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Sport & wellness yacht sailing holidays & tours in Sicily

Discover more than 2 opportunities to get on board a Sport & wellness adventure in Sicily. A unique experience with a local skipper, starting at €350 a week.

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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 - Sport & wellness yacht sailing holidays & tours in Sicily

6 reviews

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COUS COUS FEST: A Weekend of Sea, Sailing, Cous Cous and Music!

09/24/2025

Nicola V.

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Italy

A holiday that respected the plans in the best way, kissed by a favorable climate and created a condition where positivity prevailed.... Daniele, nice and professional, was an integral part of the context despite his role played in a decent way... Place and context already known in the past.... Returning and being hosted by a new skipper did not make me think too much considering that it was part of a context of guaranteed colleagues. His availability was repaid with equal gratitude. The same was accompanied by a nice group with whom to share special moments.
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Splendida Sicilia - Isole Egadi in catamarano a vela

07/6/2018

deborak f.

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Italy

congratulations to the professionalism of luca and the sympathy of Michela, great cook ....
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Splendida Sicilia - Isole Egadi in catamarano a vela

07/2/2018

nicolo g.

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Italy

Organized holiday LAST MINUTE reading reviews 1week before. Pleasant 1st boat experience, catamaran IS FOREVER: 1) skipper Luca: prepared, quiet but decisive and positive with the group. Available for advice on [hidden] boat and reserved at the same time 2) sailor Michela: positive, guide prepared on flora, fauna and history. Excellent chef and dispenser of gastronomic advice and tourist routes 3) Egadi islands: beautiful colors and bays. OUTPUT: Peace of mind
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San Vito Lo Capo, Egadi e cous-cous festival

09/27/2016

massimiliano f.

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Italy

sono molti anni che faccio vacanze in barca a vela, Francesco è certamente il miglio skipper che ho incontrato, preparato, non presuntuoso e di ottima compagnia! Bravo Ciccio!

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