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Portugal hiking tour Self Guided: This is a wonderful hiking tour with a variety of Madeira’s best trails. You will discover the stunning scenery of this volcanic island by visiting its mountains, cliffs and levadas, which are an extensive network of small irrigation channels and make the perfect path for adventurous hikers. Erosion has formed the island by creating unique rock formations as well as deep gorges. Part of the land is covered by the Laurissilva Forest, the world’s largest laurel forest, which is recognized by UNESCO as Natural World Heritage Site. This tour is sure to be a unique and exhilarating hiking experience! Welcome to Madeira- “The Pearl of the Atlantic.”
Fly in and out of Funchal Airport, via Lisbon or other. Tour starts in Santa Cruz and finishes in Funchal. All airport transfers are included.
Not Included:
Local Expert: Antonio is our on-site expert. He lives in Lisbon and has been all over the country! Antonio will meet you for orientation on arrival day as well as provide emergency support throughout your trip. Our local guides and experts are available by phone to assist during your trip with any kind of emergency and if due to weather or other reason you need to arrange a transfer.
Need to Know:
Upon your arrival at the airport, our friendly guide will warmly welcome you and escort you to Santa Cruz, a charming town just a 10-minute drive away. Upon reaching Santa Cruz, you’ll check in to your accommodation and have the rest of the day to unwind. Feel free to take a dip in the inviting swimming pool or simply lounge by the poolside, soaking up the sun and the breathtaking mountain views. The serene environment and beautiful landscape provide the perfect setting for relaxation and rejuvenation after your journey.
Whether you prefer a leisurely swim, a refreshing drink by the pool, or simply relaxing with a good book, the choice is yours. Santa Cruz offers a tranquil escape, allowing you to start your vacation on the perfect note.
Overnight: Santa Cruz
Start your day with a short 20-minute transfer to Ponta de São Lourenço. Here, the trail will lead you around the volcanic peninsula to the easternmost point of Madeira Island. From this vantage point, you’ll be treated to stunning views of the Atlantic Ocean and the nearby islets. The Desembarcadouro Islet, along with the peninsula, is classified as a natural reserve. Additionally, all the land and sea along the northern coast, up to a depth of 50 meters, is part of the European network of important community sites – “Natura 2000.” What a day awaits, with scenery that is nothing short of spectacular. Enjoy and celebrate the breathtaking views and natural beauty all around you!
Meals: breakfast
Distance: 8 km / 5 mi, +300 m
Highlights: Desembarcadouro Islet & magnificent views
Overnight: Santa Cruz
Immerse yourself in a lush landscape where the sound of water cascading from the rocks creates a natural, relaxing symphony. Marvel at the fantastic scenery featuring maritime pines, eucalyptus, and dense vegetation typical of the native Laurissilva forest. As you walk along the Levada, you’ll encounter Canary Willows, large Madeira Laurels, Madeira Mahogany, and the Lily-of-the-valley trees. The hike feels like peering through a window, revealing open areas that lead you through small rivers, lakes, and waterfalls. After your adventure, your hotel awaits, but if you still have energy, don’t miss visiting the natural pools in town!
Meals: breakfast
Distance: 17 km / 11 mi, +400 m
Highlights: lush vegetation, scenic levada walk, natural pools
Overnight: Santana
Today’s hike will take you through steep climbs and descents in one of Madeira Island’s most picturesque regions. Though challenging, the trail rewards you with stunning landscapes, especially near Pico Ruivo. Start with a transfer to Achada da Teixeira, just below Pico Ruivo. Follow the central mountain range westward toward Encumeada, crossing two distinct ecosystems in the Natura 2000 Network. Walk through the ancient Laurissilva forest and experience the dramatic volcanic escarpments of the Central Mountain Massif.
As you approach your accommodation in the Encumeada Valley, enjoy breathtaking panoramic views. This vantage point offers perfect moments for unforgettable photos and peaceful reflection—an unparalleled opportunity to connect with Madeira’s extraordinary natural beauty.
Meals: breakfast
Distance: 14 km / 9 mi, +600 m
Highlights: Pico Ruivo – the highest peak on Madeira, Encumeada, beautiful landscapes
Overnight: Encumeada Valley (Arco de São Jorge)
After a morning transfer, start exploring the Paúl da Serra plateau. Follow the trail to several viewpoints, showcasing breathtaking landscapes, including views over the valleys of Ribeira da Janela and Chão da Ribeira. The trail is nestled in the Laurissilva forest, a UNESCO World Natural Heritage site and a member of the European Network of Sites of Community Importance – Nature 2000. At the end of the hike, you’ll arrive at the magnificent area of Fanal, a small volcanic crater designated as a resting reserve within the Parque Natural of Madeira. The beauty of this area lies not only in the Ocofeafoefens (Til) trees but also in the spectacular landscapes visible from various viewpoints along the trail.
Meals: breakfast
Distance: 11 km / 7 mi, +200 / -500 m
Highlights: Paúl da Serra plateau, protected valleys & forest, Fanal crater
Overnight: Porto Moniz
Today, embark on a heritage-rich route on the west of Madeira Island, linking the village of Prazeres to the picturesque Jardim do Mar. Historically, this trail was one of the few routes available for the people of Prazeres to access the coastline. With a height difference of approximately 500 meters, it offers the perfect opportunity to walk slowly and take in the coastal landscapes, terraced farm plots, and stone walls. Designated as a “municipal path,” this trail is a genuine historical heritage, reflecting the isolation of past generations and the ingenious, challenging routes they created to connect with the coastline. Before returning to your hotel, make sure to explore Paúl do Mar, an old fishing village with a quaint church right on the seashore.
Meals: breakfast
Distance: 6 km / 4 mi, +600 / -550 m
Highlights: heritage/municipal walking path, fishing village
Overnight: Arco da Calheta
After a 60-minute transfer to Funchal, you’ll have the day off to enjoy the city! As the most famous city in Madeira, Funchal offers endless opportunities for exploration. Wander the streets of its cosmopolitan city center, discover historical sites like the Cathedral, and seek out the best ocean view spots. Don’t miss visiting the market to sample the island’s best gastronomy. From meat skewers to banana cake and the traditional poncha drink, you’ll be delighted by the delicious offerings.
Meals: breakfast
Highlights: Funchal exploration
Overnight: Funchal
Today it is your last day and it is time to pack up the good memories and say goodbye! Our guide will transfer you to the airport at 10:00 AM or according to your time schedule. Please let us know in advance if you would like to book additional nights in the area, or if you would like to add on another Pure Adventures tour!
Meals: breakfast
Dates: Plan your trip at a time that best fits your schedule! Pure Adventures tours have flexible start dates.
2025 Tour Rates by Season: (based on double occupancy)
Superior Three & Four Star Hotels:
Ways to Save! Groups of 6 adults or more: 10% discount. Children under 15 recieve 30% discount.
New! Travel Insurance is now required to participate in this tour. You can book through our preferred vendors or your own. Proof of coverage will be required.
Madeira is stunning! Bryan and I couldn’t decide what we liked more, the beautiful landscapes or the hotels!
Everything went smooth for our tour with pick ups and GPS tracks we had the perfect amount of support without the hassle of being on a group tour with a guide. We want to come back and do this trip again when our kids are a little older!!!
Our time in Madeira far exceeded our expectations, as did the resources provided to us by Pure Adventures for our big hiking adventure. We enjoyed the hotels and local recommendations included in our digital tour booklet. This was a useful tool, as was our GPS routing. The hikes are challenging but rewarding! Only downfall was a day of rain, but that is part of travel!
Excellent hiking tour. No issues to note, loved Maderia – food, people, scenery. Third tour with Pure Adventures!