Yacht sailing holidays & skippered tours in Italy
Discover more than 177 sailing holidays in Italy. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.
177
experiences
177
experiences
5.0
Duration:
1 day - 0 nights
Italy:
Liguria
Give this experience a try!
€180
Per person
4.9
Duration:
7 days - 6 nights
Italy:
Tuscany
Give this experience a try!
€583
Per person
4.9
Duration:
3 days - 3 nights
Italy:
Tuscany
+6 travellers
have booked
€333
€350
Per person
4.5
Duration:
4 days - 3 nights
Italy:
Pontine Islands
Give this experience a try!
Starting from
€362
Per person
5.0
Duration:
4 days - 3 nights
Italy:
Pontine Islands
+8 travellers
have booked
Starting from
€438
Per person
4.9
Duration:
3 days - 3 nights
Italy:
Tuscany
+14 travellers
have booked
€280
Per person
4.9
Duration:
4 days - 3 nights
Italy:
Pontine Islands
+2 travellers
have booked
€470
Per person
4.9
Duration:
4 days - 3 nights
Italy:
Pontine Islands
+10 travellers
have booked
Starting from
€362
Per person
5.0
Duration:
4 days - 3 nights
Italy:
Pontine Islands
+2 travellers
have booked
Starting from
€500
Per person
5.0
Duration:
7 days - 6 nights
Italy:
Aegadian islands
+68 travellers
have booked
€1,311
€1,380
Per person
5.0
Duration:
7 days - 7 nights
Italy:
Aeolian Islands
Give this experience a try!
€1,400
Per person
5.0
Duration:
3 days - 3 nights
Italy:
Pontine Islands
Give this experience a try!
Starting from
€480
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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