Sailing Class
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.
Learn more
Pescara, Italy
5.0
(6)
One day to discover Pescara: Pure relaxation on the Italian blue
Owner as skipper
Super owner
Sailboat
8 hours
· For groups of up to 7 people
From
$598
$598
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
$598
$598
Instant Booking
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
$395
$395
+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
Marina di Grosseto, Italy
5.0
(5)
A day cruise on a beautiful sailboat, sailing through the heart of the Tuscan archipelago.
Owner as skipper
Super owner
Sailboat
9 hours
· For groups of up to 8 people
From
$598
$598
Instant Booking
Marina di Villa Igiea, Palermo, Italy
4.8
(29)
Private 8h sailing trip in Palermo
Owner as skipper
Super owner
Sailboat
8 hours
· For groups of up to 7 people
From
$464
$464
Instant Booking
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
$598
$598
Instant Booking
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
$598
$598
Instant Booking
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
$574
$574
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
$479
$479
Sanremo, Italy
4.9
(6)
Enjoy a full day of sailing in Sanremo on a sailboat
Owner as skipper
Super owner
Sailboat
9 hours
· For groups of up to 8 people
From
$778
$778
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
$1,017
$1,017
Baratti, Italy
4.5
(13)
9h of sailing along the coast of Baratti
Owner as skipper
Sailboat
9 hours
· For groups of up to 8 people
Flexible cancellation
From
$539
$539
Instant Booking
Marina Dorica, Ancona, Italy
4.9
(26)
Enjoy a day at sea in Ancona on a sailboat
Owner as skipper
Super owner
Sailboat
8 hours
· For groups of up to 6 people
Fuel included
From
$427
$427
Port Gaio, Gallipoli, Italiy
4.8
(3)
July 22nd Tour special price
Owner as skipper
Motorboat
8 hours
· For groups of up to 11 people
Flexible cancellation
From
$574
$574
Special offer
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
$658
$658
Special offer
Instant Booking
Marina di Arbatax
New
Full Day Charter – Swim, Relax & Explore
Owner as skipper
Sailboat
8 hours
· For groups of up to 10 people
Fuel included
Flexible cancellation
From
$1,436
$1,436
Special offer
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
$1,197
$1,197
Arbatax, Italy
4.9
(5)
One day to discover Arbatax: The true Dolce Vita on a sailboat
Owner as skipper
Sailboat
8 hours
30 minutes
· For groups of up to 8 people
Fuel included
From
$1,616
$1,616