Overview
Hiking in Madeira immerses you in a landscape of lush green valleys, cascading waterfalls, narrow cliffside paths, and dramatic ridgelines rising above a sea of clouds. Trails weave through dense forest, open onto sweeping mountain views, and reveal flashes of the deep blue Atlantic far below. With its constant contrast of greenery, rock, and ocean, Madeira feels wild, vivid, and impossible to forget.

Your adventure begins as you arrive in Madeira, where transport will be arranged to collect you from Funchal Airport and take you to the accommodation. On the first day you’ll have time to settle in and it’s a great opportunity to meet your fellow adventurers. 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.

Click for Route Map : 10-11 km 4-5 h ~750 m ●●●○○ — Moderate
The Vereda do Larano hike in Madeira is a stunning coastal trail that offers some of the most dramatic ocean views on the island. Starting near Machico, the path follows an old levada before opening up to a breathtaking cliffside route, where towering green slopes drop steeply into the crashing Atlantic below. The trail winds along the rugged coastline, with sweeping views of the Ponta de São Lourenço peninsula in the distance and the occasional salty sea breeze keeping things cool. While not too steep, the narrow path and exposed sections make it feel like a true adventure. The hike finishes in the small village of Porto da Cruz, where you can reward yourself with a taste of Madeira’s famous sugarcane rum or a refreshing dip in the ocean.

Click for Route Map : 19 km 7 h ~800 m ●●●○○ — Moderate
The Vereda da São Lourenço is one of Madeira’s most iconic walks, tracing the narrow peninsula at the island’s eastern tip. The trail follows a rugged volcanic landscape where sheer cliffs drop into the Atlantic on both sides, creating spectacular views throughout.
The path undulates across barren headlands and red-and-black rock formations, contrasting sharply with the deep blue ocean. Along the way, wind-sculpted cliffs, hardy coastal plants, and seabird colonies highlight the peninsula’s wild character. At the far end, a short climb leads to the viewpoint above Cais do Sardinha, overlooking the Desertas Islands and, on clear days, Porto Santo. A café near the viewpoint offers a place to pause before retracing the same route back along the peninsula continuing towards the south part of the island.
The walk ends by the seafront in Machico, where there is time to relax and swim in the sheltered waters or enjoying a drink at the waterfront cafés.

Click for Route Map : 13 km 6–7 h ~1,200 m ●●●●○ — Challenging
*** Alternative option available for those who want an easier day.
This spectacular traverse links Madeira’s third-highest peak, Pico do Arieiro (1,818 m), with its highest, Pico Ruivo (1,862 m). Starting from the summit viewpoint at Arieiro, the trail immediately launches into a world of jagged ridges, steep staircases, and sheer volcanic cliffs.
The path undulates across exposed ridgelines, with several tunnels cut through the rock and constant views over the cloud-filled valleys below. Sharp ascents and descents mark the way, but the scenery remains unforgettable throughout, with soaring pinnacles and deep gorges on both sides.
After a final sustained climb, the trail emerges on the summit of Pico Ruivo, the highest point on Madeira, offering panoramic views across the entire island. The descent leads to Achada do Teixeira, where cafés and transport connections provide a natural end to the hike.

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.

Click for Route Map : 10 km 5–6 h ~1,000 m ●●●●○ — Moderate-Challenging
The Boca da Corrida hike is one of Madeira’s most striking mountain routes, climbing high above the Curral das Freiras valley to viewpoints that look across the island’s central peaks. It combines steep ascents, forested trails, and open ridges with sweeping views toward Pico Grande, Pico Ruivo, and the deep green valleys below.
The route begins at the Boca da Corrida viewpoint near Jardim da Serra, where the trail sets off through laurel and pine forest before rising steadily onto rocky ground. The climb to the ridge below Pico Grande is long but steady, with the landscape opening wider at every turn — clouds drift through the valleys while sunlight flashes across the cliffs and peaks.
Reaching the high saddle beneath Pico Grande, the full panorama of Madeira’s interior unfolds in front of you, from the jagged spine of the island to the distant sea. It’s an inspiring place to rest before retracing your steps down the same path, with constant views back toward Curral das Freiras. The combination of steep mountain terrain and dramatic scenery makes this a demanding yet deeply rewarding route through the heart of Madeira’s highlands.

Click for Route Map : 14 km 5 h ~250 m ●●●○○ — Moderate
*** Alternative option available for those who want an easier day.
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 joins the Levada dos Cedros for a spectacular finish.

It’s time to pack your bags and move onwards. 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.
What's Included
- Accommodation
- Airport Transfers
- Expert Guided Hikes
- Kitchen Facilities
- Transport to and from Hikes
- Hiking Friends
Additional Info
Accommodation – Madeira Old Town Apartments, Funchal
Meeting Point – Arrivals Hall at Madeira Airport
Transfer Time – Individual transfers can be any time on the first and last day.
Max Group Size – 15
Private Room – If you opt for the private room you will be sharing a two-bedroom apartment. Kitchen and bathroom is shared with your flatmate.
Difficulty – On all our Trailmates trips you should have a good level of fitness. You don’t need to be an expert hiker but walks can be long with elevation. When possible we try to offer alternative options for those who want an easier day.
Dates & Prices
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Fully BookedSaturdayApril 4, 2026SaturdayApril 11, 2026$1,191Fully BookedSold Out
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Fully BookedSaturdayMay 2, 2026SaturdayMay 9, 2026$1,191Fully BookedSold Out
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SaturdayJune 6, 2026SaturdayJune 13, 2026$1,191Last Few Spots
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SaturdayJune 20, 2026SaturdayJune 27, 2026$1,191Last Few Spots
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SaturdayJuly 11, 2026SaturdayJuly 18, 2026$1,191Available
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SaturdayAugust 1, 2026SaturdayAugust 8, 2026$1,191Available
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SaturdayAugust 22, 2026SaturdayAugust 29, 2026$1,191Available
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SaturdaySeptember 5, 2026SaturdaySeptember 12, 2026$1,191$1,07110% OffAvailable
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SaturdaySeptember 19, 2026SaturdaySeptember 26, 2026$1,191Last Few Spots
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Early Bird DiscountSaturdayOctober 24, 2026SaturdayOctober 31, 2026$1,191$1,07110% OffAvailable
