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Sailboat yacht sailing holidays & tours in Canary Islands

Discover more than 2 opportunities to get on board a Sailboat adventure in Canary Islands. 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 - Sailboat yacht sailing holidays & tours in Canary Islands

60 reviews

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The Canary Islands seen from the boat and beyond

11/20/2024

Fabrizio d.

Nice experience and Cristian skipper prepared for any situation that may occur on the boat and very marine
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European Mile Builder - Leg 2: 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 - Leg 2: Gibraltar to Las Palmas

11/13/2024

Alessandro L.

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Italy

Great group, good skipper. The course was completely with the wind in our sails. The boat would need a little adjustment, but in general an excellent experience if you want to increase your preparation especially in night offshore navigation.
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Around Tenerife, La Gomera and La Palma!

09/5/2023

Carla F.

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Italy

The days spent boating with Ben were an experience hard to forget. The navigation was in the hands of a true expert sailor, generous and friendly, able to make everyone appreciate the beauty of sailing. We visited enchanting places, far from the chaos and dropped into a truly suggestive nature. The encounter with orcas was unique!! A special holiday...

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