Family sailing cruises yacht sailing holidays & tours in Italy
Discover more than 37 opportunities to get on board a Family sailing cruises adventure in Italy. A unique experience with a local skipper, starting at €350 a week.
37
experiences
37
experiences
5.0
Duration:
7 days - 7 nights
Italy:
Aeolian Islands
114 travellers
Starting from
€585
€650
Per person
5.0
Super!
Duration:
7 days - 7 nights
Italy:
Aegadian islands
95 travellers
Starting from
€675
€750
Per person
4.6
Duration:
3 days - 3 nights
Italy:
Liguria
3 travellers
€419
€441
Per person
4.6
Duration:
5 days - 4 nights
Italy:
Pontine Islands
2 travellers
€499
€525
Per person
4.6
Duration:
3 days - 3 nights
Italy:
Liguria
15 travellers
Starting from
€389
€409
Per person
4.6
Duration:
4 days - 4 nights
Italy:
Liguria
11 travellers
Starting from
€529
€557
Per person
4.6
Duration:
6 days - 6 nights
Italy:
Liguria
Give this experience a try!
€959
€1,009
Per person
5.0
Duration:
7 days - 7 nights
Italy:
Aeolian Islands
43 travellers
Starting from
€829
€873
Per person
4.6
Duration:
4 days - 4 nights
Italy:
Naples & Amalfi Coast
Give this experience a try!
€509
€536
Per person
4.6
Duration:
6 days - 6 nights
Italy:
Naples & Amalfi Coast
Give this experience a try!
€959
€1,009
Per person
4.6
Duration:
6 days - 7 nights
Italy:
Tuscany
38 travellers
Starting from
€989
€1,041
Per person
4.6
Duration:
6 days - 6 nights
Italy:
Tuscany
18 travellers
Starting from
€929
€978
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 - Family sailing cruises yacht sailing holidays & tours in Italy
91 reviews
Capri LightBlue and Positano BluSKy
04/14/2025
Stella A.
-
Argentina
On board with the chef at the Egadi Islands
01/23/2025
Alex P.
Long weekend of whale watching with WWF guide between Golfo Paradiso and Gulf of Tigullio
09/27/2024
Sara M.
-
Italy
Long weekend of whale watching with WWF guide between Golfo Paradiso and Gulf of Tigullio
09/25/2024
Sara H.
-
Italy
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