Sailing Class
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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.
Learn more
Porto di Siracusa, Syracuse, Italy
5.0
(8)
Catamaran cruise: discover Ortigia and Plemmirio.
With skipper
Catamaran
6 hours
· For groups of up to 16 people
Fuel included
Flexible cancellation
From
$2,098
$2,098
Marina di Grosseto, Italy
New
Argentario Coast Tour with a Stop in Talamone
Skipper included
RIB
7 hours
· For groups of up to 30 people
Fuel included
Flexible cancellation
From
$1,319
$1,319
Instant Booking
Marina di Grosseto, Italy
New
Cala di Forno Experience – Caves and Crystal-Clear Sea
Skipper included
RIB
5 hours
· For groups of up to 30 people
Fuel included
Flexible cancellation
From
$1,079
$1,079
Instant Booking
72 experiences available
How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
Learn more
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
$767
$767
Special offer
Instant Booking
Port of Otranto, Otranto, Italy
New
Salento Tour: Crystal-Clear Sea, Snorkeling, and Aperitif on Board
Skipper included
RIB
8 hours
· For groups of up to 12 people
Fuel included
From
$2,530
$2,530
Porto of Cala Gonone, Gonone, Italy
5.0
(11)
Full Day Boat Trip: 7 Hours of Pure Bliss in the Gulf of Orosei (D34)
Skipper included
Motorboat
7 hours
· For groups of up to 12 people
Fuel included
From
$2,098
$2,098
Port of Otranto, Otranto, Italy
New
Essence of Salento: A Relaxing and Adventure Boat Trip
Skipper included
RIB
5 hours
· For groups of up to 12 people
Fuel included
From
$1,715
$1,715
Port of Giardini Naxos, Messina, Italy
4.7
(8)
Full Day Catamaran Tour – Discover the Sicilian Coast
Skipper included
Motorboat
9 hours
· For groups of up to 1 people
Fuel included
Flexible cancellation
From
$2,998
$2,998
Instant Booking
Positano Marina, Positano, Italy
4.9
(3)
Full Capri Boat Tour – Explore the Wonders of Capri Island
With skipper
Motorboat
8 hours
· For groups of up to 8 people
Flexible cancellation
From
$240
$240
Instant Booking
Tropea, Italy
Sea Adventure with Snorkeling and Aperitif
Skipper included
Super owner
RIB
3 hours
· For groups of up to 30 people
Fuel included
Flexible cancellation
From
$719
$719
Instant Booking
Port of Giardini Naxos, Messina, Italy
4.7
(8)
Sicilian Dream Escape – Half Day Catamaran Tour Along the Taormina Coast
Skipper included
Motorboat
4 hours
· For groups of up to 1 people
Fuel included
Flexible cancellation
From
$2,158
$2,158
Instant Booking
Port of Giardini Naxos, Messina, Italy
Sicilian Serenity – Half Day Coastal Cruise
Skipper included
RIB
4 hours
· For groups of up to 14 people
Fuel included
Flexible cancellation
From
$1,439
$1,439
Instant Booking
Porto Mirabello, La Spezia, Italy
5.0
(5)
Half Day of Wonder: Snorkeling between Palmaria, Tino and Tinetto FUEL INCLUDED / SKIPPER 200
With skipper
Motorboat
3 hours
· For groups of up to 8 people
Flexible cancellation
From
$240
$240
Special offer
Instant Booking
Pontile, Italy
Coastal Bliss – Dolphin Watching and Sicilian Wonders
Skipper included
Motorboat
2 hours
30 minutes
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$600
$600
Instant Booking
Porto Cesareo, Italy
New
Exclusive dinghy excursion, secret bays & crystal-clear sea in Porto Cesareo
With skipper
RIB
3 hours
30 minutes
· For groups of up to 5 people
Fuel included
Flexible cancellation
From
$600
$600
Molo Trapezoidale, Palermo, Italy
4.8
(1)
Sikelia Private - Private Sailing Yacht in Palermo with Premium Services and a Chef on Board
Skipper included
Sailboat
8 hours
· For groups of up to 12 people
Fuel included
From
$1,799
$1,799
Instant Booking
Bellano, Italy
New
Vela Experience – Sail on Lake Como in Total Relaxation
Skipper included
Sailboat
2 hours
· For groups of up to 4 people
Fuel included
Flexible cancellation
From
$384
$384
Instant Booking
Port of Sorrento, Sorrento, Italy
5.0
(23)
Capri Tour from Sorrento
Skipper included
Super owner
Motorboat
8 hours
30 minutes
· For groups of up to 11 people
Fuel included
From
$2,158
$2,158
Instant Booking