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Yacht sailing holidays & skippered tours in Spain

Discover more than 6 sailing holidays in Spain. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.

Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

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 Spain

703 reviews

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European Offshore Mile Builder - Leg 2: from La Rochelle to A Coruña

09/9/2025

ivan l.

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Slovenia

Real experience, very usefull
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Ibiza & Formentera All inclusive week with Cook

09/7/2025

Riccardo P.

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France

A beautiful week of sun sea relaxation with a beautiful family Alex super helpful in everything, the precious mother welcomed us immediately as part of the family !! With a little luck you may meet the little mermaid Naja !! Experience to be repeated
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Your holiday in the paradisiacal sea of Ibiza & Formentera

09/1/2025

Estelle C.

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France

The stay went well thanks to the other crew members, the sun and the transparent sea that were there. I was very surprised and uncomfortable by the attitude of the captain, who gave us a very cold welcome always fixed on his phone, who understands and speaks very little English and rarely takes the trouble to translate what he says into English or to ensure that it is done by someone else, so he addressed himself almost exclusively in Spanish to the men of the boat, (as if the people who did not speak Spanish were not there), by his disrespectful manner of addressing the members of his team, who always remained patient and devoted, and by the fact that it offers few alternatives to the fact that the weather does not allow us to visit the planned points in Ibiza. This attitude that I deplore had an impact on the overall atmosphere and the quality of the stay.
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Ibiza All Inclusive on an 18m ketch with skipper and skipper

09/1/2025

Sailor

The perfect holiday. A fantastic skipper. Above all expectations. Highly recommended.

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