Hidden Gems of the Canary & Madeira Islands

From $3,519 per person

11 days

Ship: Wind Spirit

Hidden Gems of the Canary & Madeira Islands
Windstar Cruises

Explore the Canary and Madeira islands where landscapes are infinitely diverse and temperatures are uniformly pleasant year-round, including islands well off the beaten path like Porto Santos and El Hierro. So many attractions vie for your attention. Spanish and Portuguese cuisines with a unique African twist. Unconventional volcanic vineyards rubbing elbows with bananas, pineapples and palm trees. Authentic &ldquo;Columbus slept here&quot; stories on Porto Santos and La Gomera. If you&rsquo;re feeling energetic you can ride a camel across a volcanic moonscape, trek through prehistoric laurel forests, or explore natural wonders like Porto Santo&rsquo;s 5.5-mile golden beach or El Hierro&rsquo;s blissfully beautiful natural rock pools. An overnight in Funchal gives you time to visit Madeira&rsquo;s many wineries, hike historic <em>levadas, </em>and ride a wicker toboggan down steep city streets.

Journey Summary

  • Day 1 - Santa Cruz de Tenerife
  • Day 2 - Puerto del Rosario, Fuerteventura, Spain
  • Day 3 -
  • Day 4 - Funchal
  • Day 5 - Funchal
  • Day 6 - PORTO SANTO, MADEIRA
  • Day 7 -
  • Day 8 - Santa Cruz de Palma
  • Day 9 - El Hierro
  • Day 10 - San Sebastian
  • Day 11 - Santa Cruz de Tenerife

Detailed Itinerary

Day-by-day description of your cruise and cruise activities.

Day 1 - November 27, 2026

Santa Cruz de Tenerife

Here in this privileged setting you&rsquo;ll discover two UNESCO World Heritage Site beaches of tantalizing beauty; San Cristóbal de La Laguna; and the island&rsquo;s symbol, Teide National Park. Wide avenues, exotic landscapes, and striking examples of modernist architecture complete one of the world&rsquo;s most popular destinations.

Day 2 - November 28, 2026

Puerto del Rosario, Fuerteventura, Spain

Puerto del Rosario, Fuerteventura, Spain

Day 3 - November 29, 2026

Day 4 - November 30, 2026

Funchal

Considered one of Portugal&rsquo;s main tourist attractions and home of world-famous footballer Cristiano Ronaldo, Funchal is known for its style and beauty.&nbsp; Visit Cabo Girao, the highest sea cliff in Europe or take a trip to the Pica da Torre for an incredible view of Camara de Lobos, a delightful fishing village. With a long history of Madeira winemaking, there&rsquo;ll be time here for a little wine tasting, a meal at one of the many 5-star restaurants, sightseeing to 15<sup>th</sup> century Cathedral of Our Lady of the Assumption, shopping the bargains to be found here, or experiencing the vibrant night life.

Day 5 - December 01, 2026

Funchal

Considered one of Portugal&rsquo;s main tourist attractions and home of world-famous footballer Cristiano Ronaldo, Funchal is known for its style and beauty.&nbsp; Visit Cabo Girao, the highest sea cliff in Europe or take a trip to the Pica da Torre for an incredible view of Camara de Lobos, a delightful fishing village. With a long history of Madeira winemaking, there&rsquo;ll be time here for a little wine tasting, a meal at one of the many 5-star restaurants, sightseeing to 15<sup>th</sup> century Cathedral of Our Lady of the Assumption, shopping the bargains to be found here, or experiencing the vibrant night life.

Day 6 - December 02, 2026

PORTO SANTO, MADEIRA

PORTO SANTO, MADEIRA

Day 7 - December 03, 2026

Day 8 - December 04, 2026

Santa Cruz de Palma

Santa Cruz de Palma has a distinct Caribbean feel with its colorful houses and relaxed, casual feel. Walk along the cobblestone streets of this charming port that once was a connecting port on the route to the Americas. Learn about the town&rsquo;s history at the Island Museum of La Palma located in a 16<sup>th</sup> century monastery and the Naval Museum housed in a full-sized reproduction of the<em> Santa Maria</em>. And see some of the 15 large telescopes along the ridge of Caldera del Taburieint National Park.

Day 9 - December 05, 2026

El Hierro

El Hierro is a small ship exclusive port and the smallest and westernmost Canary Island, is a hidden gem known for its rugged landscapes, volcanic terrain, and rich biodiversity. With stunning natural rock pools, prehistoric laurel forests, and dramatic coastlines, it offers a tranquil escape for nature lovers, hikers, and those seeking a unique adventure. The island&rsquo;s unique ecosystems, including a marine reserve, attract divers from around the world. El Hierro also boasts charming villages, picturesque hiking trails, and peaceful surroundings, making it a perfect destination for those looking to disconnect and enjoy untouched natural beauty. It is a UNESCO Biosphere Reserve, preserving its diverse habitats.

Day 10 - December 06, 2026

San Sebastian

Though you won&rsquo;t find canaries here you will find people who can whistle like them. Whistled speech helped shepherds communicate across the steep ravines and in the lush cloud forest of Garajonay National Park, a UNESCO World Heritage Site. Columbus paused here on all three voyages so you&rsquo;re in good company as you explore historic San Sebastián, but with all the natural beauty around, you&rsquo;ll find your gaze drawn inexorably up the terraced hillsides and across to views of Mount Teide.

Day 11 - December 07, 2026

Santa Cruz de Tenerife

Here in this privileged setting you&rsquo;ll discover two UNESCO World Heritage Site beaches of tantalizing beauty; San Cristóbal de La Laguna; and the island&rsquo;s symbol, Teide National Park. Wide avenues, exotic landscapes, and striking examples of modernist architecture complete one of the world&rsquo;s most popular destinations.

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Nov 17, 2026Nov 27, 2026

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