Where Mountains Meet the Ocean

The Ultimate Hiking
Getaway in Madeira

Your Adventure, Day by Day

Your Madeira
Hiking Itinerary

Funchal Airport

We will arrange transport to collect you from Funchal Airport and take you to the accommodation. We advise to arrive in the morning or afternoon so you have time to settle in. We can also recommend accommodation for the night before if you plan to arrive earlier. Funchal will be the base for the whole trip, which is great because you don’t need to carry all your stuff around and after a long day walking you know your warm shower and bed is awaiting you.

Vereda da Ponta de São Lourenço


Distance – 6.6km, Elevation – 302m, Time – 3 Hours

The hike along Vereda da Ponta de São Lourenço is a captivating journey that highlights the natural splendour of Madeira’s easternmost peninsula. Beginning from the coastal town of Caniçal, renowned for its fishing heritage and rugged landscapes, the trail meanders along cliffside paths overlooking the Atlantic Ocean. As you trek, panoramic vistas unfold, revealing dramatic cliffs, turquoise waters, and volcanic rock formations that characterize this unique coastal terrain. Keep an eye out for seabirds nesting along the cliffs and the occasional glimpse of dolphins playing in the waves below, adding to the enchantment of this unforgettable hiking experience.

Distance – 4.5km, Elevation – 180m, Time – 2.5 Hours

After lunch we will do a beautiful hike which takes us to the stunning viewpoint, Miradouro do Pico do Facho. It’s a spectacularly scenic spot with a path that leads you through villages with views of the ocean and both sides of the island. It finishes on Machico Beach, one of Madeira’s only sand beaches. Here is the chance for a refreshing swim after a long day of hiking.

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Distance – 10.1km, Elevation – 671m, Time – 4.5 Hours

The hike from Pico do Arieiro to Pico Ruivo is an exhilarating trek that showcases the rugged beauty of Madeira’s central mountain range. Starting from Pico do Arieiro, the third highest peak on the island known for its sweeping vistas and dramatic rock formations, the trail winds through misty valleys and along narrow ridges. As you ascend towards Pico Ruivo, the highest peak in Madeira, you’ll be treated to breathtaking views of jagged peaks, deep valleys shrouded in clouds, and the vast expanse of the Atlantic Ocean shimmering in the distance. This challenging yet rewarding hike immerses you in Madeira’s wild and untouched landscape, offering an unforgettable adventure for outdoor enthusiasts and nature lovers alike.

Levada do Rei

Distance – 10.5km, Elevation – 721m, Time – 4.5 Hours

The Levada do Rei hike in Madeira is a captivating journey that showcases the island’s breathtaking natural beauty. Located in the lush São Jorge region, this trail follows one of Madeira’s iconic levadas—irrigation channels built to transport water throughout the island. The hike is a relatively easy route, making it accessible to beginners and seasoned hikers alike. With its combination of serene forests, dramatic landscapes, and a tranquil ambiance, the Levada do Rei is a must-visit for nature lovers.

The trail spans approximately 10 kilometers (round trip) and takes hikers through enchanting laurel forests, a UNESCO World Heritage site. Along the way, you’ll encounter an incredible variety of flora and fauna, as well as stunning viewpoints overlooking verdant valleys and cascading waterfalls. The path is shaded by towering trees, creating a cool, refreshing environment, even during warmer months. At the end of the hike, you’ll reach the source of the levada, where pristine waters flow in a peaceful, picturesque setting. Whether you’re seeking tranquility or an immersive nature experience, the Levada do Rei delivers a slice of Madeira’s wild and untouched charm.

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A chance to explore the town, rest your legs or go on another hike. Funchal, nestled on Madeira’s southern coast, invites visitors to immerse themselves in its unique blend of history, culture, and natural beauty. Wander through the town’s charming streets lined with historic buildings and vibrant markets, where you can sample local delicacies like Bolo do Caco and Espetada. Explore Funchal’s rich maritime heritage at the Madeira Story Centre or relax in the tranquil surroundings of the Monte Palace Tropical Garden. For outdoor enthusiasts, Funchal serves as a gateway to further adventures, whether you’re exploring Levada walks through lush landscapes, ascending to panoramic viewpoints on the Monte cable car, or simply enjoying a leisurely stroll along the waterfront promenade. With its captivating blend of urban charm and natural wonders, Funchal promises a memorable experience for every traveller seeking to discover the essence of Madeira.

Levada do Risco


Distance – 9.5km, Elevation – 736m, Time – 4.5 Hours


The Fontes hike along Levada do Risco is an enchanting journey that reveals the natural splendour of Madeira’s interior landscapes. Beginning from the charming village of Rabacal, renowned for its tranquility and traditional charm, the trail winds through lush Laurisilva forest and along the intricate levada irrigation channels. As you hike towards Levada do Risco, known for its cascading waterfalls and verdant scenery, you’ll be treated to panoramic views of rugged valleys and towering peaks that characterise this UNESCO World Heritage site. The gentle path guides you past endemic flora and fauna, offering a serene escape into Madeira’s pristine wilderness. This hike promises an unforgettable adventure for nature enthusiasts and hikers seeking to explore the island’s natural beauty up close. Once we reach the waterfall you can jump in for a refreshing swim and enjoy your lunch with a view! 

On the way back to the accommodation we’ll make a stop at Cabo Girao to stand on the glass balcony at the top of Europe’s tallest cliff.

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Distance – 16km, Elevation – 234m, Time – 4,5 Hours

The Vereda do Fanal hike is a captivating experience that unveils the mystical charm of Madeira’s ancient Laurisilva forest. Starting near the lush plateau of Paúl da Serra, the trail takes you through a landscape steeped in natural wonder and atmospheric beauty. As you descend towards the enchanting Fanal forest, a UNESCO World Heritage site, you’ll find yourself surrounded by centuries-old til trees shrouded in mist, creating a magical and otherworldly ambiance. Along the way, the path offers breathtaking views of verdant valleys and rolling hills, while showcasing Madeira’s rich biodiversity. This tranquil hike is perfect for those looking to immerse themselves in the island’s serene wilderness, where every step reveals a deeper connection to Madeira’s timeless natural heritage. The hike then heads down to the black sand beach of Seixal where you can take a refreshing swim.

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It’s time to pack your bags and head back to the town. We arrange transport back to the airport so you can catch your flight home or continue to explore this majestical island.  We have lots of recommendations if you’re going to spend more time in Portugal.

From Trails to Transfers – We’ve Got You Covered

WHAT'S INCLUDED?

Please note: Airfares and most meals are not included in the trip price. This gives you the flexibility to choose your preferred flights and enjoy local dining experiences at your own pace.

Handpicked Stays for Rest & Recovery​

YOUR ACCOMMOdATION

You’ll be staying at Madeira Apartments Old Town or similar accommodation in the centre of Funchal. Get ready for sun, sea and relaxation (between hikes).

This trip was beyond anything I imagined! The landscapes of Madeira are absolutely stunning, and Trailmates planned it all perfectly. Every day was a new adventure, and our guides made sure we experienced the best of the island while keeping the group motivated and having fun. The hikes were challenging but so rewarding, and the views—just wow. If you're thinking about hiking in Madeira, do it with these guys!
Jamie Carlton

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Join fellow adventurers on an unforgettable trek through Madeira’s stunning trails. Spaces are limited, so don’t wait – lock in your dates now.

Hiking Group

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Secure your place with a deposit of 30%. Final payment is due 30 days before departure. You can also pay in full immediately if you wish.

Flexible Cancellation

If your circumstances change and you can no longer make it, you can transfer your deposit to another trip up until 10 days before departure.

Shared Accommodation

Prices are per person, based on two people sharing a room. Any supplemental costs will be shown on the next screen.

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Book Instantly

Secure your place with a deposit of 30%. Final payment is due 30 days before departure. You can also pay in full immediately if you wish.

Flexible Cancellation

If your circumstances change and you can no longer make it, you can transfer your deposit to another trip up until 10 days before departure.

Shared Accommodation

Prices are per person, based on two people sharing a room. Any supplemental costs will be shown on the next screen.