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Yacht sailing holidays & skippered tours in Spain

Discover more than 9 sailing holidays in Spain. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.

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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

Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.

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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

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 Spain

717 reviews

Ibiza & Formentera: an exclusive journey between sky and sea

07/5/2026

Elisa D.

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IT

We have just experienced a wonderful sailing holiday in the Balearic Islands and couldn't have asked for anything better. We immediately empathized with the other crew members even though we didn't know each other. The real added value of this trip was our skipper, Angelo but above all Francesca (a splendid and professional girl to whom we wish a wonderful future and that leads to the realization of all her dreams). Angelo proved to be an exceptional professional. From the first moment he gave us great confidence and tranquility, steering the boat with absolute mastery. He was very good at advising us on how to organize ourselves and how to make the holiday unique and special by taking us to discover the true hidden paradises of Ibiza and Formentera. Thanks to his deep knowledge of the place, we saw unforgettable views. Highly recommended for anyone looking for competence, sympathy and a dream holiday in the wonderful waters of Formentera and Ibiza. Que tengan buen viento y buena mar! Feliz verano a todos
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Ibiza & Formentera: an exclusive journey between sky and sea

07/5/2026

carlotta g.

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IT

Wonderful holiday that exceeded all expectations also for the professionalism of the crew and for the cohesion of the group, with which we immediately got in tune. The amazing destination thanks also to the mastery of the skipper, who knows the islands perfectly. We relied on his professionalism and competence and he accompanied us step by step on the holiday. The boat is very comfortable, very well maintained, well-kept, clean and impeccable.

Palma de Mallorca All Inclusive on 18m Ketch

07/4/2026

Roman K.

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AT

Beautiful, varied trip!

Sail in Menorca with a cook on board!

07/3/2026

Véronique S.

Everything was perfect! Very neat and very clean boat! Delicious Maussi's food and Alex the skipper very attentive and professional. You feel like part of a family. I recommend 100%.

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