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Yacht sailing holidays & skippered tours in Canary Islands

Sun, sailing and all kinds of sporting activities: embark with a local skipper for an exceptional a local skipper for an exceptional sailing holiday in the Canary Islands. Canary Islands. Discover this superb archipelago from the sea to enjoy its beauty to the full.

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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 Canary Islands

66 reviews

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The Canary Islands seen from the boat and beyond

11/20/2024

Fabrizio d.

Bella esperienza e Cristian skipper preparato per ogni situazione che può verificarsi la barca e molto marina
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European Mile Builder Sao Jorge Leg 4 Gibraltar to Las Palmas

11/19/2024

Jan C.

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Poland

The trip was excellent. Very nice crew and Will was an excellent skipper. The boat was safe but a little tired.
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European Mile Builder Sao Jorge Leg 4 Gibraltar to Las Palmas

11/13/2024

Alessandro L.

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Italy

Ottimo gruppo, bravo skipper. La rotta è stata completamente con il vento in poppa. La barca avrebbe bisogno di una piccola sistemata, ma in generale una ottima esperienza se si vuole incrementare la propria preparazione soprattutto nella navigazione notturna di altura.
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Around Tenerife, La Gomera and La Palma!

09/5/2023

Carla F.

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Italy

I giorni passati in barca con Ben sono stati un’esperienza difficile da dimenticare. La navigazione è stata nelle mani di un vero velista esperto, generoso e simpatico,capace di far apprezzare a tutti la bellezza dell’andare in barca a vela. Abbiamo visitato luoghi incantevoli, lontani dal caos e calati in una natura davvero suggestiva. L’incontro con delle orche è stato unico !! Una vacanza speciale…

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