Yacht sailing holidays & skippered tours in Italy
Discover more than 131 sailing holidays in Italy. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.
131
experiences
131
experiences
4.9
Duration:
1 day - 0 nights
Italy:
Lake Maggiore
Give this experience a try!
€130
Per person
4.9
Duration:
6 days - 7 nights
Italy:
Northern Sardinia
+49 travellers
have booked
Starting from
€730
Per person
5.0
Duration:
6 days - 7 nights
Italy:
Tuscany
+3 travellers
have booked
€638
€750
Per person
5.0
Duration:
6 days - 6 nights
Italy:
Aeolian Islands
Give this experience a try!
€630
Per person
5.0
Duration:
6 days - 6 nights
Italy:
Aeolian Islands
+13 travellers
have booked
Starting from
€561
€590
Per person
5.0
Duration:
6 days - 7 nights
Italy:
Northern Sardinia
Give this experience a try!
€1,300
Per person
5.0
Duration:
6 days - 6 nights
Italy:
Aeolian Islands
+54 travellers
have booked
Starting from
€590
Per person
4.6
Duration:
6 days - 7 nights
Italy:
Northern Sardinia
+14 travellers
have booked
Starting from
€600
Per person
Duration:
6 days - 7 nights
Italy:
Puglia
Give this experience a try!
€699
Per person
5.0
Duration:
6 days - 7 nights
Italy:
Tuscany
+59 travellers
have booked
Starting from
€1,100
Per person
5.0
Duration:
6 days - 6 nights
Italy:
Northern Sardinia
+35 travellers
have booked
€940
Per person
5.0
Duration:
1 day - 0 nights
Italy:
Liguria
+12 travellers
have booked
€126
€140
Per person
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80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.
Get onboard solo, with your family or your friends
Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.
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Sailing holidays that suit all budgets
On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.
Reviews - Yacht sailing holidays & skippered tours in Italy
10907 reviews
25 April - 4 days sailing between La Maddalena and Bonifacio
05/3/2024
Bart S.
-
Spain
Sailing, early sun and aperitif at sunset ... What else?
05/3/2024
Cristiana L.
-
Italy
May 1st on Elba - Stewardess on board -3 Cab./ 3 Bathrooms
05/2/2024
susanna s.
-
Italy
25 April - Whale watching expedition with WWF researcher in Liguria
05/2/2024
Rossella D.
-
Italy
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