Yacht sailing holidays & skippered tours in Italy
Discover more than 148 sailing holidays in Italy. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.
148
experiences
148
experiences
4.9
Duration:
5 days - 4 nights
Italy:
Aeolian Islands
Give this experience a try!
€382
Per person
Duration:
4 days - 3 nights
Italy:
Amalfi Coast
Give this experience a try!
€750
Per person
4.9
Duration:
5 days - 4 nights
Italy:
Northern Sardinia
Give this experience a try!
€525
Per person
5.0
Duration:
4 days - 4 nights
Italy:
Tuscany
Give this experience a try!
€365
Per person
4.8
Duration:
4 days - 4 nights
Italy:
Liguria
Give this experience a try!
€449
Per person
4.8
Duration:
3 days - 4 nights
Italy:
Aegadian islands
+17 travellers
have booked
€350
Per person
5.0
Duration:
3 days - 4 nights
Italy:
Aegadian islands
+11 travellers
have booked
Starting from
€400
Per person
4.5
Duration:
2 days - 2 nights
Italy:
Tuscany
+2 travellers
have booked
€280
Per person
4.9
Duration:
3 days - 2 nights
Italy:
Tuscany
+4 travellers
have booked
€265
Per person
4.9
Duration:
7 days - 6 nights
Italy:
Tuscany
Give this experience a try!
€400
Per person
5.0
Duration:
3 days - 2 nights
Italy:
Pontine Islands
+27 travellers
have booked
€265
Per person
4.9
Duration:
3 days - 2 nights
Italy:
Pontine Islands
+3 travellers
have booked
Starting from
€240
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.
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
10899 reviews
Long weekend in Capraia and North Corsica
04/30/2024
Marcello O.
-
Italy
Trekking & Sailing Experience 25 Aprile tra Elba e Capraia - 2 barche
04/30/2024
luca f.
-
Italy
Spring long deck by catamaran in Cinque Terre
04/29/2024
Marco S.
-
Italy
Long weekend of April 25 in Elba, Corsica and Capraia
04/29/2024
Paolo G.
-
Italy
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