Sailboat for rent
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Top trending Sailboats
How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
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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
$2,254
$2,254
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
$1,186
$1,186
Instant Booking
60 sailboats available
How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
Learn more
Marina of Porto Cervo, Porto Cervo, Italy
4.8
(33)
Aperitif at sunset
Owner as skipper
Superowners
Sailboat
3 hours
· For groups of up to 20 people
From
$1,423
$1,423
Instant Booking
Cala Gavetta, La Maddalena
4.8
(33)
The most beautiful sunset of the day, from the sea
Owner as skipper
Superowners
Sailboat
2 hours
30 minutes
· For groups of up to 20 people
From
$1,423
$1,423
Instant Booking
Port de Sanary-Sur-Mer, Sanary-sur-Mer, France
4.9
(77)
Wine tasting towards sunset from Sanary-sur-mer
Skipper included
Superowners
Sailboat
3 hours
· For groups of up to 20 people
Booked 3 times in the last 24h
Fuel included
Flexible cancellation
From
$534
$534
Port de Sanary-Sur-Mer, Sanary-sur-Mer, France
4.9
(77)
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
Booked 4 times in the last 24h
Fuel included
Flexible cancellation
From
$961
$961
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
$2,782
$2,782
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
$1,779
$1,779
Special offer
Instant Booking
Venetian Port, Heraklion, Greece
5.0
(2)
Heraklion: Private Fullday sailing to Dia Island
Skipper included
Superowners
Sailboat
7 hours
· For groups of up to 21 people
Flexible cancellation
From
$1,720
$1,720
Instant Booking
Old Port of Marseille, France
5.0
(2)
Sailing cruise: Château d'If, Calanques & swimming
Skipper included
Superowners
Sailboat
3 hours
· For groups of up to 30 people
Booked 4 times in the last 24h
From
$94
$94
Port Passenger Station, Heraklion, Greece
5.0
(2)
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
$1,174
$1,174
Instant Booking
Lindos, Greece
5.0
(11)
Bays of Paradise:Stegna sea caves to Agathi gold sand
Skipper included
Superowners
Sailboat
6 hours
30 minutes
· For groups of up to 19 people
Booked 3 times in the last 24h
Fuel included
From
$1,068
$1,068
Venetian Port, Heraklion, Greece
5.0
(2)
Sunset Sailing Experience – Dia Marine Area
Skipper included
Superowners
Sailboat
4 hours
30 minutes
· For groups of up to 21 people
Flexible cancellation
From
$1,174
$1,174
Instant Booking
Piso Livadi, Greece
Panteronisia,Blue lagoon, Ag Myron,Tripiti,
With skipper
Superowners
Sailboat
5 hours
· For groups of up to 23 people
From
$1,068
$1,068
Piso Livadi, Greece
PAROS-ANTIPAROS BBQ-PRIVATE-CRUISE
With skipper
Superowners
Sailboat
8 hours
· For groups of up to 23 people
From
$1,246
$1,246
Piso Livadi, Greece
FULL DAY PRIVATE BBQ cruise – NAXOS AND THE SMALL CYCLADES
With skipper
Superowners
Sailboat
8 hours
· For groups of up to 23 people
From
$1,246
$1,246