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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
$2,228
$2,228
Marina di Villa Igiea, Palermo, Italy
5.0
(4)
Sunset Aperitif at Villa Igiea - Four Hours Sailing along the Palermo Coast
Skipper included
Superowners
Sailboat
3 hours
· For groups of up to 18 people
Fuel included
From
$1,513
$1,513
Instant Booking
+100 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
$1,759
$1,759
Special offer
Instant Booking
Vieux Port de Saint-Tropez, Saint-Tropez, France
5.0
(1)
Full day aboard the Hermitage
Skipper included
Superowners
Sailboat
9 hours
· For groups of up to 16 people
Fuel included
Flexible cancellation
From
$4,222
$4,222
Instant Booking
Venetian Port, Heraklion, Greece
5.0
(24)
Private Sunset Trip to Dia island on a luxurious sailing yacht
With skipper
Superowners
Sailboat
5 hours
30 minutes
· For groups of up to 16 people
Booked 2 times in the last 24h
From
$704
$704
Special offer
Old Port of Corfu, Corfu, Greece
4.8
(2)
Hidden Bays of North East Corfu – Full Day Discovery
Skipper included
Superowners
Sailboat
10 hours
· For groups of up to 16 people
Fuel included
From
$3,401
$3,401
Venetian Port, Heraklion, Greece
4.9
(15)
Private Full Day Trip to Dia Island on a luxurious sailing yacht
With skipper
Superowners
Sailboat
8 hours
30 minutes
· For groups of up to 16 people
From
$1,067
$1,067
Special offer
Piso Livadi, Greece
Piso Livadi to Antiparos: Blue Lagoon & Beyond
Skipper included
Sailboat
8 hours
· For groups of up to 18 people
Fuel included
From
$2,580
$2,580
Benitses Marina, Corfu, Greece
4.8
(2)
Blue Lagoon & Syvota Waters – Full Day Cruise
Skipper included
Superowners
Sailboat
7 hours
30 minutes
· For groups of up to 16 people
Fuel included
From
$3,518
$3,518
Benitses Marina, Corfu, Greece
4.8
(2)
Paxos and Antipaxos Getaway – Full Day by Boat
Skipper included
Superowners
Sailboat
10 hours
· For groups of up to 16 people
Fuel included
From
$4,457
$4,457