Sailing the Canary Islands: Your Ultimate 7-Day Itinerary

Embarking on a sailing holiday in the Canary Islands offers an unparalleled experience for true sailing enthusiasts, particularly during the late summer, autumn, and winter months. Known for their year-round pleasant weather, these islands present the perfect destination for those seeking the essence of open-water adventure. With vast distances between the islands, this itinerary promises an immersive sailing journey where you’ll cross deep blue waters and marvel at extraordinary natural landscapes.

As you navigate through this Atlantic archipelago, you’ll have the unique opportunity to encounter marine life in its natural habitat, including majestic whales, graceful turtles, and playful dolphins. The crystal-clear waters surrounding the islands invite you to snorkel and explore vibrant underwater worlds. After a day of adventure, you can unwind and bask in the tranquillity of secluded coves, while still having the option to indulge in the lively nightlife found in the larger cities.

Whether you’re drawn by the thrill of the sail, the allure of untouched nature, or the charm of the Canary Islands’ culture, this sailing holiday offers a perfect blend of relaxation, exploration, and excitement.

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Day 1: Marina San Miguel, Tenerife to Marina San Sebastián, La Gomera

34 Nautical Miles

6-7 Hours Sailing

Your journey begins at the vibrant Marina San Miguel on the southern coast of Tenerife. As you set sail towards La Gomera, the island's majestic silhouette rises in the distance, framed by the vast Atlantic Ocean. The waters between Tenerife and La Gomera are teeming with marine life, so keep an eye out for pods of playful dolphins and, if you're lucky, the graceful glide of sea turtles.

Arriving at Marina San Sebastián, you'll be greeted by the charming capital of La Gomera. The town, rich in history, is where Christopher Columbus made his last stop before discovering the New World. Wander through the narrow streets of the old town, visit the Torre del Conde, a 15th-century tower, and indulge in local Canarian cuisine. The lush laurel forests surrounding the town offer a refreshing escape into nature, a hint of the island’s wild heart.

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Day 2: Marina San Sebastián to Puerto De Las Vueltas, La Gomera

11 Nautical Miles

2-3 Hours Sailing

After a leisurely breakfast, sail westward along La Gomera's rugged coastline to Puerto De Las Vueltas in the peaceful valley of Valle Gran Rey. The approach to this anchorage is breathtaking, with dramatic cliffs and terraced hillsides plunging into the blue sea.

This anchorage, though idyllic, is exposed to southern winds, so be mindful of the weather forecast. The nearby Garajonay National Park, a UNESCO World Heritage site, offers a different world of misty forests and ancient trees. It’s perfect for a day hike, with trails leading you through lush greenery and offering panoramic views of the island.

In the evening, enjoy the relaxed atmosphere of Valle Gran Rey, where the sunset paints the cliffs in hues of gold and red, a sight best savoured with a glass of local wine.

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Day 3: Puerto De Las Vueltas to Puerto de la Estaca, El Hierro

36 Nautical Miles

7-8 Hours Sailing

Today, set a course for El Hierro, the smallest and most secluded of the Canary Islands. The sail to Puerto de la Estaca is an adventure in itself, crossing waters that are a playground for whales and dolphins. The island's unspoiled beauty becomes evident as you approach its rugged coastline, with cliffs and pristine waters.

Puerto de la Estaca is a quaint harbor, surrounded by towering cliffs. El Hierro is a designated UNESCO Biosphere Reserve, known for its volcanic landscapes and crystal-clear waters. Just a short drive from the port is the natural pool of Charco Azul, a hidden gem where you can swim in the clearest of waters, sheltered by volcanic rock formations.

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Day 4: Puerto de la Estaca to Playa de Santiago, La Gomera

39 Nautical Miles

7-8 Hours Sailing

Bid farewell to El Hierro and chart your course back to La Gomera, this time to the quiet village of Playa de Santiago. This sleepy fishing village is located on the southern coast of La Gomera and offers a more intimate experience of the island. The journey back is another opportunity to spot marine wildlife, with plenty of time to relax on deck under the warm sun.

Playa de Santiago's black sand beach and clear waters are ideal for a late afternoon swim or snorkel. The village is surrounded by terraced hillsides that offer great walking trails, and the town itself is a perfect place to enjoy fresh seafood caught by local fishermen.

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Day 5: Playa de Santiago to Los Cristianos, Tenerife

25 Nautical Miles

5-6 Hours Sailing

Your next destination is Los Cristianos on the southern coast of Tenerife. This is a lively town, offering a stark contrast to the tranquillity of La Gomera. The crossing is a relatively short one, and the waters here are particularly rich in marine life, making it another excellent day for dolphin and whale watching.

Once in Los Cristianos, you can explore its bustling port and promenade, lined with restaurants, cafes, and shops. The beaches here are golden and inviting, perfect for a relaxing afternoon. If you’re up for more adventure, nearby Montaña de Guaza offers a moderate hike with panoramic views of the coast.

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Day 6: Los Cristianos to Marina San Miguel, Tenerife

10 Nautical Miles

2-3 Hours Sailing

Before you head back to Marina San Miguel, take a detour to the small but stunning Montaña Amarilla (Yellow Mountain). This natural reserve, just off the coast near Costa del Silencio, is a fantastic spot for snorkelling. The waters here are exceptionally clear, revealing a vibrant underwater world of fish and volcanic rock formations.

After your snorkelling adventure, sail the short distance back to Marina San Miguel. As you dock, reflect on the incredible journey you’ve undertaken through some of the most beautiful and untouched parts of the Canary Islands.

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Day 7: Departure from Marina San Miguel

Spend your final morning at Marina San Miguel, perhaps with a leisurely breakfast overlooking the marina, before saying goodbye to the Canary Islands. This journey has taken you through rich and diverse landscapes, from the verdant heights of La Gomera to the volcanic shores of El Hierro, with the vast Atlantic Ocean as your constant companion.

As you disembark, you carry with you not just memories of stunning views and serene waters but also a deeper connection to the natural beauty and cultural heritage of the Canary Islands.