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
*** Alternative option available for those who want an easier day.
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 to 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 : 16 km 5-7 h ~950 m ●●●●○ — Moderate to Challenging
*** 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 (Twin Room)
- Airport Transfers
- Expert Guided Hikes
- Kitchen Facilities
- Park Entrance Fees
- Transport to and from Hikes
- Hiking Friends
Important Info
Accommodation – Madeira Old Town Apartments, Funchal (Several Locations in the Old Town)
Meeting Point – Arrivals Hall at Madeira Airport
Transfer Details – Individual transfers can be any time on the first and last day. Journey time from the airport to the accommodation is around 20 minutes.
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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SaturdayJune 6, 2026SaturdayJune 13, 2026£895Last Few Spots
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SaturdayJune 20, 2026SaturdayJune 27, 2026£8952 Spots Left
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SaturdayJuly 11, 2026SaturdayJuly 18, 2026£895Available
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SaturdayAugust 1, 2026SaturdayAugust 8, 2026£895Available
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SaturdayAugust 22, 2026SaturdayAugust 29, 2026£895Available
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SaturdaySeptember 5, 2026SaturdaySeptember 12, 2026£895£80510% OffAvailable
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SaturdaySeptember 19, 2026SaturdaySeptember 26, 2026£895Last Few Spots
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Early Bird DiscountSaturdayOctober 24, 2026SaturdayOctober 31, 2026£895£80510% OffAvailable
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Early Bird DiscountSaturdayNovember 28, 2026SaturdayDecember 5, 2026£895£80510% OffAvailable
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SaturdayDecember 26, 2026SaturdayJanuary 2, 2027£1,095Available
EXCELLENT Based on 79 reviews Posted on Google TH WWTrustindex verifies that the original source of the review is Google. Well-designed and varied itinerary. We joined the first Sardinia tour with Garry, who accompanied the group throughout—clear attention to detail and strong collaboration with the local guide, Sergioooooooooooo. (Must pronounce his name in this way) The guide was knowledgeable and attentive, offering detailed insights during hikes while making sure everyone was comfortable. Accommodation was consistently good, and the traditional mountain shepherd dinner was a standout. I joined with a high school friend who flew across the Atlantic—worth it. The group bonded quickly despite different backgrounds. A strong choice if you want a hiking-focused trip with like-minded people.Posted on Google Chiao ChangTrustindex verifies that the original source of the review is Google. I joined a hiking trip with Trailmates Adventures for Sadinia trip and had a great experience. The trip was well-organized, and the guides were knowledgeable, friendly, and made everyone feel comfortable throughout the hike. The scenery was beautiful, and everything ran smoothly from start to finish. I’d definitely join another trip with them in the future and highly recommend them to anyone who enjoys outdoor adventures.Posted on Google Erika HoszuTrustindex verifies that the original source of the review is Google. I had such an amazing experience on this Sardinia trip with Trailmates Adventures. Everything was so well organized, from the activities to the overall vibe of the group—it really made the whole holiday feel effortless and enjoyable. Garry was a fantastic host throughout the trip. He created a really welcoming and relaxed atmosphere, making it easy for everyone to connect and feel included. You can tell he genuinely cares about giving people a great experience, and it shows in all the little details. Sardinia itself was absolutely beautiful, and the mix of adventure, social time, and exploring made it the perfect balance. I came back not only with great memories but also having met some wonderful people. I would definitely recommend this trip to anyone looking for a fun, well-organized group holiday—and I’d happily join another one in the future!Posted on Google Bel BerryTrustindex verifies that the original source of the review is Google. Absolutely loved my first trip to Morocco through Trailmates Adventures. I’ve looked into other solo traveller group tours before but none ever ticked all the boxes until now. The entire trip felt like a hiking holiday with like minded friends - fun and interesting. Some friendships will last a long time, and some just shared moments. Great itinerary, well planned out, and adaptable depending on fitness levels. Communication was really good and straightforward, from both the organisers and the trustworthy local guides. Overall it was an incredible experience that exceeded expectations, and I am looking forward to booking my next trip. If you feel hesitant of travelling/hiking solo then Trailmates is for you!Posted on Google Anastasiia VlasovaTrustindex verifies that the original source of the review is Google. Our trip to Madeira was amazing. Trailmates Group organized a wonderful hike. This was our first group tour and our first hike ever, and now we'll definitely be going on more with this company. Firstly, the price was reasonable and the quality matched our expectations. Secondly, the tour was the perfect difficulty level and suitable for travelers of all fitness levels. The idea of traveling just for the hike was the most important thing for us, as we wanted to fully enjoy the hiking and nature. I'd also like to point out that Harry was always available, which gave us a sense of security. A huge thank you to our guide, Paolo – he's very friendly, has a clear itinerary, and does his job 100%. The other members of our group are wonderful, engaging people. We're so glad we met them, and they'll remain etched in our memories. Thank you, Trailmates, for Madeira, and we'll see you soon!Posted on Google Agnieszka JaTrustindex verifies that the original source of the review is Google. I cannot recommend Trailmates Adventures enough! From my very first inquiry, Garry was professional, knowledgeable, and incredibly quick to respond to all my questions. It was truly a trip of a lifetime, and will definitely be booking my next holiday with themPosted on Google Orlagh WalkerTrustindex verifies that the original source of the review is Google. Ive just had the most amazing week with Trail mates adventures.Its my first time doing a solo trip and it was so smooth from start to finish. Garry was just amazing and answered all my questions promptly and with care. The hikes were first class and our hike leader Paolo was a gem. I loved the group and my roommate was so lovely. What an amazing experience. I will definitely go again with this company.Posted on Google SV3 LeerTrustindex verifies that the original source of the review is Google. My trip to Marokko was great. I liked the hikes in the Atlas Mountains and my fellow travellers in the group were great, too. I highly recommend it. :)Posted on Google Natasja HoexTrustindex verifies that the original source of the review is Google. Atlas hike Marokko Ik heb een hele leuke week in de Atlas in Marokko gehad met trailmates. Ik vond de hikes heel divers. Het hotel was fijn en de groep was echt super. Het is tof dat je in een internationale groep reist. Dat maakt de gesprekken extra interessant vind ik. Wat ik ook echt een plus vind, is dat je vertrekt vanuit dezelfde plek. Dus mocht je een keer niet mee willen/ kunnen dan is dat geen probleem. Plus je komt in een soort “thuis” terug. Ik ga zeker nog eens met deze organisatie op pad :-)Verified by TrustindexTrustindex verified badge is the Universal Symbol of Trust. Only the greatest companies can get the verified badge who has a review score above 4.5, based on customer reviews over the past 12 months. Read more
