Yacht sailing holidays & skippered tours in Italy
Discover more than 137 sailing holidays in Italy. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.
137
experiences
137
experiences
4.9
Duration:
2 days - 2 nights
Italy:
Liguria
Give this experience a try!
€275
Per person
5.0
Duration:
3 days - 4 nights
Italy:
Aegadian islands
+11 travellers
have booked
Starting from
€400
Per person
5.0
Duration:
2 days - 2 nights
Italy:
Tuscany
+2 travellers
have booked
Starting from
€290
Per person
4.2
Duration:
2 days - 2 nights
Italy:
Liguria
+5 travellers
have booked
Starting from
€250
Per person
4.4
Duration:
2 days - 1 night
Italy:
Liguria
+6 travellers
have booked
€200
Per person
4.5
Duration:
7 days - 7 nights
Italy:
Tuscany
Give this experience a try!
€1,350
Per person
5.0
Duration:
1 day - 0 nights
Italy:
Liguria
+9 travellers
have booked
€115
€121
Per person
5.0
Duration:
2 days - 2 nights
Italy:
Gulf of Naples
Give this experience a try!
€200
Per person
4.7
Duration:
2 days - 2 nights
Italy:
Gulf of Naples
Give this experience a try!
€225
Per person
5.0
Duration:
1 day - 0 nights
Italy:
Liguria
chiara c.
has booked
Starting from
€95
Per person
4.5
Duration:
2 days - 1 night
Italy:
Liguria
Give this experience a try!
€230
Per person
5.0
Duration:
1 day - 0 nights
Italy:
Liguria
+12 travellers
have booked
€126
€140
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
10912 reviews
Week End Basic and Advanced Sailing Course
05/7/2024
Federico B.
-
Italy
1st May - Whale watching cruise with WWF researcher between Elba and Capraia
05/6/2024
Elettra B.
-
Italy
Catamaran weekend: La Spezia, Portovevere, Lerici and Cinque Terre
05/6/2024
Paola d.
-
Italy
1st May - Whale watching cruise with WWF researcher between Elba and Capraia
05/6/2024
Francesca S.
-
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