NEW TRIP
Historic Levada Trails, Subtropical Forests & Legendary Wine
Hiking the Isle of Madeira Post-Eclipse
NEW TRIP! This itinerary is part of Total Solar Eclipse of 2026: Northern Spain, an eclipse program followed by a choice of six different adventures in Spain, Portugal & France:
Overview
After the thrill of witnessing the total solar eclipse in Lerma, Spain, we'll celebrate the beauty of Madeira, set in the cobalt blue waters of the Atlantic and warmed by the Gulf Stream. This lush island is blanketed in laurel forests and capped by sharp volcanic peaks that cut through the aquamarine shoreline. Our hiking journey explores the island's many personalities as we walk ancient “levada” irrigation canals through green valleys and UNESCO-protected laurisilva forests, hike to crater lakes, take cobbled paths to red-roofed villages, and cross high trails above the sparkling Atlantic. Along the way, we'll visit a producer of Madeira's famous fortified wines, taste catch-of-the-day fish, and go dolphin and whale watching by private boat.
Arrive: Bilbao, Spain
Depart: Funchal, Portugal
Highlights
- Witness the dramatic phenomena of a total solar eclipse with renowned astrophysicist Alex Filippenko, PhD (veteran of 14 eclipse events with WT!)
- Enjoy the fabulous Parador de Lerma and our private eclipse-viewing site at a hilltop winery
- Hike Madeira's unique levada trails through subtropical forests
- Follow a spectacular ridge trail to Madeira's highest point at 6,100 feet
- Savor fresh seafood, explore red-roofed villages, hear evocative fado music
- Go dolphin and whale watching by private boat
- Explore impossibly picturesque Funchal, with its colorful homes
- Enjoy delightful hotels, including elegant Reid's Palace, the Grand Dame of Funchal
Itinerary
Our eclipse program begins in Bilbao, with a tour of the world famous Guggenheim Museum, a cruise along the Nervión River, and a walking tour of the Old City. We then continue south to charming Burgos, where we'll have a tour of its imposing Gothic cathedral, a World Heritage Site. A short drive from Burgos brings us to the medieval town of Lerma and our private eclipse-viewing site at an expansive winery on a hill—virtually on the centerline of the eclipse. Our Bilbao accommodation on Days 1-2 is the Carlton Hotel. On Days 3-4, we stay at the fabulous Parador de Lerma, a ducal palace originally built for King Felipe III. En route to Lerma during the first few days of the trip, we enjoy lively talks on eclipses and other celestial topics by our esteemed eclipse expert Dr. Alex Filippenko, Professor of Astronomy at UC Berkeley.
After a spectacular coastal walk on the Ponta de São Louren?o trail, we hike our first “levada,” walking the peaceful Levada do Furado through indigenous laurel forests alive with birdsong. We'll also stop by the town of Santana, with its triangular houses. One evening, we'll sample Madeira's wines at a private tasting.
A hike along the Levada Nova da Calheta brings us through farmland with vistas of the shimmering waves of the Atlantic. The next day finds us hiking on the Paul da Serra, a high plateau (now a UNESCO World Natural Heritage Site) that hosts an indigenous laurisilva forest. We'll taste wines and enjoy lunch and a vineyard tour at a winery at São Vicente, then drive through small coastal villages along a dramatic strip of land between sea and cliff, often referred to as the “Big Sur” of Madeira.
Our hike on the Royal Path, a trail put in place before the roads were built, brings us from a high saddle down through woodlands, below the cliffs of Pico Grande, and across a ridge to Boca da Corrida, with great views all the way. Our final hike is on a cobbled path through chestnut trees to the village of Curral das Freiras, followed by an afternoon of dolphin and whale watching by private boat. Depart on Day 12.
Accommodations
Scroll through our signature accommodations for this trip below. Although it is highly unlikely, we may make substitutions when necessary.
What the Trip is Like
This trip is rated Level 3+, Moderate to Strenuous, according to our trip grading system. We have five hiking days, varying from 2-8 hours of hiking a day. The 8-hour hike on Day 10 is strenuous; the trail is quite narrow and steep in places, with precipitous drop-offs and a degree of exposure. Please note that our daily hiking activities are weather-dependent. Based on their many years of experience here, our Trip Leaders always have wonderful alternate plans.
Review Trip Level Details
Two of our hikes are along levadas, where the paths are well maintained and there is minimal altitude gain or loss. Others are on well-defined but rocky trails and involve a few thousand feet of ascent and descent.
Madeira is a subtropical island. The south coast is the warmest and driest area and the mountains, rising to over 6,000 feet, are the coolest and wettest. We can expect pleasant temperatures of 58 to 66°F at the coast, but cooler temperatures up in the mountains. April is the start of the dry season, but rain is always a possibility; the monthly average is two inches.
All our hotels are chosen for their local history and central location. Because some of them are in historic buildings, the rooms may not conform to uniform standards, but we hope you will enjoy them for their charm and local color. Single rooms can be requested, but are not always available, due to the limited space in some of our hotels. If you require a single room, please make the request as early as possible. European single rooms are often smaller than US singles.
We travel the island by mini-bus, and the roads are very twisty in some places. The longest single drive is about one hour and 15 minutes.
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Our Area Specialists know every detail about our tours. They will be happy to answer any questions and help you choose the journey that’s right for you. Contact us to learn more or book your trip today!
Itinerary
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Trip Levels
With more than 200 different adventures to choose from, we want to help you find the trip that’s right for you. Our Trip Level system ranks each trip in two ways: a number rating from 1 to 6 according to the activity, and general travel rigors. 1 is the easiest and 6+ the most difficult.