
All inclusive yacht sailing holidays & tours in Italy
Discover more than 13 opportunities to get on board a All inclusive adventure in Italy. A unique experience with a local skipper, starting at €350 a week.
13
experiences

4.8
Super!
Italy: Naples & Amalfi Coast
3 days - 2 nights
2 departures available
September
€790
Per person

4.8
Super!
Italy: Naples & Amalfi Coast
5 days - 5 nights
One departure available
September
€1,150
Per person

4.5
Premium
Italy: Naples & Amalfi Coast
6 days - 7 nights
One departure available
October
Starting from
€1,320
€1,056
Per person - min 2 pax

4.8
Italy: Lake Garda
1 day - 0 nights
19 departures available
August - October
€150
Per person

5.0
Italy: Sicily
2 days - 1 night
4 departures available
August - September
Starting from
€215
€194
Per person

5.0
Italy: Aeolian Islands
2 days - 2 nights
5 departures available
August - September
Starting from
€723
€650
Per person

5.0
Italy: Lake Garda
1 day - 0 nights
One departure available
August
€149
Per person

5.0
Italy: Sicily
3 days - 2 nights
4 departures available
September
Starting from
€315
€284
Per person

5.0
Italy: Lake Garda
1 day - 0 nights
15 departures available
August - October
Starting from
€59
Per person

4.5
Premium
Italy: Northern Sardinia
6 days - 7 nights
4 departures available
September - October
Starting from
€1,445
Per person - min 2 pax

4.9
Italy: Liguria
1 day - 0 nights
2 departures available
August
€85
Per person

4.9
Italy: Liguria
1 day - 0 nights
2 departures available
August
€150
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
577 reviews
All Inclusive: Procida, Capri, Positano, Amalfi, Cetara, Sorrento
08/17/2026
Prash S.
-
FR
All Inclusive: Procida, Capri, Positano, Amalfi, Cetara, Sorrento
08/17/2026
MANUELA B.
-
IT
An all-inclusive day on a sailing boat
08/16/2026
Pierre C.
-
FR
Day at the Gulf of Tigullio on a Sailing Boat - All inclusive!
08/10/2026
Paola P.
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