Sailboat yacht sailing holidays & tours in Italy
Discover more than 378 opportunities to get on board a Sailboat adventure in Italy. A unique experience with a local skipper, starting at €350 a week.
378
experiences
378
experiences
4.9
Super!
Duration:
3 days - 2 nights
Italy:
Pontine Islands
60 travellers
Starting from
€126
€210
Per person
4.8
Super!
Duration:
7 days - 7 nights
Italy:
Northern Sardinia
51 travellers
€990
€1,190
Per person
5.0
Duration:
7 days - 6 nights
Italy:
Tuscany
Give this experience a try!
€1,275
€1,500
Per person
4.6
Duration:
6 days - 7 nights
Italy:
Northern Sardinia
28 travellers
Starting from
€667
€785
Per person
5.0
Super!
Duration:
4 days - 3 nights
Italy:
Tremiti Islands
4 travellers
€319
€375
Per person
4.5
Duration:
4 days - 4 nights
Italy:
Pontine Islands
Give this experience a try!
€378
€420
Per person
4.9
Super!
Duration:
3 days - 3 nights
Italy:
Tuscany
7 travellers
€419
€465
Per person
4.3
Duration:
6 days - 7 nights
Italy:
Northern Sardinia
Give this experience a try!
Starting from
€720
€800
Per person
Duration:
8 days - 7 nights
Italy:
Aegadian islands
3 travellers
€855
€950
Per person
4.7
Duration:
6 days - 7 nights
Italy:
Aeolian Islands
Give this experience a try!
€621
€690
Per person
4.9
Duration:
4 days - 3 nights
Italy:
Tuscany
Give this experience a try!
€315
€350
Per person
4.7
Duration:
4 days - 3 nights
Italy:
Aegadian islands
Give this experience a try!
€414
€460
Per person
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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.
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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 - Sailboat yacht sailing holidays & tours in Italy
11203 reviews
Weekend of theoretical and practical course
03/11/2025
Domenico B.
-
Italy
Summer between the Tremiti and the Gargano
01/27/2025
Raffaele M.
-
Italy
On board with the chef at the Egadi Islands
01/23/2025
Alex P.
New Year's Eve 2024 on the Amalfi Coast - All inclusive
01/3/2025
Ilaria C.
-
Italy
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