Canary Islands holidays

Choose from 22 experiences

1,480€

cabin

Sail on a Tall Ship around the Canary Islands from Tenerife

Port of departure: Santa Cruz de Tenerife, Spain

16 reviews

Next departure: 5 december

1,480€
820€

per spot

One week sailing around the Canary Islands from Tenerife

Port of departure: Amarilla Golf, Spain

34 reviews

Next departure: 5 september

820€
1,100€

per spot

Tenerife-Madeira-Tenerife sailing boat. 10 days

Port of departure: San Miguel, Spain

34 reviews

Next departure: 24 july

1,100€
850€

per spot

High altitude crossing from the Canary Islands to Madeira and coastal navigation.

Port of departure: Arrecife, Spain

32 reviews

850€
1,270€

per spot

Canary Islands Exploring Under Sail in a Tall Ship

Port of departure: Tenerife, Spain

1 review

1,270€
780€

per spot

Sailing trip through the islands of Lanzarote, La Graciosa and Fuerteventura

Port of departure: Arrecife, Spain

4 reviews

780€
Cancel free up to 15 days before

1,200€

per spot

8 day Lanzarote - Morroco sailing adventure

Port of departure: Arrecife, Spain

1,200€
450€

per spot

Sailing between islands: crossings from Tenerife to La Gomera.

Port of departure: Tenerife, Spain

32 reviews

450€
Cancel free up to 15 days before

1,300€

per spot

Canary Islands - Tenerife and La Gomera, all inclusive with hostess on Ketch 18m

Port of departure: Golf del Sur, Spain

6 reviews

1,300€
1,310€

per spot

Catamaran sailing holiday in Tenerife

Port of departure: Santa Cruz de Tenerife, Spain

4 reviews

1,310€
450€

per spot

Crossings between islands: Tenerife and La Gomera.

Port of departure: Los Cristianos, Spain

32 reviews

450€

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Sailing holidays in the Canary Islands: tips, routes & best time to travel

The Canary Islands are a true paradise for sailors. With a mild climate, consistent trade winds, and a diverse coastal landscape, the islands offer ideal conditions for both beginners and experienced sailors. In this blog, you'll learn everything you need to know about sailing routes, weather, travel preparation tips, and what to keep in mind for your sailing trip.

By Claudia Krug

20 October, 2025

Next plans

Place	Start	Plazas		Price
San Miguel, Santa Cruz de Tenerife	From 24 Jul to 2 Aug 24 Jul 10 days	3	More information	Reserve for 1,100€ More information
Amarilla Golf, Santa Cruz de Tenerife	From 5 Sep to 11 Sep 5 Sep 7 days	3	More information	Reserve for 820€ More information
Santa Cruz de Tenerife, Santa Cruz de Tenerife	From 5 Dec to 12 Dec 5 Dec 8 days	44	More information	Reserve for 1,480€ More information

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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.

User reviews about Canary Islands holidays

4.86/5

Average grade

Valuations

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 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.

Ana December of 2025

Sail on a Tall Ship around the Canary Islands from Tenerife

An extraordinary experience both for the crew, for the companions we meet and for the boat itself. We are in love with the ship and its crew.

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!

Theo June of 2021

Sailing trip through the islands of Lanzarote, La Graciosa and Fuerteventura

Carlos and Aroa are very friendly and make themselves available so that the client feels at home. There are many activities such as surfing, paddle, VTT, hiking, diving. In addition, the places where we anchor are incredible and the coolest of the different islands visited.
Carlos, the skipper, likes to talk and learn about sailing.
Recommended 200%

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.

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.

See more opinions

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.

Where to go on vacation in the Canary Islands?