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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
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
+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
Super owner
Sailboat
5 hours
30 minutes
· For groups of up to 20 people
From
£1,328
£1,328
Discount offer
Instant Booking
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
Ornos, Greece
5.0
(49)
Private Sunset Cruise
Skipper included
Super owner
Sailboat
3 hours
· For groups of up to 18 people
Fuel included
From
£487
£487
Instant Booking
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
£1,948
£1,948
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 4 times in the last 24h
Fuel included
Flexible cancellation
From
£717
£717
Discount offer
Port de Sanary-Sur-Mer, Sanary-sur-Mer, France
4.9
(79)
Wine tasting towards sunset from Sanary-sur-mer
Skipper included
Sailboat
3 hours
· For groups of up to 20 people
Booked 3 times in the last 24h
Fuel included
Flexible cancellation
From
£399
£399
Milos, Greece
Sail the Whole Island Half a Day: Kleftiko, Poliegos & Milos Coastline
Skipper included
Super owner
Sailboat
6 hours
· For groups of up to 22 people
Fuel included
From
£1,151
£1,151
Cadaqués, Spain
5.0
(5)
Full-day sailing trip to Cadaqués
Skipper included
Super owner
Sailboat
7 hours
· For groups of up to 35 people
Fuel included
From
£2,077
£2,077