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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
Super owner
Sailboat
7 hours
· For groups of up to 23 people
Flexible cancellation
From
£1,683
£1,683
Venetian Port, Heraklion, Greece
4.9
(21)
Morning Sailing Adventure to Dia Island from Heraklion
With skipper
Super owner
Sailboat
5 hours
30 minutes
· For groups of up to 14 people
Booked 2 times in the last 24h
From
£434
£434
Discount offer
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
4.7
(3)
The best of Vannes is on the water: your full private day on a sailboat
Skipper included
Super owner
Sailboat
8 hours
· For groups of up to 14 people
Fuel included
Flexible cancellation
From
£1,107
£1,107
Marina di Villa Igiea, Palermo, Italy
5.0
(4)
Sunset Aperitif at Villa Igiea - Four Hours Sailing along the Palermo Coast
Skipper included
Super owner
Sailboat
3 hours
· For groups of up to 18 people
Fuel included
From
£1,142
£1,142
Instant Booking
Vieux Port de Saint-Tropez, Saint-Tropez, France
5.0
(1)
Full day aboard the Hermitage
Skipper included
Super owner
Sailboat
9 hours
· For groups of up to 16 people
Fuel included
Flexible cancellation
From
£3,188
£3,188
Instant Booking
Heraklion, Greece
4.7
(34)
DIA ISLAND LUXURY SAILING SUNSET CRUISE
With skipper
Super owner
Sailboat
5 hours
30 minutes
· For groups of up to 14 people
From
£434
£434
Discount offer
Instant Booking
Kolymvari, Greece
5.0
(10)
SAILING CRUISE TO AGIOI THEODOROI ISLAND
With skipper
Super owner
Sailboat
5 hours
· For groups of up to 14 people
Booked 2 times in the last 24h
From
£523
£523
Discount offer
Instant Booking
Old Port of Corfu, Corfu, Greece
4.8
(2)
Hidden Bays of North East Corfu – Full Day Discovery
Skipper included
Super owner
Sailboat
10 hours
· For groups of up to 16 people
Fuel included
From
£2,568
£2,568
Venetian Port, Heraklion, Greece
5.0
(24)
Private Sunset Trip to Dia island on a luxurious sailing yacht
With skipper
Super owner
Sailboat
5 hours
30 minutes
· For groups of up to 16 people
Booked 2 times in the last 24h
From
£531
£531
Discount offer
Ornos, Greece
5.0
(49)
Bachelor Party Cruise
Skipper included
Super owner
Sailboat
5 hours
· For groups of up to 18 people
Fuel included
From
£593
£593
Instant Booking
Port of Milos, Milos, Greece
4.8
(1)
Milos: Private luxury sailing to Kleftiko bay with Mediterranean Cuisine
With skipper
Super owner
Sailboat
5 hours
30 minutes
· For groups of up to 20 people
From
£1,328
£1,328
Discount offer
Instant Booking