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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
$2,192
$2,192
Marina Vela Barcelona, Barcelona, Spain
4.9
(36)
2-hour Barcelona Sailing Experience
With skipper
Superowners
Sailboat
2 hours
· For groups of up to 15 people
Booked 3 times in the last 30 days
Flexible cancellation
From
$185
$185
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
Vannes, France
4.8
(4)
The best of Vannes is on the water: your full private day on a sailboat
Skipper included
Superowners
Sailboat
8 hours
· For groups of up to 14 people
Fuel included
Flexible cancellation
From
$1,442
$1,442
Heraklion, Greece
4.7
(34)
DIA ISLAND LUXURY SAILING SUNSET CRUISE
With skipper
Superowners
Sailboat
5 hours
30 minutes
· For groups of up to 14 people
From
$565
$565
Special offer
Instant Booking
Marina di Villa Igiea, Palermo, Italy
5.0
(5)
Palermo from the Sea on a Luxury Yacht, Exclusive Tour - Eight Hours Sailing Between Mondello, Capo Gallo, and Isola delle Femmine
Skipper included
Superowners
Sailboat
6 hours
· For groups of up to 18 people
Fuel included
From
$2,296
$2,296
Special offer
Instant Booking
Kolymvari, Greece
5.0
(10)
SAILING CRUISE TO AGIOI THEODOROI ISLAND
With skipper
Superowners
Sailboat
5 hours
· For groups of up to 14 people
Booked 3 times in the last 30 days
From
$681
$681
Special offer
Instant Booking
Venetian Port, Heraklion, Greece
5.0
(25)
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 3 times in the last 30 days
From
$612
$612
Special offer
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
$935
$935
Special offer
Port de Sanary-Sur-Mer, Sanary-sur-Mer, France
4.9
(79)
Day of discovery of the islands and wild coves departing from Sanary-sur-Mer
Skipper included
Sailboat
7 hours
· For groups of up to 20 people
Booked 2 times in the last 30 days
Fuel included
Flexible cancellation
From
$935
$935
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
$3,346
$3,346
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 2 times in the last 30 days
From
$91
$91