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Madeira Portugal Self-Guided Hiking Tour: Discover Madeira’s breathtaking landscapes on this self-guided hiking tour, where you’ll explore towering mountains, dramatic cliffs, and historic levadas, the island’s unique irrigation channels turned scenic hiking paths. Marvel at rock formations and deep gorges shaped by erosion, and wander through the Laurissilva Forest, the world’s largest laurel forest and a UNESCO Natural World Heritage Site. The island’s diverse terrain offers both serene coastal walks and exhilarating high-altitude trails, ensuring a rewarding adventure for hikers of all levels. With stunning views and rich natural beauty, this journey promises an unforgettable experience in “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.
Upon arrival for your Madeira self-guided hiking tour, our friendly guide will warmly welcome you at the airport and accompany you to Santa Cruz, a charming coastal town just a 10-minute drive away. Once there, you’ll check in to your accommodation and have the rest of the day to unwind.
Relax by the inviting swimming pool, soak up the sun with breathtaking mountain views, or simply enjoy the peaceful surroundings. Whether you opt for a leisurely swim, a refreshing drink by the pool, or some quiet time with a good book, Santa Cruz provides the perfect setting to ease into your adventure. This tranquil escape is the ideal way to begin your unforgettable Madeira hiking experience.
Overnight: Santa Cruz
Start your day with a short 20-minute transfer to Ponta de São Lourenço, where the trail winds around the volcanic peninsula to Madeira Island’s easternmost point. From here, take in stunning views of the Atlantic Ocean and nearby islets. The Desembarcadouro Islet and peninsula are designated as a natural reserve, while the land and sea along the northern coast—up to 50 meters deep—are part of the European Natura 2000 network. It’s a day of truly spectacular scenery, so embrace every breathtaking view and the island’s incredible natural beauty!
Meals: breakfast
Distance: 8 km / 5 mi, +300 m
Highlights: Desembarcadouro Islet & magnificent views
Overnight: Santa Cruz
Today, let’s head to Facho Pic (322 meters) and take in the stunning northern coastal views. Immerse yourself in a lush landscape where cascading water creates a soothing natural symphony. Marvel at the breathtaking scenery of maritime pines, eucalyptus, and the dense vegetation of the native Laurissilva forest.
Following the Levada, you’ll encounter Canary Willows, towering Madeira Laurels, Madeira Mahogany, and Lily-of-the-valley trees. The hike unfolds like a series of scenic windows, opening up to small rivers, tranquil lakes, and cascading waterfalls.
After your adventure, your hotel awaits, offering a chance to relax. But if you still have energy, don’t miss the chance to visit the inviting 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 features steep climbs and descents through one of Madeira Island’s most picturesque regions. Though challenging, the trail rewards you with breathtaking scenery, particularly near Pico Ruivo. Begin with a transfer to Achada da Teixeira, just below Pico Ruivo, and follow the central mountain range westward toward Encumeada, crossing two distinct Natura 2000 ecosystems. Walk through the ancient Laurissilva forest and take in the dramatic volcanic escarpments of the Central Mountain Massif.
As you near your accommodation in the Encumeada Valley, soak in panoramic views—perfect for capturing unforgettable photos and quiet moments of reflection. This journey offers 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, begin your exploration of the Paúl da Serra plateau, a breathtaking highland offering panoramic views. Follow the trail to several scenic viewpoints, where sweeping landscapes reveal the valleys of Ribeira da Janela and Chão da Ribeira. The path winds through the ancient Laurissilva forest, a UNESCO World Natural Heritage site and a protected part of the Natura 2000 network.
At the end of your hike, arrive at the magnificent Fanal, a serene volcanic crater designated as a resting reserve within the Parque Natural of Madeira. This enchanting area is defined by its mist-covered Til trees and awe-inspiring vistas, making it a truly memorable stop along your journey.
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 journey through western Madeira, following an ancient trail that links Prazeres to the picturesque coastal village of Jardim do Mar. Once one of the few routes connecting the inland communities to the sea, this historic path descends nearly 500 meters, offering a perfect opportunity to soak in breathtaking coastal landscapes, terraced farm plots, and centuries-old stone walls.
Designated as a municipal path, this trail stands as a testament to the resilience and ingenuity of past generations, who carved out challenging routes to bridge their isolated mountain villages with the coastline. Before returning to your hotel, take time to explore Paúl do Mar, a charming fishing village with a rich maritime history and a quaint seaside church that adds to its timeless appeal.
Meals: breakfast
Distance: 6 km / 4 mi, +600 / -550 m
Highlights: heritage/municipal walking path, fishing village
Overnight: Arco da Calheta
After a scenic 60-minute transfer to Funchal, you’ll have the day to explore Madeira’s vibrant capital at your own pace. Stroll through its cosmopolitan city center, uncover rich history at landmarks like the Cathedral, and take in stunning ocean views from the best lookout spots. Be sure to visit the bustling market, where you can savor the island’s finest gastronomy—from sizzling meat skewers to sweet banana cake and the beloved traditional poncha. A day in Funchal is a feast for the senses, offering the perfect blend of culture, history, and flavors
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. We hope you enjoyed your self-guided Madeira hiking 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!