
All inclusive yacht sailing holidays & tours in Italy
Discover more than 14 opportunities to get on board a All inclusive adventure in Italy. A unique experience with a local skipper, starting at €350 a week.
14
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

4.4
Premium
Italy: Naples & Amalfi Coast
6 days - 7 nights
4 departures available
October
Starting from
€1,320
€1,188
Per person - min 2 pax

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

4.9
Italy: Liguria
1 day - 0 nights
3 departures available
August
Starting from
€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

4.9
Italy: Liguria
1 day - 0 nights
2 departures available
August
€91
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
5 departures available
August - September
Starting from
€315
€284
Per person

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

4.4
Premium
Italy: Northern Sardinia
6 days - 7 nights
5 departures available
September - October
Starting from
€1,345
€1,143
Per person - min 2 pax
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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
571 reviews
Sailing in Tigullio: Half-Day Experience from Rapallo
08/5/2026
Maurizio P.
-
IT
Sailing in Tigullio: Half-Day Experience from Rapallo
08/4/2026
LUCA ADRIANO B.
-
IT
Sailing in Tigullio: Half-Day Experience from Rapallo
08/4/2026
Barbara P.
-
IT
All Inclusive: Procida, Capri, Positano, Amalfi, Cetara, Sorrento
08/4/2026
Assunta D.
-
AU
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