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How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
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Port de Bonifacio, Bonifacio, France
5.0
(15)
Private sailing to the Lavezzi archipelago and Maddalena
Owner as skipper
Superowners
Catamaran
9 hours
· For groups of up to 8 people
From
$1,784
$1,784
Instant Booking
Aeolian Islands, Italy
One day to discover Aeolian Islands: The true Dolce Vita on a sailboat
Skipper included
Sailboat
7 hours
30 minutes
· For groups of up to 10 people
From
$1,174
$1,174
+100 boats available
How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
Learn more
Tropea, Italy
5.0
(8)
Tropea. Exclusive Half-Day Sailing Tour with Aperitif
Skipper included
Superowners
Sailboat
4 hours
· For groups of up to 12 people
Fuel included
From
$1,044
$1,044
Instant Booking
Porto Turistico Domiziano Spa
4.9
(3)
Full-day sailing experience on a sailboat in Porto Santo Stefano
Owner as skipper
Superowners
Sailboat
8 hours
· For groups of up to 6 people
From
$939
$939
Cala Feola, Ponza, Italy
4.8
(45)
Ponza & Palmarola Islands Adventure
Owner as skipper
Superowners
Sailboat
7 hours
· For groups of up to 8 people
From
$939
$939
Instant Booking
Palau, Italy
4.9
(12)
Explore Palau and enjoy a full day of sailing
With skipper
Superowners
Sailboat
9 hours
· For groups of up to 9 people
Flexible cancellation
From
$456
$456
Instant Booking
Ostia, Italy
4.8
(16)
The rhythm of Ostia: Unforgettable moments on a sailboat
Owner as skipper
Superowners
Sailboat
5 hours
· For groups of up to 11 people
From
$939
$939
Pescara, Italy
5.0
(7)
A day to discover Pescara: Pure relaxation on the Italian Riviera
Owner as skipper
Superowners
Sailboat
8 hours
· For groups of up to 7 people
From
$587
$587
Rodi Garganico, Italy
New
Sunset and aperitif on the Gargano sea: pure magic
Skipper included
Catamaran
4 hours
30 minutes
· For groups of up to 12 people
Fuel included
Flexible cancellation
From
$1,878
$1,878
Instant Booking
Trapani, Italy
5.0
(9)
9-hour private sailing trip to Trapani
Owner as skipper
Superowners
Sailboat
9 hours
· For groups of up to 10 people
Flexible cancellation
From
$939
$939
Marina di Grosseto, Italy
5.0
(6)
A day cruise on a beautiful sailboat, sailing through the heart of the Tuscan archipelago.
Owner as skipper
Superowners
Sailboat
9 hours
· For groups of up to 8 people
From
$692
$692
Instant Booking
Porto di Pescara, Pescara, Italy
5.0
(7)
Enjoy a day at sea in Pescara on a sailboat
Owner as skipper
Superowners
Sailboat
8 hours
30 minutes
· For groups of up to 10 people
From
$763
$763
Rodi Garganico, Italy
New
Be enchanted by a lunch on a gulet in the Gargano
Skipper included
Gulet
9 hours
· For groups of up to 18 people
Fuel included
Flexible cancellation
From
$2,253
$2,253
Instant Booking
Marina di Cala Capra, Palau, Italy
5.0
(4)
La Maddalena Archipelago: A Paradise in Sardinia
Skipper included
Superowners
Catamaran
7 hours
30 minutes
· For groups of up to 12 people
Fuel included
From
$2,570
$2,570
Porto San Paolo, Sardinia, Italy
5.0
(13)
Exclusive day trip to Porto San Paolo, Sardinia
Owner as skipper
Sailboat
8 hours
· For groups of up to 8 people
Flexible cancellation
From
$821
$821
Instant Booking
Rodi Garganico, Italy
New
A day on a catamaran with lunch on board among coves and caves
Skipper included
Catamaran
9 hours
· For groups of up to 12 people
Fuel included
Flexible cancellation
From
$3,450
$3,450
Instant Booking