Yacht sailing holidays & skippered tours in Italy
Discover more than 185 sailing holidays in Italy. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.
185
experiences
185
experiences
Duration:
1 day - 0 nights
Italy:
Northern Sardinia
Give this experience a try!
€70
Per person
5.0
Duration:
1 day - 0 nights
Italy:
Lake Garda
+38 travellers
have booked
Starting from
€129
Per person
4.5
Duration:
1 day - 0 nights
Italy:
Northern Sardinia
Give this experience a try!
€125
Per person
4.9
Duration:
7 days - 6 nights
Italy:
Tuscany
Give this experience a try!
Starting from
€583
Per person
5.0
Duration:
3 days - 3 nights
Italy:
Tuscany
+35 travellers
have booked
€390
Per person
4.3
Duration:
6 days - 6 nights
Italy:
Pontine Islands
+6 travellers
have booked
€790
Per person
4.3
Duration:
6 days - 6 nights
Italy:
Pontine Islands
+24 travellers
have booked
€1,390
Per person
5.0
Duration:
3 days - 2 nights
Italy:
Pontine Islands
+10 travellers
have booked
€525
Per person
4.5
Duration:
3 days - 2 nights
Italy:
Pontine Islands
Give this experience a try!
€420
Per person
4.9
Duration:
3 days - 2 nights
Italy:
Pontine Islands
+10 travellers
have booked
€437
Per person
5.0
Duration:
3 days - 2 nights
Italy:
Pontine Islands
+27 travellers
have booked
€475
Per person
4.9
Duration:
1 day - 0 nights
Italy:
Liguria
+58 travellers
have booked
€90
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
10893 reviews
Easter on the Island of Elba
04/22/2024
Antonios S.
-
Italy
Trekking and sailing weekend on the island of Elba
04/22/2024
Sara C.
-
Italy
Luxury sailing in the Gulf of Poets
04/15/2024
Antonio C.
-
Italy
Veleggiata verso il farò di Cecina con Aperitivo a bordo
04/11/2024
maurizio r.
-
Italy
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