Canary Islands

Wohin geht’s?

Alle Segeltörns • Alle Reviere • Wann

Home » Sailing Itinerary » Spain » Canary Islands

Find sailing type

Choose a destination

Book a vacation

Sail the Canary Islands – Join a sailing trip with sailwithus

  • February – April
  • Tenerife
  • Island hopping from Tenerife
  • 7 days sailing trip
  • from 790,- per person

Sailing Holiday Canary Islands: Pure Sailing Bliss!

Start your unforgettable sailing trip in the Canary Islands from Tenerife. Sail to picturesque islands such as La Gomera and La Palma. Discover unique landscapes, historic towns, and relax on the beach. “Mein Schiff Kanaren” – your adventure begins here!
Please note, however, that the Canary Islands’ sailing area is more suitable for experienced sailors due to its changeable wind and weather conditions, and less ideal for beginners.

Our highlights: Sailing in the Canary Islands

Discover San Sebastián de La Gomera

Start your sailing trip in Tenerife and sail to San Sebastián de La Gomera. Discover the breathtaking Garajonay National Park and experience the untouched nature of the Canary Islands.

Historic old town of La Palma

Arrival in the charming old town of Santa Cruz de La Palma. Stroll through the narrow streets, discover historic architecture, and immerse yourself in the local culture.

Spectacular views of La Palma

Drive up to the Roque de los Muchachos on La Palma and enjoy a breathtaking view. The highlight of your sailing trip to admire the beauty of the Canary Islands.

Peaceful moments on El Hierro

Sail to El Hierro and enjoy the tranquil atmosphere in Valverde. Relax on the beach and take in the natural beauty of the smallest Canary Island.

What our customers say

Excellent
sailwithus GmbH
Based on 2161 reviews
Toller Trip!
Ich hatte eine richtig gute Woche mit Sail With Us. Die Crew war super entspannt und mega nett, und Skipper André hat einen top Job gemacht – immer souverän und sicher und sehr bedacht, dass es allen gut geht. 😊 Die Abendessen an Land waren so lecker und es hat alles mit der Crew einfach toll gepasst. Die Landschaften in Thailand ist wunderschön. Auch wenn es zwischendurch viel geregnet hat, war die Woche insgesamt richtig gelungen und hat total Spaß gemacht. Würde ich definitiv weiterempfehlen! ⛵️🌴
Unser einwöchiger Segelurlaub in Thailand war einfach unvergesslich – selbst strömender Regen konnte die Stimmung nicht trüben! Ankern vor paradiesischen Stränden, Schnorcheln im Korallenriff, nächtliches Schwimmen im leuchtenden Plankton, Inselerkundungen und ein superwitziger Partyabend auf Koh Phi Phi – das sind nur einige meiner Highlights.

Unser Skipper Andre hat die Woche mit viel Erfahrung und guter Laune begleitet. Er ging auf die Wünsche und Bedürfnisse der Crew ein, sorgte stets für Sicherheit beim Segeln und hatte viele tolle Vorschläge für die Route und Freizeitgestaltung. Wer Segeln lernen oder seine Fähigkeiten verbessern wollte, konnte aktiv mithelfen und viel von Andre lernen.
Die Stimmung an Bord war großartig, und die Crew wurde schnell zu einem richtig tollen Team.

Abwechslungsreich, lehrreich und voller Spaß – ein Segelurlaub, den ich jederzeit wieder genauso machen würde! Vielen Dank an Andre und SWU!
Diesen Sommer durfte ich mit sailwithus und unserem fantastischen Skipper Timo an einem unvergesslichen Segeltörn auf dem Peloponnes teilnehmen. Gemeinsam mit einer wunderbaren Crew haben wir eine großartige Zeit erlebt. Besonders beeindruckt hat mich, wie perfekt man beim Segeln vom Alltag abschalten kann – der ideale Kurzurlaub für eine Woche! Auch ohne jegliche Segelerfahrung fühlte ich mich rundum gut aufgehoben und werde definitiv wieder einen Törn buchen!
What an amazing experience!! The boat was brandnew, the crew exceptional fun and the week was the perfect blend of sailing, chilling, great meals, island discoveries, massages, and parties.
Big shoutout to Skipper Andre for your stellar performance and keeping the spirit up despite the rain!
Das Skipper Training war einfach super! Das Wort "Praxis" wird hier wirklich umgesetzt, ich habe sehr viel gelernt diese Woche. Nicht nur seglerisch, sondern auch zwischenmenschlich. Vielen Dank an das Team!
​⭐️ Karibik-Törn der Extraklasse mit Skipper André ⭐️
​Unser Karibik-Törn mit Skipper André war eine traumhafte Erfahrung und voller unvergesslicher Momente!
​André ist ein ausgezeichneter Skipper, der uns Segelkunde weitervermittelt und gelehrt hat. Kulinarisch ein Muss: Das leckere BBQ und vor allem Andrés Spezialität – das beste selbstgemachte Rührei am Morgen!
​Wir genossen atemberaubende Strände, Badestopps und Ankerplätze. Absolut empfehlenswert für alle, die Abenteuer, Entspannung und Genuss suchen!
Der Karibik-Törn ist insbesondere mit unserem Skipper „André“ sehr empfehlenswert.

André hat uns sehr viele schöne Orte und Strände gezeigt. Er war schon öfters in der Karibik unterwegs und kennt sich wirklich sehr gut aus.

Für mich war es der erste Segeltörn und eine wirklich tolle Erfahrung. Es wird wahrscheinlich nicht mein letzter Törn gewesen sein.

Es war sehr schön zu sehen, wie unser Skipper André seine Leidenschaft tagtäglich ausgelebt hat und uns mit seiner Begeisterung angesteckt hat. Er hat versucht bei jeder Gelegenheit die Segel zu setzen, auch wenn die Bedingungen nicht immer ideal waren.
Großartige Crew, traumhaftes Wetter, beeindruckende Landschaften und ein herausragender Skipper. André kennt die Region wie kaum ein anderer. Er führte uns zu den schönsten Plätzen und hat die besten Kontakte zu den Locals. Mehr geht wirklich nicht!
Sogar die Nachbarboote waren neidisch und wollten seine Tipps hören. Neben den schönen Buchten war für mich das gemeinsame Sterne- und Sternschnuppenschauen am Abend das Highlight.
Ich bin selten so entspannt aus einem Urlaub zurückgekommen und das war sicher nicht mein letzter Törn mit André. Klare Empfehlung!
Meine Freundin und ich haben uns im November 2025 mit sailwithus auf den Weg nach Martinique gemacht. Dort trafen wir auf unsere tolle Crew und unseren Skipper André – und schon nach kurzer Zeit war klar: Wir sind bei jemandem gelandet, der nicht nur über ausgezeichnete Segelerfahrung verfügt, sondern die Gegend wie seine Westentasche kennt und bestens mit den Einheimischen vernetzt ist.

Wir haben an traumhaft schönen Spots angelegt, konnten unglaublich viel schnorcheln und baden, und André hat uns jeden Tag unvergessliche Strand-Barbecues ermöglicht. Nebenbei brachte er uns viel übers Segeln und das Leben am anderen Ende der Welt bei.

Ein Satz von ihm bleibt uns besonders in Erinnerung:
„Wenn man keine Angst hat, ist es auch nicht gefährlich 😎 – also Leute, traut euch!“

Für uns waren es zwei erfüllende, perfekte Wochen auf dem Meer. Wir sagen Danke – und hoffen auf ein Wiedersehen auf einem der Weltmeere.
Absolute Empfehlung für André!“

Liebe Grüße

Steffi & Johannes

Possible Types of Sailing Trips in the Canary Islands

Cruise character

Suitable for beginners

Nature

Places of interest

Distribution port/bay

  • 70%
  • 30%
  • “Canaries I 2025”

    We sailed the Canary Islands with Alex H. as our skipper. It was my first time sailing – and one of the most incredible experiences I’ve ever had. The skipper did an outstanding job and played a major role in how our group bonded over the seven days. Our crew had very mixed levels of prior experience, but none of us were truly experienced sailors – except Alex H. Through strong gusts and rough seas, he showed us how to sail smoothly from Tenerife to La Gomera without missing a single wave. On land, we went out for dinner, explored the rainforest on La Gomera, and visited Los Gigantes. Alex planned the route so carefully that we even got to witness the start of “The Toughest Row” – a rowing race across the Atlantic for a good cause – up close. In the evenings, we usually gathered in the saloon or cockpit with one or two drinks, playing cards and creating unforgettable memories. This trip showed me how diverse and exciting sailing can be – and how a dedicated skipper can turn even the toughest moments into lasting memories, with a calm mind and a smile on his face. He was also pretty funny!
    Melvin (Google)

Insight into the Sailing Route – Sailing the Canary Islands

The sailing trip in the Canary Islands begins on Saturday in Tenerife, where the crew meets at the marina between 2 and 4 p.m. and stocks up on provisions. On Sunday, they sail to Santa Cruz de La Palma and enjoy the mild April weather. On day three, they explore La Palma and the Roque de los Muchachos in pleasant temperatures. On Tuesday, they sail leisurely to El Hierro and enjoy the tranquil atmosphere in Valverde. Wednesday is dedicated to further exploring El Hierro and its breathtaking nature. On Thursday, they return to Tenerife and take in the stunning views of the Atlantic Ocean. On Friday, they explore Tenerife and wind down the sailing trip before saying goodbye to the yacht on Saturday.

Possible Itinerary for Canary Islands Sailing Tour: Discover the Adventure!

DAY 1 – Saturday: Tenerife to La Gomera

Start your Canary Islands sailing trip from Tenerife and enjoy the pleasant Canary weather, perfect for sailing. Your destination: San Sebastián de La Gomera. After your arrival between 2 and 4 p.m., the fascinating Garajonay National Park awaits you. Its unique flora and fauna are a true highlight and offer a first glimpse of what the Canary Islands have in store for you on this journey. Check-in on the yacht takes place after 5 p.m. Together, you’ll plan the week ahead and stock up on provisions.

DAY 2 – Sunday: La Gomera to La Palma

Set sail for Santa Cruz de La Palma. Your Canary Islands sailing trip along the scenic coastline is accompanied by the mild April weather. Once in La Palma, take a stroll through the historic old town, where you can experience charming architecture and immerse yourself in the local culture.

DAY 3 – Monday: La Palma

Use the day to discover the beauty of La Palma. Roque de los Muchachos is a must-see – the views are spectacular and showcase the diversity of the Canary Islands. Even in winter, the Canary Islands’ December weather offers pleasant temperatures for exploring on land.

DAY 4 – Tuesday: La Palma to El Hierro

Sail leisurely to El Hierro. The calm atmosphere in Valverde offers a pleasant contrast to the hustle and bustle of the larger islands. This is the Canary Islands sailing experience at its best, as you enjoy the Atlantic and the surrounding natural beauty.

DAY 5 – Wednesday: El Hierro

Explore El Hierro, one of the quieter Canary Islands. Its laid-back pace and breathtaking nature invite you to relax. The mild November weather in the Canary Islands is perfect for spending time at the beach while you enjoy the sea and the surrounding landscape.

DAY 6 – Thursday: El Hierro to Tenerife

The return trip to Tenerife offers another chance to enjoy sailing around the island. The view of the Atlantic and the passing islands is truly calming. Upon arrival in Tenerife, you’ll start to feel the anticipation of the final day of your sailing adventure.

DAY 7 – Friday: Tenerife

After arriving in Tenerife, your final full day of the Canary Islands sailing trip is perfect for exploring local sights. Before leaving “Mein Schiff Kanaren,” soak up the warm sun and the welcoming atmosphere of this unique island group. Your Canary Islands holiday is perfectly rounded off by discovering the local culture and enjoying the relaxed vibe in a nearby marina.

DAY 8 – Saturday: Departure

Now it’s here: the final day of your Canary Islands sailing holiday. One unforgettable memory follows another. You’ve already packed your things the day before. Right at 9 a.m., you leave the yacht. Bye-bye, Canary Islands sailing trip. Great people. Great vibes. Great holiday experience. What a beautiful combination of nature, relaxation, parties, and laughter, laughter, laughter. Thank you!

Your route

Gallery – Sailing the Canary Islands

Sailing the Canary Islands – Here’s what’s included in your Canary Islands yacht charter:

You’re traveling with like-minded people because you all share one thing: the dream of a sailing holiday in the Mediterranean. Your crew is young and a lively mix of complete beginners and experienced sailors. What matters most to you is simple, stress-free planning and preparation.

On sailwithus sailing trips you are always traveling sustainably. We encourage our fellow sailors to do a beach clean up once on every trip so that we can do our bit to preserve the beautiful areas in which we sail. Join us and experience your dream vacation without a guilty conscience. If you want more information about sustainability with us, click here.

  • 7 nights stay on a sailing yacht
  • Including German-speaking skipper
  • One towel per person
  • Bed linen
  • Dinghy (dinghy)
  • Outboard motor
  • Navigation equipment
  • Final cleaning of the yacht
  • Nautical mileage confirmation on request
  • Meeting point on Saturdays 2-4 p.m. – return Friday late afternoon to the port of departure – departure on Saturdays 9 a.m.
  • You book a “friendly” skipper free of charge. They offer safety for sailing beginners thanks to their sailing training.
  • Before the start, you will do the shopping together so that food is provided on board. The kitchen on the yacht is also well equipped.
  • Every sailing trip is well prepared. Spontaneous excursions and side trips are still possible at any time. The crew decides together what they feel like doing, depending on the wind and weather.

What is not included?

  • Onboard kitty for local expenses – food, diesel, national parks, harbor fees, etc. (€200–€300 per person)
  • Catering for the skipper (paid from the on-board cash box)
  • travel insurance, which you can find here you can easily take out here.
  • Flights and transportation to the marina
  • Excess on the deposit of €100 (€200 for catamarans, SKS trips)
  • Tourist tax

Example yacht

Learn more about your Canary Islands sailing holiday

Arrival and departure

Adventure is calling—and you’re answering with a sailing trip through the Canary Islands. Start your journey with a flight to Tenerife, where your sailing adventure begins. Early bookers can benefit from great flight deals and keep costs low. Arriving a bit earlier is a great idea to enjoy the comforts of Tenerife before setting sail.

Your journey across the Atlantic begins in the harbor of Tenerife, where you’ll meet your fellow sailors and skipper between 2 and 4 p.m. A WhatsApp group will be created a few days before the trip to make communication easier. All essential harbor information will be shared with you well in advance of the tour’s start. The anticipation of the breathtaking Canary Islands is just the beginning of your sailing adventure!

On Friday between 3 and 6 p.m., your yacht will return to the harbor in Tenerife. It’s best to plan your departure for the following day so you can enjoy one final evening together. On Saturday morning at 9:00 a.m., you’ll leave the yacht and exchange contact information with your new friends.

La Gomera: A Green Gem

The first stop on your sailing trip is the picturesque island of La Gomera. Discover the unique flora and fauna of Garajonay National Park and experience the stunning natural beauty of the Canary Islands up close.

La Palma: An Island Full of Contrasts

Next, the journey continues to La Palma, where the breathtaking views from Roque de los Muchachos and the charming old town of Santa Cruz de La Palma await you.

El Hierro: The Quiet Beauty

El Hierro, the smallest and westernmost of the Canary Islands, welcomes you with a peaceful atmosphere and picturesque landscapes that invite you to relax and explore.

Return to Tenerife: A Successful Conclusion

The return trip to Tenerife offers one last chance to fully enjoy sailing in the Canary Islands before arriving at the harbor and preparing for your journey home.

The Diversity of the Canary Islands

The Canary Islands are a region full of contrasts and experiences. On this sailing trip, you’ll have the chance to discover some of the most stunning islands and experience Atlantic sailing culture up close.

Culinary Discoveries

The Canary Islands offer a wide range of culinary discoveries. Enjoy fresh fish and seafood in local taverns and try the famous “Papas Arrugadas” with “Mojo” sauce.

Lobos Nature Reserve Island: A Day in Paradise

A trip to the Lobos nature reserve island from Corralejo is an absolute must. The island boasts a breathtaking underwater world, perfect for snorkeling.

Where is Tenerife most beautiful?

Tenerife, the largest of the Canary Islands, has many beautiful places to offer. Here are some of the most well-known and stunning regions on the island:

  1. Los Gigantes: Known for its impressive cliffs that plunge steeply into the sea. The views and calm waters make it a popular destination.
  2. Masca: A small village in the Teno Mountains, famous for its breathtaking scenery and hiking trails. The route from Masca down to the coast is especially popular.
  3. Teide National Park: Home to Spain’s highest peak, the volcano Teide, located at the heart of the island. The national park features a breathtaking lunar landscape and numerous hiking trails.
  4. La Laguna: A historic city listed as a UNESCO World Heritage Site. Its old town, with ancient buildings and cobblestone streets, is especially worth visiting.
  5. Santa Cruz de Tenerife: The island’s capital offers cultural attractions, museums, and shopping opportunities. The nearby Playa de Las Teresitas beach is also very popular.
  6. Puerto de la Cruz: A popular holiday destination in the north of the island, known for Loro Parque and the Botanical Garden. The town features a charming old quarter and beautiful beaches.
  7. Anaga Mountains: Another highlight for nature lovers. Located in the northeast of the island, the mountains offer lush forests, rugged peaks, and spectacular hiking trails.
  8. Costa Adeje: A luxurious holiday area in the south of the island, featuring high-end hotels, beautiful beaches, and numerous leisure activities.

Each of these regions has its own charm and offers unique experiences. It all depends on whether you’re looking for nature, culture, or adventure.

Where is the best place to sail in winter?

Well, on the Canary Islands, of course! While it’s cold in Germany, the Canary Islands enjoy temperatures around 20°C in November and December. The wind conditions are usually perfect for sailing there. Explore now the “Island of Eternal Spring”!

The Canary Islands welcome you with open arms and a variety of experiences that will make your sailing trip an unforgettable adventure!

Your Most Frequently Asked Questions

No, you don’t need any prior experience. Our sailing trips are for everyone – whether you’re completely new to sailing or already have some experience. Throughout the week, our skippers will teach you everything you need to know and make sure you’re always safe and well taken care of.

YouTube video

That depends on the type of trip you book. On our Youngline trip, your fellow sailors will be between 18 and 39 years old. On our Forever Young trip, they are between 40 and 59 years old. For our themed and training trips (Green Ahoi, Yoga, SKS), there is no age limit.

YouTube video

All crew members meet on Saturday between 2 and 4 p.m. at the marina. Around 5 p.m., you’ll board the yacht, and after a detailed safety briefing the next morning, you’ll set sail. A later arrival on Saturday evening is theoretically possible, but we don’t recommend it – please coordinate with your fellow crew members via WhatsApp in advance!

Our fellow sailors and skippers come from the DACH region (Germany, Austria, and Switzerland), so the main language on board will be German. However, all skippers speak English, and international sailors are very welcome.

On the first day of the sailing trip, cabins will be assigned. The crew and skippers can choose their cabins based on their preferences and needs. Generally, cabins are assigned with gender separation. If you would like to stay with a specific person or prefer not to share a cabin with someone of a different gender, feel free to mention this during booking. We will take your preferences into account.

We sail on modern yachts of various sizes: 3-cabin, 4-cabin, 5-cabin, and 6-cabin yachts. Accordingly, there are between 5 and 12 fellow sailors on board.

YouTube video