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Canary Islands holidays

Explore the Canary Islands (Spain) by sailboat
116 reviews
Visit the Canary Islands for a holiday at any time of year. The Canaries offers warm temperatures all year round as well as beautiful beaches and various islands to explore. Go on a Canary Islands holiday with friends and family or complete strangers that you will soon call friends.
Choose from 26 experiences
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Place Start Plazas Price
Caniçal,
From 27 Dec to 3 Jan
27 Dec
8 days
0 More information No availability
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Santa Cruz de Tenerife, Santa Cruz de Tenerife
From 3 Jan to 10 Jan (2026)
3 Jan
8 days
0 More information No availability
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Santa Cruz de Tenerife, Santa Cruz de Tenerife
From 14 Feb to 28 Feb (2026)
14 Feb
15 days
6 More information Reserve for 2,190€
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Santa Cruz de Tenerife, Santa Cruz de Tenerife
From 7 Mar to 21 Mar (2026)
7 Mar
15 days
6 More information Reserve for 2,190€
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La Mareta, Santa Cruz de Tenerife
From 28 Mar to 4 Apr (2026)
28 Mar
8 days
8 More information Reserve for 990€
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Frequent questions
  • When is the best time for a sailing trip in the Canary Islands?
    The Canary Islands are suitable for sailing year-round. October to April are particularly pleasant, thanks to the mild climate and steady trade winds. Temperatures then usually range between 20°C and 26°C, rarely dropping below 18°C at night – ideal for comfortable sailing without extreme heat.
  • What routes are offered for sailing in the Canary Islands?
    Popular routes lead between Tenerife, La Gomera, Lanzarote and Gran Canaria, combined with island hopping or mileage trips.
  • Is sailing in the Canary Islands challenging or also suitable for beginners?
    The Canary Islands offer varied but manageable conditions. The coastal areas around Tenerife, La Gomera, or Lanzarote are ideal for beginners, while longer island crossings are somewhat more challenging and exciting for experienced sailors.
  • Are the winds in the Canary Islands the same all year round?
    The trade winds blow from the northeast year-round. In winter they are stronger – for a sporty sailing experience – and in summer they are calmer – ideal for leisurely cruises and beginners.
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User reviews about Canary Islands holidays
5.00/5
Average grade
14
Valuations
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alex April of 2022
One week sailing around the Canary Islands from Tenerife
El viaje con Israel fue una experiencia super guay. del primer instante me sentí bienvenido a bordo de la Akun, un barco hermoso , comodo y seguro. Israel es un encanto como persona y un capitan que irridia confianca y serenidad. Para mi esta semana ha sido un regalo inolvidable.
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Luis March of 2025
Sailing in a flotilla through the Canary Islands
Thanks to Angel for his management on land and for providing 5 modern sailboats from the company that did not give us any problems.
Some luxury companions and AUGUSTO, a SKIPPER as big as the mast of the ship, who had a tough time booking moorings, excursions, restaurants, etc. on the fly. IT COULDN'T BE BETTER.
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Luis Fernando January of 2022
Sailing trip through the Western Canary Islands
You will hardly find a better balance between sailing with two experienced skippers (willing to let you learn from them) and mountain, gastronomic and cultural visits once on land :-)
Thank you very much for the days we have spent together. I will definitely repeat.
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Christine November of 2024
We discover the world: The small Atlantic crossing - Malaga to the Canary Islands
Excellent trip from Gibraltar to the Canary Islands! The sailboat is super comfortable and safe and the skippers are very friendly and professional with lots of nautical experience. Highly recommended!
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Alejandra October of 2021
Sailing trip through the Western Canary Islands
Our experience with Carlos and Aroa has been perfect! We have been sailing with them for 9 days through La Gomera, El Hierro and La Palma and the trip could not be better. The sailboat is their home and during those days they have made us feel that it was also ours.
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Inaki 2020
Iñaki April of 2022
A week on a sailboat around the Canary Islands from Lanzarote
It was our first trip and it has been an unforgettable experience. Israel and Nahna are magnificent people who have made us feel at home on their cozy boat. Israel transmits great knowledge and confidence, and we have learned a lot about navigation. We will follow their trail to continue sailing on the sailboat!
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  • Where to go on vacation in the Canary Islands?

    If you are planning your vacation in the Canary Islands and do not know which island to choose, we will help you and you can even visit several places by boat in the Canary Islands. The best destinations for your holidays in the Canary Islands by boat are:

    1. Tenerife

    The island of Tenerife is the largest of all the Canary Islands. Tenerife stands out for having beaches of fine white sand. In addition, we can also see a good amount of vegetation. During your vacation in the Canary Islands aboard a sailboat, you can observe the great mountains, like the famous Teide mountain.

    Tenerife is the ideal island for sailors who love nature and who also seek to disconnect from day-to-day.


    2. Gran Canaria

    A mild climate throughout the year and the freedom to get on a boat to go through every corner and feel that you can make the most of these vacation days.

    The island is a Biosphere Reserve and the truth is that it has all the ballots to be. It is said to be a natural open-air museum and the culprits of this are the parks, reserves, landscapes, massifs, and ravines that completely cover it. If you love nature, these are the names you have to know: Tamadaba, Pilancones, Nublo, Doramas, Inagua, Maspalomas or Barranco Oscuro among many others.

    Sailwiz has the best boats so you can enjoy your holiday in the Canary Islands.
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