experiences

4.9

Super!

Ten days from Catania to the Aeolian Islands on a luxury sailboat

Italy: Sicily

9 days - 10 nights

One departure available

August

€1,300

Per person

4.9

Super!

Calabria by sailboat - one-way from Vibo Valentia to Milazzo

Italy: Sicily

6 days - 7 nights

One departure available

June - July

€650

Per person

4.9

Super!

Ten days from the Aeolian Islands to Catania on a luxury sailboat

Italy: Sicily

9 days - 10 nights

One departure available

August

€1,300

Per person

Eco Mini-Cruise on the West Coast of Sicily

Italy: Sicily

2 days - 2 nights

3 departures available

July - August

Starting from

€550

€495

Per person

Sailing Tour in the Gulf of Palermo: Authentic and Exclusive

Italy: Sicily

2 days - 1 night

5 departures available

July

€500

Per person

5.0

Sicily to Calabria

Italy: Sicily

6 days - 6 nights

One departure available

June - July

€750

Per person

4.9

Crossing to the northwest: three days sailing in Sicily

Italy: Sicily

3 days - 3 nights

2 departures available

July

€380

Per person

Sailing Tour in the Gulf of Palermo: Authentic and Exclusive

Italy: Sicily

2 days - 1 night

2 departures available

June

€500

Per person

Towards the Sicily of wonders

Italy: Sicily

7 days - 6 nights

One departure available

August

€750

Per person

4.0

East Coast of Sicily From Taormina to Portopalo. Cook on board

Italy: Sicily

6 days - 7 nights

6 departures available

October - December

€625

Per person

A day on a sailing boat outside Palermo, between Towers and Seabeds

Italy: Sicily

1 day - 0 nights

5 departures available

July

Starting from

€200

€170

Per person

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Reviews - Sailing and catamaran holidays and cruises in Sicily

41 reviews

Crossing to the northwest: sailing weekend in Sicily

06/6/2025

Lisa N.

Italy

Weekend di fine maggio proprio bello con Antonio e Bianca! Tutto è stato perfetto, dalla loro grande esperienza in mare alla gentilezza e all’atmosfera di famiglia. La barca è un gioiellino, tenuto con cura e amore. Loro due veri amanti del mare, con tantissima esperienza. Assolutamente raccomandati 🥰

Mini cruise Syracuse - Marzamemi with hostess and galley included

09/30/2024

Francesco C.

Italy

Capitano e hostess fantastici! Una bellissima avventura immersiva nel mare e nel sole!

COUS COUS FEST: A Long Week End of Sea, Sailing and Cous Cous!

09/24/2023

Afshin T.

United States

Davide was a fantastic skipper. He made sure we are all comfortable and safe during our sailing. He went out of his way to make this trip an amazing experience for all of us on board. It was such a fun adventurous time sailing on Davide’s boat, and also off the boart while on port enjoying the cous cous festival, bbq and partying.

COUS COUS FEST: A Long Week End of Sea, Sailing and Cous Cous!

09/20/2023

Annette M.

Switzerland

Abbiamo trascorso un bellissimo week-end sotto il sole (un pò meno il vento) della Sicilia, nel quale Davide ci ha viziati in tutti i modi: calette stupende dove fare il bagno, pasti più che squisiti e possibilità di approfitare del cous cous - Fest che si è svolto a San Vito lo Capo. Inoltre si è preoccupato ad organizzare tutto in maniera minuziosa e a farsi che ognuno si sia trovato a suo agio e benvenuto a bordo! Grazie capitano!

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Sicily: the best travel ideas

Sailboat (55)Whole boat with skipper (35)Day trips (10)All inclusive (5)Family sailing cruises (5)Cooking service onboard (5)

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Sailboat (555)Whole boat with skipper (475)Cooking service onboard (110)Catamaran (69)All inclusive (56)Family sailing cruises (38)Courses & regatta (30)Day trips (26)Offshore (18)Sport & wellness (18)