Yacht sailing holidays & skippered tours in Italy
Discover more than 196 sailing holidays in Italy. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.
196
experiences
196
experiences
4.0
Duration:
6 days - 7 nights
Italy:
Northern Sardinia
+108 travellers
have booked
Starting from
€1,986
€2,090
Per person
4.8
Duration:
6 days - 6 nights
Italy:
Tuscany
+2 travellers
have booked
€1,099
Per person
5.0
Duration:
6 days - 7 nights
Italy:
Southern Sardinia
Give this experience a try!
€850
Per person
4.5
Duration:
6 days - 7 nights
Italy:
Aeolian Islands
+6 travellers
have booked
Starting from
€560
Per person
5.0
Duration:
6 days - 6 nights
Italy:
Aeolian Islands
+6 travellers
have booked
€790
Per person
Duration:
6 days - 7 nights
Italy:
Aeolian Islands
+12 travellers
have booked
Starting from
€990
€1,100
Per person
4.8
Duration:
6 days - 7 nights
Italy:
Aegadian islands
+2 travellers
have booked
€1,300
Per person
4.0
Duration:
6 days - 7 nights
Italy:
Northern Sardinia
+7 travellers
have booked
Starting from
€775
Per person
Duration:
6 days - 7 nights
Italy:
Aeolian Islands
+2 travellers
have booked
€1,750
Per person
5.0
Duration:
6 days - 7 nights
Italy:
Aeolian Islands
+6 travellers
have booked
Starting from
€660
Per person
4.8
Duration:
6 days - 7 nights
Italy:
Aeolian Islands
+12 travellers
have booked
Starting from
€969
€1,020
Per person
4.0
Duration:
7 days - 7 nights
Italy:
Pontine Islands
Give this experience a try!
Starting from
€800
Per person
Why book a holiday with Sailsquare?
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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.
Find out before you book who's waiting for you on board
Find out more about the skipper and travellers who have already booked the holiday, to find out more about the
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
10908 reviews
April 25th long weekend in Bastia
05/6/2024
Lisa V.
-
Italy
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
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