Yacht sailing holidays & skippered tours in Italy
Discover more than 145 sailing holidays in Italy. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.
145
experiences
145
experiences
4.8
Duration:
6 days - 7 nights
Italy:
Northern Sardinia
Give this experience a try!
Starting from
€713
€750
Per person
5.0
Duration:
6 days - 7 nights
Italy:
Tuscany
Give this experience a try!
€867
Per person
4.9
Duration:
6 days - 7 nights
Italy:
Aeolian Islands
Give this experience a try!
€800
Per person
4.7
Duration:
6 days - 7 nights
Italy:
Liguria
Give this experience a try!
€702
€780
Per person
5.0
Duration:
6 days - 7 nights
Italy:
Aegadian islands
+25 travellers
have booked
Starting from
€810
€900
Per person
4.9
Duration:
6 days - 7 nights
Italy:
Aegadian islands
Give this experience a try!
€1,000
Per person
4.6
Duration:
6 days - 7 nights
Italy:
Aeolian Islands
+5 travellers
have booked
Starting from
€999
€1,175
Per person
4.9
Duration:
1 day - 0 nights
Italy:
Lake Maggiore
Give this experience a try!
€130
Per person
5.0
Duration:
6 days - 6 nights
Italy:
Aeolian Islands
+34 travellers
have booked
Starting from
€898
€998
Per person
4.9
Duration:
6 days - 7 nights
Italy:
Northern Sardinia
+30 travellers
have booked
Starting from
€950
Per person
4.8
Duration:
6 days - 7 nights
Italy:
Pontine Islands
+12 travellers
have booked
Starting from
€1,029
Per person
4.9
Duration:
6 days - 7 nights
Italy:
Aegadian islands
+28 travellers
have booked
Starting from
€1,400
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
10888 reviews
A weekend of sailing between Capraia and the island of Elba
03/20/2024
davide C.
-
Italy
Ventotene by sailing boat from Naples
10/16/2023
Manuela M.
Weekend of sea and colors between Ischia, Procida, Vivara and the Phlegraean fields
10/16/2023
Manuela M.
Aeolian Islands in Blue between sea and sky: Sun, sport, music, good food ... The rest is magic!
10/16/2023
Damien B.
-
Switzerland
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