Sailboat for rent
Add dates to find your ideal boat for the best price
Top trending Sailboats
How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
Learn more
Lindos, Greece
5.0
(17)
Aegean Treasures: From Lindos to Haraki
Skipper included
Superowners
Sailboat
6 hours
30 minutes
· For groups of up to 22 people
Fuel included
From
$997
$997
Tourlos Mykonos
Full-Day Sailing cruise: Up to 23 guests
With skipper
Superowners
Sailboat
7 hours
· For groups of up to 23 people
Flexible cancellation
From
$2,229
$2,229
65 sailboats available
How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
Learn more
Port of Milos, Milos, Greece
4.8
(1)
Milos: Private luxury sailing to Kleftiko bay with Mediterranean Cuisine
With skipper
Superowners
Sailboat
5 hours
30 minutes
· For groups of up to 20 people
From
$1,760
$1,760
Special offer
Marina di Rimini, Rimini, Italia
5.0
(1)
Riviera Romagnola Full Day by Boat
With skipper
Superowners
Sailboat
8 hours
· For groups of up to 20 people
Flexible cancellation
From
$939
$939
Instant Booking
Port de Sanary-Sur-Mer, Sanary-sur-Mer, France
4.9
(72)
Day of discovery of the islands and wild coves departing from Sanary-sur-Mer
Skipper included
Superowners
Sailboat
7 hours
· For groups of up to 20 people
Fuel included
Flexible cancellation
From
$950
$950
Port de Sanary-Sur-Mer, Sanary-sur-Mer, France
4.9
(72)
Wine tasting towards sunset from Sanary-sur-mer
Skipper included
Superowners
Sailboat
3 hours
· For groups of up to 20 people
Fuel included
Flexible cancellation
From
$528
$528
Venetian Port, Heraklion, Greece
5.0
(1)
Sunset Sailing Experience – Dia Marine Area
Skipper included
Superowners
Sailboat
4 hours
30 minutes
· For groups of up to 21 people
Flexible cancellation
From
$1,161
$1,161
Instant Booking
Venetian Port, Heraklion, Greece
5.0
(1)
Heraklion: Private Fullday sailing to Dia Island
Skipper included
Superowners
Sailboat
7 hours
· For groups of up to 21 people
Flexible cancellation
From
$1,701
$1,701
Instant Booking
Cadaqués, Spain
5.0
(5)
Full-day sailing trip to Cadaqués
Skipper included
Superowners
Sailboat
7 hours
· For groups of up to 35 people
Fuel included
From
$2,751
$2,751
Pantanassa, Greece
5.0
(1)
Private Coastal Sailing Playtime – Pantanassa
Skipper included
Superowners
Sailboat
3 hours
· For groups of up to 21 people
Flexible cancellation
From
$1,349
$1,349
Instant Booking
Lindos, Greece
5.0
(17)
Bay of Beauty: Lindos to Navarone Escape
Skipper included
Superowners
Sailboat
3 hours
· For groups of up to 22 people
Fuel included
From
$645
$645
Port Passenger Station, Heraklion, Greece
5.0
(1)
Morning or Sunset Adventure with Dufour 52
Skipper included
Superowners
Sailboat
4 hours
30 minutes
· For groups of up to 21 people
Flexible cancellation
From
$1,161
$1,161
Instant Booking