Sailboat Tour in Italy
Add dates to find your ideal boat for the best price
Top trending experiences in Italy
How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
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Marina di Olbia, Olbia, Italy
New
Exclusive day trip to Olbia, Sardinia
Owner as skipper
Sailboat
8 hours
· For groups of up to 8 people
Flexible cancellation
From
$607
$607
Instant Booking
Aeolian Islands, Italy
4.9
(14)
Discover Aeolian Islands on a full-day sailing trip
Owner as skipper
Super owner
Sailboat
9 hours
· For groups of up to 8 people
From
$486
$486
Marina di Cala Capra, Palau, Italy
New
Exclusive day trip to Palau, Maddalena archipelago
Owner as skipper
Sailboat
8 hours
· For groups of up to 8 people
Flexible cancellation
From
$607
$607
Instant Booking
+100 experiences available
How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
Learn more
Porto of Cala Gonone, Gonone, Italy
New
Exclusive day trip to Cala Gonone, Sardinia
Owner as skipper
Sailboat
8 hours
· For groups of up to 8 people
Flexible cancellation
From
$607
$607
Instant Booking
Golfo Aranci, Italy
4.9
(8)
Discover Tavolara and dolphins tours
Skipper included
Super owner
Sailboat
9 hours
· For groups of up to 8 people
Fuel included
From
$1,215
$1,215
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
$1,215
$1,215
Instant Booking
Castellammare di Stabia, Italy
5.0
(17)
Capri, Sorrento Coast, from Castellammare, full-day scenic sailboat trip
Owner as skipper
Super owner
Sailboat
10 hours
30 minutes
· For groups of up to 6 people
From
$777
$777
Special offer
Instant Booking
Marina di Villa Igiea, Palermo, Italy
4.8
(28)
Private 8h sailing trip in Palermo
Owner as skipper
Super owner
Sailboat
8 hours
· For groups of up to 7 people
From
$471
$471
Instant Booking
Brindisi, Italy
5.0
(3)
Half Day: Sea Breeze: Brindisi, a Sailing Dream
Owner as skipper
Super owner
Sailboat
4 hours
· For groups of up to 6 people
Fuel included
Flexible cancellation
From
$789
$789
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
$1,215
$1,215
Instant Booking
Porto di Castellammare di Stabia
5.0
(13)
Private Tour of Capri and the Sorrento Coast with Aperitif
Owner as skipper
Super owner
Sailboat
7 hours
· For groups of up to 6 people
From
$668
$668
Special offer
Marina di Grosseto, Italy
5.0
(8)
Sailing and Relaxing: Discover Giglio, Elba, Cala di Forno, and Le Formiche. Four guests.
Owner as skipper
Sailboat
7 hours
30 minutes
· For groups of up to 2 people
Fuel included
Flexible cancellation
From
$583
$583
Port Gaio, Gallipoli, Italiy
4.8
(3)
Afternoon Sailing in Salento: Tailor-Made Navigation aboard the Vagabond Ketch 47
Owner as skipper
Motorboat
6 hours
· For groups of up to 11 people
Fuel included
Flexible cancellation
From
$607
$607
Port Gaio, Gallipoli, Italiy
4.8
(3)
Sea and Wind in Salento: An Exclusive Day aboard the Vagabond Ketch 47
Owner as skipper
Motorboat
8 hours
· For groups of up to 11 people
Fuel included
Flexible cancellation
From
$729
$729
Palermo, Italy
5.0
(15)
Spend a 6h sailing around Palermo on a sailboat
Owner as skipper
Super owner
Sailboat
6 hours
· For groups of up to 8 people
Fuel included
From
$607
$607
Brindisi, Italy
5.0
(3)
Full Day: Infinite Horizon: The Soul of Brindisi in Vela
Owner as skipper
Super owner
Sailboat
8 hours
· For groups of up to 6 people
Fuel included
Flexible cancellation
From
$1,032
$1,032
Brenzone sul Garda, Italy
Enjoy a full day of sailing in Brenzone sul Garda on a sailboat
With skipper
Super owner
Sailboat
9 hours
· For groups of up to 7 people
From
$401
$401
Port of Monopoli, Monopoli, Italy
5.0
(5)
Enjoy a day at sea in Monopoli on a sailboat
Owner as skipper
Super owner
Sailboat
11 hours
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$547
$547