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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
$448
$448
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
$582
$582
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
Porto di Pescara, Pescara, Italy
4.9
(10)
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
Booked 5 times in the last 30 days
From
$577
$577
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
$2,296
$2,296
Special offer
Instant Booking
Province of Pescara, Italy
5.0
(12)
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
Booked 5 times in the last 30 days
From
$577
$577
Ostia, Metropolitan City of Rome Capital, Italy
4.8
(17)
The rhythm of Ostia: Unforgettable moments on a sailboat
Owner as skipper
Superowners
Sailboat
5 hours
· For groups of up to 11 people
From
$923
$923
Base Nautica Flavio Gioia, Gaeta, Italy
4.9
(3)
Sailing Experience from Gaeta to Sperlonga – aboard MAY BE
Owner as skipper
Superowners
Sailboat
8 hours
· For groups of up to 5 people
Fuel included
Flexible cancellation
From
$808
$808
Castellammare di Stabia, Metropolitan City of Naples, Italy
5.0
(17)
Capri, Sorrento Coast, from Castellammare, full-day scenic sailboat trip
Owner as skipper
Superowners
Sailboat
10 hours
30 minutes
· For groups of up to 6 people
From
$1,131
$1,131
Special offer
Molo Trapezoidale, Palermo, Italy
4.8
(5)
Sikelia Experience - Experience the Sea of Palermo: Sailing Experience with Gourmet Lunch or Dinner
Skipper included
Superowners
Sailboat
6 hours
· For groups of up to 12 people
Booked 3 times in the last 30 days
Fuel included
From
$1,015
$1,015
20217 Saint-Florent, France
5.0
(38)
Set your course for joy: a full day of authentic sailing in Saint-Florent on a sailboat
Owner as skipper
Superowners
Sailboat
7 hours
· For groups of up to 11 people
Booked 5 times in the last 30 days
Fuel included
Flexible cancellation
From
$81
$81
Porto di Castellammare di Stabia
5.0
(27)
Sorrento by sailboat: the peninsula's caves and coves
Owner as skipper
Superowners
Sailboat
8 hours
· For groups of up to 6 people
From
$923
$923