Sailing vacations in Italy
As if vacations in Italy weren't relaxing enough, imagine sailing along the Amalfi Coast or skimming over ocean waves past Sicily or Sardinia; what could be more enjoyable? Salty sea breeze, sunshine and comfy cabins - all you need is a bottle of Limoncello and you're all set.
6 Sailing vacations in Italy found
Sardinia and Corsica wellness sailing vacation
Luxury wellness sailing adventure in Sardinia and Corsica
From €3,300 7 days ex flights
Small group travel:
2026: 5 Sep
Amalfi Coast sailing vacation, Italy
Gorgeous beaches, ancient ruins & sumptuous fresh seafood
From US $2,915US $2,292 to US $3,651 7 days ex flights
Small group travel:
2026: 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 3 Oct
2027: 15 May, 22 May, 29 May, 5 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct
2027: 15 May, 22 May, 29 May, 5 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct
Up to US $700 off selected dates.
Late availability on these dates: 15 Aug, 22 Aug, 29 Aug, 05 Sep, 12 Sep, 03 Oct
Late availability on these dates: 15 Aug, 22 Aug, 29 Aug, 05 Sep, 12 Sep, 03 Oct
Sardinia (shell)
Crewed catamaran holiday in Sardinia's La Maddalena islands
From €2,285 to €2,835 8 days ex flights
Small group travel:
2027: 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep
Sicily luxury sailing vacation
Private luxury yacht charter with skipper and chef
From €19,000 8 days per yacht per week
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
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Sardinia and Corsica private yacht charter
Private luxury sailing in Sardinia and Corsica
From €18,500 to €20,000 7 days per yacht per week
Tailor made:
Season for sailings is June to October.
Whale & dolphin research in Ligurian Sea, Italy
Whale and dolphin conservation trip
From €800 6 days ex flights
Small group travel:
2026: 28 Sep, 12 Oct
