All inclusive yacht sailing holidays & tours in Italy
Discover more than 23 opportunities to get on board a All inclusive adventure in Italy. A unique experience with a local skipper, starting at €350 a week.
23
experiences
23
experiences
4.9
Super!
Italy: Liguria
2 days - 2 nights
One departure available
August
€350
Per person
4.8
Super!
Italy: Naples & Amalfi Coast
5 days - 5 nights
One departure available
August
€1,115
Per person
5.0
Super!
Italy: Tuscany
1 day - 0 nights
27 departures available
August
€145
Per person
4.8
Super!
Italy: Naples & Amalfi Coast
6 days - 6 nights
3 departures available
July - September
Starting from
€1,385
€1,316
Per person
4.9
Super!
Italy: Liguria
2 days - 1 night
One departure available
September
€260
Per person
5.0
Super!
Italy: Lake Garda
1 day - 0 nights
12 departures available
August - September
Starting from
€79
Per person
4.9
Super!
Italy: Liguria
2 days - 2 nights
One departure available
September
€360
Per person
5.0
Super!
Italy: Tuscany
1 day - 0 nights
9 departures available
July
€180
Per person
4.8
Super!
Italy: Naples & Amalfi Coast
3 days - 2 nights
One departure available
July
€865
Per person
5.0
Super!
Italy: Lake Garda
1 day - 0 nights
One departure available
July
€75
Per person
4.8
Super!
Italy: Naples & Amalfi Coast
3 days - 2 nights
26 departures available
July - October
Starting from
€1,325
Per person
5.0
Super!
Italy: Venice and the Gulf of Trieste
1 day - 0 nights
13 departures available
July
€99
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.
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 - All inclusive yacht sailing holidays & tours in Italy
527 reviews
Day at the Gulf of Tigullio on a Sailing Boat - All inclusive!
07/6/2025
Maila L.
Aperitif Trip to the Gulf of Tigullio - All inclusive!
07/6/2025
alice b.
-
Italy
A day sailing in the fantastic Gulf of Trieste
07/6/2025
Marco V.
-
Italy
Aperitif Trip to the Gulf of Tigullio - All inclusive!
07/5/2025
Chiara R.
-
Italy
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