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Yacht sailing holidays & skippered tours in Sicily

Discover more than 4 sailing holidays in Sicily. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.

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experiences

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The world's largest marketplace for sailing holidays

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

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 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

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 - Yacht sailing holidays & skippered tours in Sicily

39 reviews

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

09/24/2023

Afshin T.

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

09/20/2023

Annette M.

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

09/28/2022

Rosanna A.

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Italy

Cosa dire di Davide se non che per me è IL Comandante! Ho vissuto giornate intense e ricche di emozioni ed IL Comandante con estrema maestria, ha saputo 'affondare il colpo' per sancire la coesione di un gruppo di sconosciuti evidentemente mossi dal desiderio di divertirsi ed anche di condividere. Il suo ruolo è stato determinante. Ci siamo lasciati trasportare in un mondo fatto di colori, di musica e dei profumi dei piatti che lui stesso preparava per noi. Che bontà! Confido di tornare a bordo della tua barca Davide, grazie di tutto !!
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Sailing and Relax in the beautiful AMP (Marine Protected Area) of Capo Milazzo

08/15/2022

diego c.

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Italy

Una persona eccezionale, indipendentemente dalla comunque alta professionalità. Sulla sua bellissima barca ci ha fatto veramente stare bene e divertire. Grazie mille Antonio!

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