Hidden Gems of the Canary Islands & Madeira

From $3,519 per person

11 days

Ship: Wind Spirit

Hidden Gems of the Canary Islands & Madeira

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

Santa Cruz de Tenerife

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

Day 2

Lanzarote

Nature is the star on this small volcanic island. Enjoy the afternoon on the beach or follow the island’s famous wine trail, tasting as you go. This, the most northerly of the Canary Islands, welcomes you with laid-back hospitality and genuine warmth. This region of petrified lava makes up the National Park of Timanfaya and its Mountains of Fire, where visions of a lifeless, prehistoric earth, with enormous craters of an incandescent red color, can be seen on a bus or even a camel tour.  This unique atmosphere has made it a UNESCO Biosphere Reserve and one of the most impressive natural parks in all of Spain. 

Day 3

Day 4

Funchal

Considered one of Portugal’s main tourist attractions and home of world-famous footballer Cristiano Ronaldo, Funchal is known for its style and beauty.  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’ll be time here for a little wine tasting, a meal at one of the many 5-star restaurants, sightseeing to 15th century Cathedral of Our Lady of the Assumption, shopping the bargains to be found here, or experiencing the vibrant night life.

Day 5

Funchal

Considered one of Portugal’s main tourist attractions and home of world-famous footballer Cristiano Ronaldo, Funchal is known for its style and beauty.  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’ll be time here for a little wine tasting, a meal at one of the many 5-star restaurants, sightseeing to 15th century Cathedral of Our Lady of the Assumption, shopping the bargains to be found here, or experiencing the vibrant night life.

Day 6

PORTO SANTO, MADEIRA

PORTO SANTO, MADEIRA

Day 7

Day 8

San Sebastian

Though you won’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’re in good company as you explore historic San Sebastián, but with all the natural beauty around, you’ll find your gaze drawn inexorably up the terraced hillsides and across to views of Mount Teide.

Day 9

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’s history at the Island Museum of La Palma located in a 16th century monastery and the Naval Museum housed in a full-sized reproduction of the Santa Maria. And see some of the 15 large telescopes along the ridge of Caldera del Taburieint National Park.

Day 10

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’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 11

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’s history at the Island Museum of La Palma located in a 16th century monastery and the Naval Museum housed in a full-sized reproduction of the Santa Maria. And see some of the 15 large telescopes along the ridge of Caldera del Taburieint National Park.

Dates and Prices

(per person*)

Showing 0 results :

* Per double occupancy. Some pricing may reflect single traveler rate.

Ship

Your cruise ship

The Wind Spirit sails through tranquil waters, flanked by lush green mountains under a clear sky.
Windstar Cruises logo
About this ship

Wind Spirit

Wind Spirit is a graceful four-masted sailing yacht that reflects Windstar Cruises’ dedication to authentic, small-ship exploration. Designed for just 148 guests, this intimate vessel offers an elegant blend of traditional seafaring charm and contemporary comfort, creating a uniquely personal and immersive cruise experience.

Launched in 1988 and meticulously updated over the years, Wind Spirit sails primarily under wind power, with computer-assisted sails that unfurl silently above its teak decks. Its sleek design and shallow draft allow it to glide into quiet harbors, secluded coves, and hidden ports that are beyond the reach of larger cruise ships. Whether anchored off a pristine island or docked in a bustling coastal town, the ship brings guests closer to each destination—both physically and culturally.

The yacht features 74 well-appointed oceanview staterooms, including one spacious Owner’s Suite. Each stateroom is designed for comfort and relaxation, with a soothing coastal color palette, soft lighting, and thoughtful details. Guests enjoy queen-size beds with fine linens, marble-accented bathrooms stocked with L’Occitane amenities, flat-screen TVs, and fully stocked minibars. The Owner’s Suite provides additional space with a sitting area and a refined, residential feel.

Dining on Wind Spirit is relaxed yet sophisticated. Amphora, the main dining room, serves a rotating menu of regionally inspired cuisine crafted with fresh, local ingredients. Veranda offers a bright, airy setting for breakfast and lunch with both buffet and à la carte options. In the evenings, Candles transforms an open deck into a romantic al fresco restaurant featuring expertly grilled entrees under the stars. Room service is available around the clock for those who prefer the privacy of in-suite dining.

Onboard amenities support both leisure and adventure. A small plunge pool and whirlpool provide refreshing spots to unwind with ocean views. The World Spa offers rejuvenating treatments, while the fitness center is equipped with modern cardio and strength-training machines. A standout feature of the ship is the aft watersports platform, which lowers directly into the sea and offers complimentary kayaks, paddle boards, snorkel gear, and more when the ship is at anchor.

Wind Spirit sails to some of the world’s most naturally stunning and culturally rich destinations, including the Greek Isles, Tahiti, the Caribbean, and coastal Central America. Every itinerary is carefully curated to showcase the character and charm of each region, with immersive shore excursions and Windstar’s signature small-port access.

Offering the romance of true sailing, the comfort of a luxury yacht, and the warmth of personalized service, Wind Spirit is a perfect choice for travelers who want to slow down, savor the journey, and experience the world from the water’s edge.

Deckplans

consultation

Need information to make a decision?

Reach out to our travel concierges today to create your perfect journey.