Island hopping the Western Canary Islands

zeilvakantie eilandhoppen westlijke canarische eilanden
Departure
23 March 2026 18:30
Return
31 March 2026 10:30
Days
9
Sailing area
South Europe
Port of departure
Tenerife (ES)
Port of arrival
Tenerife (ES)

Escape the winter – sail under the sun

While it’s cold and gray at home, we board in the sunny south of Tenerife for an unforgettable sailing holiday along the enchanting Western Canary Islands. In the sheltered coastal areas, you’ll enjoy steady northeast trade winds and temperatures between 22 and 27 °C—ideal for both relaxed and adventurous ocean sailing. Between the islands, the wind accelerates due to the Venturi effect, creating spectacular island hopping over deep blue waters. Along the way, there’s a good chance of spotting dolphins or even pilot whales.

La Gomera – green, peaceful, and enchanting

Our first stop is the charming San Sebastián on La Gomera. Far from the crowds, you’ll find a green oasis here. We spend a full day exploring the island’s interior: a trip to Parque Nacional de Garajonay, one of the oldest forests in the world, lets you walk among magical laurel and heath trees. Along the way, we pause at a woodland hut with a wood stove, where a warm lunch awaits—pure relaxation in a fairytale-like setting.

Valle Gran Rey – sunset among red cliffs

The next day we sail to Valle Gran Rey, an authentic harbor at the foot of impressive red-hued cliffs. Narrow streets lined with cozy tapas bars lead to viewpoints over the ocean, where the sunset sets the sky ablaze. The small harbor exudes a relaxed atmosphere and still radiates the charm of its old hippie vibe.

El Hierro – the hidden gem

Next, an adventurous crossing awaits to El Hierro, an island off the beaten path. With favorable wind, this is a full day of ocean sailing at its best. The tranquil island and its modern marina provide the perfect base to explore cliffs, lush forests, and rugged coastlines. Highlights such as César Manrique’s Mirador de la Peña make this island unforgettable.

Return via La Gomera – wildlife and relaxation

On the return journey, we sail along the south coast of La Gomera, where we anchor or visit a picturesque harbor. Here, there’s another excellent opportunity to spot dolphins while enjoying the last rays of sun on deck. The trip ends back in Tenerife, where we conclude together with a cozy dinner at a local Spanish restaurant.

The perfect combination of sailing and discovery

This sailing holiday offers the best of both worlds: relaxed island hopping and active ocean sailing, breathtaking nature, unique wildlife encounters, and authentic villages—all far from the crowds.

Daily distances: 18–54 nautical miles. The itinerary depends on weather, wind, and tides; where necessary, we adjust it flexibly to ensure the experience is always optimal.

Category C: Relaxed sailing holiday with shorter day distances and plenty of time for sightseeing.

If you book with a group (from 3 people), each person receives a 2.5% discount (not combinable with the young adults’ discount).

Cherokee

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Highlights

✔️ Spectacular island hopping – sailing along rugged coasts and red cliffs
✔️ El Hierro – remote island with rugged coastlines, spectacular views, and peaceful harbors.
✔️ Chance to see dolphins and pilot whales.

Frequently asked questions

We still handle bookings personally and therefore do not have an automated booking system. This allows us to offer you the option to reserve individual spots without obligation for a few days. This way, for example, you can arrange your vacation without anyone snatching your spot right under your nose. For this reason, we are unable to keep track of the exact number of available spots on a daily basis. However, we regularly check the availability of our sailing holidays. Therefore, you can generally assume that there are still enough available spots on all trips that are not marked as “fully booked” or “Last Minute.” Call us or use our booking form if you want to know the exact number of available spots.

If you are travelling alone and have not booked a private cabin, you will be accommodated in a shared cabin. The shared cabins are usually assigned based on gender.

Exceptions:

  • On the Belle Amie and the Seatrips yachts, there are sometimes mixed-gender cabins as well.
  • On the Sir Robert, there are no shared cabins. Are you traveling alone? Then you must book a single cabin..

Yes, vegetarians and allergies/intolerances can be catered for on most ships. On some ships, the menu can also be adapted for vegans. However, there is only one menu per day on the programme. Therefore, please let us know during your booking if you have any special dietary requirements.

In principle, all our trips are suitable for both experienced and novice sailors. The professional crew on board will teach you everything you need to know. In some cases (e.g. on Atlantic crossings) initial sailing experience may be an advantage/requirement. In this case, this will be clearly indicated in the cruise description.

Prices

DescriptionPrice
Double cabin young people up to 29 years old
Adult€ 1.794 p.P.
Child
Double cabin (from 30 years)
Adult€ 1.888 p.P.
Child
Single cabin
Adult€ 3.021 p.P.
Child

Included in price

Accommodation on board in double cabins
Personnel costs for skipper and sailor
Join-in catering
Bed linen & towels
All additional boat fees (port charges, fuel costs, etc.)

Not included in price

Food drinks ashore (restaurant visit on the last evening)
Travel to/from the port of departure
Sailing suit and boots (optional rental for 50€ and 15€ respectively)
Travel/cancellation insurance

Book this trip

Please use the following form if you have any questions about this trip or wish to book. You will receive a confirmation email that your booking request has been successfully received by us. We will then contact you as soon as possible with all the information. We usually respond within a few hours.

Group and trip details

Personal data