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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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Porto Arenella, Palermo, Italy
4.8
(37)
Exclusive 8-hour sailing excursion in Palermo
Owner as skipper
Superowners
Sailboat
8 hours
· For groups of up to 7 people
Booked 2 times in the last 30 days
From
$446
$446
Instant Booking
Marina di Capri, Capri, Italy
4.9
(2)
Discovering Capri
With skipper
Sailboat
8 hours
· For groups of up to 6 people
Flexible cancellation
From
$579
$579
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
Marina di Grosseto, Province of Grosseto, Italy
5.0
(9)
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
Booked 5 times in the last 30 days
From
$425
$425
Instant Booking
Marina di Cala Capra, Palau, Italy
5.0
(43)
Exclusive day trip to Palau, Maddalena archipelago
Owner as skipper
Sailboat
8 hours
· For groups of up to 8 people
Booked 2 times in the last 30 days
Flexible cancellation
From
$632
$632
Instant Booking
57025 Baratti, Province of Livorno, Italy
4.6
(14)
9 hours of sailing along the coast of Baratti
Owner as skipper
Sailboat
9 hours
· For groups of up to 8 people
Flexible cancellation
From
$517
$517
Instant Booking
Marina di Sant'Elmo, Cagliari, Italy
5.0
(2)
Devil's Saddle Excursion – 4-Hour Sailing Tour in Cagliari
Skipper included
Superowners
Sailboat
4 hours
· For groups of up to 12 people
Fuel included
Flexible cancellation
From
$805
$805
Special offer
Instant Booking
Marina di Sant'Elmo, Cagliari, Italy
5.0
(2)
Devil's Saddle Excursion – A Day Boat Trip Along the Cagliari Coast
Skipper included
Superowners
Sailboat
8 hours
· For groups of up to 12 people
Fuel included
Flexible cancellation
From
$1,149
$1,149
Special offer
Instant Booking
Agropoli, SA, Italy
New
Sailing, Silence, and Nature — Eight Hours from Agropoli to Punta Licosa and Ogliastro Marina
Skipper included
Sailboat
8 hours
· For groups of up to 12 people
From
$1,034
$1,034
Instant Booking
00042 Anzio, Metropolitan City of Rome Capital, Italy
5.0
(3)
9 hours aboard ANT A L I A, an ancient schooner to discover Anzio and its surroundings.
Owner as skipper
Sailboat
9 hours
· For groups of up to 13 people
From
$1,379
$1,379
Instant Booking
Cala dell'Acqua, Ponza, Italy
4.8
(1)
Half-day sailing trip in Ponza: coves and crystal-clear waters
Owner as skipper
Superowners
Sailboat
4 hours
· For groups of up to 10 people
From
$690
$690
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
$2,287
$2,287
Special offer
Instant Booking
Agropoli, SA, Italy
New
Sunset Aperitif in Cilento — Two Hours Sailing Between Sauco Bay and Trentova
Skipper included
Sailboat
2 hours
· For groups of up to 12 people
From
$460
$460
Instant Booking