boat for the best price
Top trending Sailboats in Simpson Bay
How we rank results
Sint Maarten
New

Hanse - 418 | 9 people

(2020)
Skipper optional
Sailboats
9 people · 3 cabins · 9 berths · 12 m

From
$688
 / day

Marigot
4.9
(12)

Kirie - Feeling - 446 | 4 people

(1989)
Skipper optional
Super owner
Sailboats
4 people · 3 cabins · 4 berths · 14 m
Fuel included

From
$482
 / day

Ganztägiger Segelbootverleih in der Simpson Bay
Ganztägiger Segelbootverleih in der Simpson Bay
Ganztägiger Segelbootverleih in der Simpson Bay
Ganztägiger Segelbootverleih in der Simpson Bay
Ganztägiger Segelbootverleih in der Simpson Bay
Simpson Bay, Sint Maarten
5.0
(1)

Ganztägiger Segelbootverleih in der Simpson Bay

Skipper included
Super owner
Sailboat
8 hours · For groups of up to 10 people
Fuel included

From
$1,266

43 sailboats available
How we rank results
Marigot
New

- Moorings 41.3 | 7 people

(2024)
Skipper optional
Super owner
Sailboats
7 people · 3 cabins · 7 berths · 12 m

From
$542
 / day

Special offer
Marigot
New

- Moorings 42.3 | 7 people

(2024)
Skipper optional
Super owner
Sailboats
7 people · 3 cabins · 7 berths · 12 m

From
$573
 / day

Special offer
Marigot
New

Chantier naval aixois - Ketch | 10 people

(1989)
Skipper mandatory
Sailboats
10 people · 2 cabins · 6 berths · 12 m

From
$517
 / day

Marigot, Marigot Port
4.3
(7)

Beneteau - First 38 | 12 people

(1984)
With Skipper
Sailboats
12 people · 3 cabins · 8 berths · 12 m
Fuel included
Flexible cancellation

From
$568
 / day

Saint Martin
0.0
(0)

BENETEAU - OCEANIS 51.1 | 12 people

(2019)
Skipper optional
Sailboats
12 people · 6 cabins · 12 berths · 15.9 m

From
$521
 / day

Saint Martin
0.0
(1)

BENETEAU - OCEANIS 48 | 4 people

(2011)
Skipper optional
Sailboats
4 people · 4 cabins · 8 berths · 15 m

From
$861
 / day

Saint Martin
4.7
(2)

Jeanneau - Sun Odyssey 45.2 | 4 people

(2003)
Skipper mandatory
Sailboats
4 people · 3 cabins · 5 berths · 13.8 m

From
$362
 / day

Saint Martin
0.0
(0)

Dufour Yachts - Dufour 460 GL Liberty | 10 people

(2018)
Skipper optional
Sailboats
10 people · 4 cabins · 10 berths · 14.2 m

From
$415
 / day

Saint Martin
5.0
(1)

Jeanneau - Sun Odyssey 40 | 6 people

(2003)
With Skipper
Sailboats
6 people · 3 cabins · 6 berths · 12 m
Fuel included

From
$86
 / day

Marigot
5.0
(3)

Jeanneau - 53 | 8 people

(2011)
Without captain
Sailboats
8 people · 2 cabins · 4 berths · 16 m
Fuel included

From
$86
 / day

Gustavia
New

Hanse - 445 | 8 people

(2013)
With Skipper
Sailboats
8 people · 3 cabins · 8 berths · 13.4 m
Flexible cancellation

From
$1,205
 / day

Gustavia
New

Bavaria - Bavaria45 cruiser | 4 people

(2010)
With Skipper
Sailboats
4 people · 2 cabins · 4 berths · 14.3 m
Fuel included

From
$964
 / day

Saint Barthélemy
0.0
(0)

Beneteau - First 40.7 | 10 people

(2008)
Skipper mandatory
Super owner
Sailboats
10 people · 3 cabins · 10 berths · 12.9 m
Fuel included

From
$1,033
 / day

Saint Barthélemy
5.0
(4)

JEANNEAU - SUN ODYSSEY 52.2 | 2 people

(2001)
Skipper optional
Super owner
Sailboats
2 people · 3 cabins · 6 berths · 15 m

From
$999
 / day

Entspannung in Saint-Barthélemy: 9 Stunden Sonne auf einem Segelboot
Entspannung in Saint-Barthélemy: 9 Stunden Sonne auf einem Segelboot
Entspannung in Saint-Barthélemy: 9 Stunden Sonne auf einem Segelboot
Entspannung in Saint-Barthélemy: 9 Stunden Sonne auf einem Segelboot
Entspannung in Saint-Barthélemy: 9 Stunden Sonne auf einem Segelboot
Entspannung in Saint-Barthélemy: 9 Stunden Sonne auf einem Segelboot
Entspannung in Saint-Barthélemy: 9 Stunden Sonne auf einem Segelboot
Saint Barthélemy

Entspannung in Saint-Barthélemy: 9 Stunden Sonne auf einem Segelboot

With skipper
Super owner
Sailboat
9 hours · For groups of up to 10 people

From
$1,205

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