Yacht sailing holidays & skippered tours in Italy
Discover more than 78 sailing holidays in Italy. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.
78
experiences
78
experiences
5.0
Duration:
1 day - 0 nights
Italy:
Liguria
+9 travellers
have booked
€88
€93
Per person
4.9
Duration:
1 day - 0 nights
Italy:
Lake Maggiore
Give this experience a try!
€130
Per person
Duration:
1 day - 0 nights
Italy:
Liguria
Give this experience a try!
€160
Per person
5.0
Duration:
1 day - 0 nights
Italy:
Liguria
+12 travellers
have booked
€126
€140
Per person
5.0
Duration:
1 day - 0 nights
Italy:
Liguria
+6 travellers
have booked
€90
Per person
5.0
Duration:
1 day - 0 nights
Italy:
Liguria
Give this experience a try!
€100
Per person
5.0
Duration:
1 day - 0 nights
Italy:
Lake Garda
+23 travellers
have booked
€99
Per person
5.0
Duration:
1 day - 0 nights
Italy:
Liguria
+11 travellers
have booked
€180
Per person
Duration:
6 days - 6 nights
Italy:
Aeolian Islands
+4 travellers
have booked
Starting from
€600
Per person
4.5
Duration:
3 days - 4 nights
Italy:
Tuscany
Elettra
has booked
€350
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!
€433
Per person
Why book a holiday with Sailsquare?
The world's largest marketplace for sailing holidays
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
10891 reviews
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
Moorings and manoeuvres course - Night Navigation and Signals - Anchorages
04/10/2024
Stefano P.
-
Italy
A weekend of sailing between Capraia and the island of Elba
03/20/2024
davide C.
-
Italy
Customer Support
Do you need support on using the platform or for an online payment? Do you need information or is there something you don't understand? For (almost) any question, we got an answer!
Call us at
+44 2035144220Read our
Contact & SupportLet's talk Sailsquare!
Sailsquare
Secure payments
© 2023 Sailsquare Srl SB • All rights reserved - VAT IT07860990964