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
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
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39 sailboats available
How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
Learn more
Gustavia, Saint Barthélemy
5.0
(9)
Private Day Cruise - Discover Saint Barthélémy by Sailboat
With skipper
Sailboat
10 hours
30 minutes
· For groups of up to 6 people
Fuel included
Flexible cancellation
From
$651
$651
Simpson Bay, Sint Maarten
5.0
(1)
Full-day sailboat rental in Simpson Bay
Skipper included
Superowners
Sailboat
8 hours
· For groups of up to 10 people
Fuel included
From
$1,242
$1,242
Marina Fort Louis, Marigot, Saint-Martin
Spend a 9h sailing around Marigot on a sailboat
Skipper included
Superowners
Sailboat
9 hours
· For groups of up to 6 people
Fuel included
From
$4,164
$4,164
Marigot, Saint Martin
4.9
(13)
Full-day sailing trip in Marigot on a sailboat
Owner as skipper
Superowners
Sailboat
9 hours
· For groups of up to 4 people
Fuel included
From
$473
$473
Saint Barthélemy
Relax in Saint Barthélemy: 9h of sun on a sailboat
With skipper
Superowners
Sailboat
9 hours
· For groups of up to 10 people
From
$1,183
$1,183
