
Sailing in Italy
Set sail and enjoy an extraordinary experience along the picturesque Italian Coast, where the enchantment of the sea meets the magic of sailing! Immerse yourself in the unparalleled beauty of this stretch of Italian coastline, where sheer cliffs meet crystal clear waters, creating an idyllic setting that will take your breath away. Get ready to discover the Amalfi Coast, Sardinia and Sicily from a unique perspective: aboard a boat, where every wave tells a story and every corner reveals a new chapter of this marine paradise.
In this destination we offer mostly classic sailing boat cruises, both as holiday cruises and sea crossings aimed at professional sailors and amateurs who love the sea.
Whether you are a solo traveller, a couple, family or friends, our cruises are designed for you.
Discover Italy from the sea
Sailing plans in Italy
- SustainableNo additional charges for solo travellers
10 Day Theme Cruise: From Syracuse to the Aeolian Islands
From 3500 € per person (Shared boat)11/10/2025 - 21/10/2025Duration: 10 daysBoarding harbor: SyracuseDisembarkation harbor: SyracuseFull boardKairos: Classic wooden sailing yacht, 38m length (16 people + crew) - Sustainable
5 Days Classic Cruise: From Molo Luise to Capri and More
From 2800 € per person (Shared boat)Special offer08/08/2026 - 13/08/2026Duration: 5 daysBoarding harbor: Molo LuiseDisembarkation harbor: Molo LuiseFull boardChronos: Classic wooden sailing yacht, 54m length (26 people + crew) - Sustainable
Mediterranean crossing between Syracuse and Cavtat
From 2500 € per person (Shared boat)23/08/2026 - 29/08/2026Duration: 6 daysBoarding harbor: SyracuseDisembarkation harbor: CavtatFull boardKairos: Classic wooden sailing yacht, 38m length (16 people + crew) - Sustainable
7 Days Classic Cruise: from Croatia to Venice by Yacht
From 3100 € per person (Shared boat)03/10/2026 - 10/10/2026Duration: 7 daysBoarding harbor: TrogirDisembarkation harbor: VeniceFull boardKairos: Classic wooden sailing yacht, 38m length (16 people + crew) - Sustainable
Sailing cruise in Venice
From 3200 € per person (Shared boat)10/10/2026 - 17/10/2026Duration: 7 daysBoarding harbor: Venice / Isola della CertosaDisembarkation harbor: Venice / Isola della CertosaFull boardKairos: Classic wooden sailing yacht, 38m length (16 people + crew) - Sustainable
7 Day Classic Cruise: Venice to Trieste & More
From 3200 € per person (Shared boat)17/10/2026 - 24/10/2026Duration: 7 daysBoarding harbor: VeniceDisembarkation harbor: VeniceFull boardRhea: Classic wooden sailing yacht, 54m length (26 people + crew) - Sustainable
Sailing through History: 8 Days on a Sailboat in Venice
From 2900 € per person (Shared boat)24/10/2026 - 31/10/2026Duration: 7 daysBoarding harbor: VeniceDisembarkation harbor: VeniceFull boardKairos: Classic wooden sailing yacht, 38m length (16 people + crew) - Sustainable
7 Days Sailing Holidays: Venice and the Venetian Lagoon
From 2900 € per person (Shared boat)31/10/2026 - 07/11/2026Duration: 7 daysBoarding harbor: VeniceDisembarkation harbor: VeniceFull boardKairos: Classic wooden sailing yacht, 38m length (16 people + crew)