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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
$686
 / day

Marigot
New

- Moorings 464PC | 8 people

(2026)
Skipper optional
Super owner
Sailboats
8 people · 4 cabins · 8 berths · 14 m
Special offer
Marigot
New

- Moorings 42.3 | 7 people

(2024)
Skipper optional
Super owner
Sailboats
7 people · 3 cabins · 7 berths · 12 m
Special offer
28 sailboats available
How we rank results
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
$566
 / day

Saint Martin
0.0
(0)

Jeanneau - Sun Loft 47 monocat | 13 people

(2020)
Skipper optional
Sailboats
13 people · 7 cabins · 13 berths · 14 m

From
$382
 / day

Saint Martin
0.0
(1)

BENETEAU - OCEANIS 48 | 4 people

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

From
$1,374
 / 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
$413
 / day

Marigot
New

- Moorings 464PC | 8 people

(2024)
Skipper optional
Super owner
Sailboats
8 people · 4 cabins · 8 berths · 14 m

From
$1,478
 / day

Special offer
Marigot
New

- Moorings 44.3 | 7 people

(2024)
Skipper optional
Super owner
Sailboats
7 people · 3 cabins · 7 berths · 13 m
Special offer
Marigot
New

- Moorings 44.3 | 7 people

(2025)
Skipper optional
Super owner
Sailboats
7 people · 3 cabins · 7 berths · 13 m
Special offer
Saint Martin
0.0
(0)

DUFOUR - 460 GL with watermaker | 12 people

(2019)
Skipper optional
Sailboats
12 people · 5 cabins · 10 berths · 14.2 m

From
$457
 / day

Marigot
New

- Moorings 46.3 | 8 people

(2024)
Skipper optional
Super owner
Sailboats
8 people · 3 cabins · 8 berths · 14 m

From
$655
 / day

Special offer
Marigot
0.0
(0)

Beneteau - Oceanis 38 | 8 people

(2014)
Skipper optional
Super owner
Sailboats
8 people · 3 cabins · 7 berths · 11 m

From
$344
 / day

Special offer
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
$519
 / day

Marigot
New

- Sunsail 44 SO | 10 people

(2022)
Without captain
Super owner
Sailboats
10 people · 4 cabins · 10 berths · 13 m
Special offer
Gustavia
New

Hanse - 445 | 8 people

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

From
$1,202
 / 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
$1,030
 / day

Saint Barthélemy
New

Poncin Yacht - Harmony 52 | 12 people

(2007)
Skipper optional
Super owner
Sailboats
12 people · 5 cabins · 10 berths · 16 m
Flexible cancellation

From
$1,030
 / day

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