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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
$2,263
$2,263
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
$1,191
$1,191
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
$1,786
$1,786
Special offer
Instant Booking
Venetian Port, Heraklion, Greece
5.0
(6)
Sunset Dreams: A Magical Evening Cruise to Dia Island
Skipper included
Sailboat
5 hours
30 minutes
· For groups of up to 14 people
Fuel included
From
$941
$941
Venetian Port, Heraklion, Greece
5.0
(6)
Sail into Serenity: A Day Cruise to the Untouched Beauty of Dia Island
Skipper included
Sailboat
5 hours
30 minutes
· For groups of up to 14 people
Booked 1 times in the last 24h
Fuel included
From
$941
$941
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
$584
$584
Special offer
Instant Booking
Venetian Port, Heraklion, Greece
4.9
(20)
Sunset Sailing Cruise to Dia Island from Heraklion
With skipper
Superowners
Sailboat
5 hours
30 minutes
· For groups of up to 14 people
From
$584
$584
Special offer
Instant Booking
Gozo, Malta
A full day of magic in Gozo on a sailboat
Skipper included
Sailboat
8 hours
· For groups of up to 15 people
Flexible cancellation
From
$976
$976
Kolymvari, Greece
5.0
(8)
SAILING CRUISE TO AGIOI THEODOROI ISLAND
With skipper
Superowners
Sailboat
5 hours
· For groups of up to 14 people
Booked 2 times in the last 24h
From
$703
$703
Special offer
Instant Booking
Heraklion, Greece
4.7
(34)
DIA ISLAND LUXURY SAILING CRUISE
With skipper
Superowners
Sailboat
5 hours
30 minutes
· For groups of up to 14 people
Booked 2 times in the last 24h
From
$584
$584
Special offer
Instant Booking
Ponza Port, Via Banchina Nuova, 04027 Ponza LT, Italy
Sailboat tour between Ponza and Parmarola - Lunch included
With skipper
Sailboat
7 hours
30 minutes
· For groups of up to 14 people
Fuel included
Flexible cancellation
From
$1,846
$1,846
Instant Booking