Help

Currency

Rent a Sailing boats in Simpson Bay

Add dates to find your ideal boat for the best price
Top trending boats in Simpson Bay
How we rank results
Sint Maarten
4.8
(1)

Lagoon - 51 | 10 people

(2025)
Skipper mandatory
Catamarans
10 people · 6 cabins · 12 berths · 15.5 m

From
$3,949
 / day

Sint Maarten
4.8
(2)

Sunreef - 50 "Libertà" | 10 people

(2021)
Skipper mandatory
Super owner
Catamarans
10 people · 5 cabins · 10 berths · 15.2 m

From
$3,537
 / day

Special offer
Sint Maarten
New

Hanse - 418 | 9 people

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

From
$686
 / day

65 boats available
How we rank results
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

Sint Maarten
0.0
(0)

Bali - CATANA - Bali 4.5 | 10 people

(2018)
Skipper optional
Catamarans
10 people · 6 cabins · 10 berths · 13.6 m

From
$429
 / day

Sint Maarten
New

Foutaine Pajot - Samana 59 | 10 people

(2024)
With Skipper
Super owner
Catamarans
10 people · 6 cabins · 10 berths · 18 m

From
$6,438
 / day

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

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, Marina Fort Louis, Marigot
New

Lagoon - Lagoon 42 | 12 people

(2020)
Skipper optional
Catamarans
12 people · 4 cabins · 12 berths · 12 m
Special offer
Philipsburg, ACI Marina Trogir
New

Fountaine Pajot - Fountaine Pajot Aura 51 - 6 cab | 12 people

(2025)
Skipper optional
Catamarans
12 people · 8 cabins · 16 berths · 15 m
Sint Maarten
New

Lagoon - 42 | 20 people

(2025)
With Skipper
Catamarans
20 people · 4 cabins · 10 berths · 13 m
Fuel included

From
$2,060
 / day

Instant Booking
Marigot, Marina Fort Louis, Marigot
New

Lagoon - Lagoon 52F - 6 cab | 14 people

(2019)
Skipper mandatory
Catamarans
14 people · 6 cabins · 14 berths · 15 m

From
$1,763
 / day

Special offer
Marigot, Marina Fort Louis, Marigot
New

Lagoon - Lagoon 42 | 12 people

(2017)
Skipper optional
Catamarans
12 people · 4 cabins · 12 berths · 12 m

From
$1,494
 / day

Special offer
Saint Martin
New

Catana Group - Bali Catsmart - 4 + 2 cab. | 10 people

(2024)
Skipper optional
Catamarans
10 people · 6 cabins · 10 berths · 11 m

From
$434
 / day

Marigot
New

- Lagoon 46 | 12 people

(2020)
Skipper optional
Catamarans
12 people · 4 cabins · 12 berths · 13 m
Special offer
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

1
2
3
4