All you need to know about our unique holidays, combining nature and fun.
Join us for an exhilarating group hiking expedition through Madeira, the jewel of the Atlantic Ocean, with our meticulously curated tours tailored for individual explorers and those eager to connect with fellow nature enthusiasts. Delve into the breathtaking landscapes and diverse ecosystems of Madeira’s rugged terrain, guided by seasoned experts who ensure your safety and comfort throughout the journey. From seamless logistics to cozy accommodations, every aspect of your adventure is meticulously planned to enhance your experience of this natural paradise in the Atlantic.
The tour costs £895 and the next available dates are March 8-15, March 16-23, October 4-11 and October 12-19. To check availability please use our booking page.
Connect with Fellow Nature Lovers: Join a community of enthusiastic hikers who share your passion for exploration and the great outdoors. Our group tours provide a unique opportunity to forge new friendships and create lasting memories as you traverse breathtaking landscapes together.
Hassle-Free Travel Experience: Leave the planning to us. Our group tours include all transportation, accommodations, and meal arrangements. With the logistical details expertly handled, you can focus on enjoying the stunning views and exhilarating hikes without any stress.
Cost-Effective and Safe: Traveling in a group not only reduces costs through shared expenses but also provides added safety in remote and challenging terrains. Whether navigating through ancient trails or scaling rugged peaks, you’ll find confidence in the collective experience and support of the group.
Embark on a journey to Madeira with us and experience more than just a hike. It’s an exploration of spectacular landscapes, ancient cultures, and personal discovery, all while enjoying the safety and companionship of traveling in a group. Book your adventure today and step into a world of awe-inspiring beauty and shared adventure that only the tropical island of Madeira can offer.
Highlights
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We will arrange transport to collect you from the airport and take you to the accommodation. We advise to arrive in the morning afternoon so you’re in time for evening welcome drinks to discuss the plans for the week’s hiking. 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.
Distance – 4.1 Miles, 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.
In the afternoon there will also be a smaller second hike to a beautiful viewpoint, Miradouro dos Balocoes. With a small walk to and from the viewpoint, this is a hike great for those looking for an outstanding scenic spot without needing to trek for hours. The path leads you through a beautiful forest before finishing at the Balcoes (balcony) with views from the ocean to Pico Ruvio which is the highest peak on Madeira at 1,862 meters.
Distance – 1 Mile, Elevation – 140m, Time – 1.5 Hours
Distance – 5.1 Miles, 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.
Distance – 7 Miles, Elevation – 721m, Time – 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.
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 traveler seeking to discover the essence of Madeira.
Distance – 5.5 Miles, Elevation – 584m, 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.
Distance – 14 Miles, Elevation – 910m, Time – 7 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.
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.
While there is nothing technical on the hikes there will be a good amount of hours of walking each day so a good general level of fitness is required.
The usual age of the groups is 27-49.
Single rooms are sometimes available, please enquire before booking.
We can sometimes accommodate you if arriving earlier or leaving later. Normal hotel rates will apply.
Yes, WiFi is available throughout the hotel.
We provide towels and bedding. You need some shoes comfortable for walking in. Before the course I will advise about the weather so you can decide which clothes to bring.
This will depend on your nationality. Please message us for further advice.
You can choose to make a 30% deposit and pay in full at least 30 days before the tour or alternatively pay the full amount in one go.
There will always be one guide to accompany you on the hike so you don’t get lost. There will also be a driver transporting you to and from the hikes.
We always think a local touch is best. 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).
Located in Funchal, Apartments Madeira Old Town are a 5-minute walk to the beach and to the Funchal old town. Featuring free WiFi the apartments are 1.4 km from Funchal Marina and 1.9 km from Madeira Congress Center. Each apartment will provide guests with a TV and a seating area. They include 1 or 2 bedrooms. The private bathrooms also come with a bath or shower and a bidet. Linen and towels are provided. Guests are welcome to prepare their own meals at the fully equipped kitchen available. Within a 10-minute walk, guests may visit the Farmers’ Market, a place filled scents and tradition where guests can buy the most natural quality food supplies.
In the vicinity guests will also find plenty of restaurants serving traditional Madeira dishes. In the evening guests may relax at one of the bar by the sea. The Contemporary Art Museum is just a 2-minute walk and in the pedestrian Santa Maria Street, a 5-minute walk away, guests will find various cultural and artistic events. Madeira International Airport is 16 km away.
Hello, I'm Afonso, and with over a decade of experience guiding adventurous souls through rugged terrains, I've become an expert in wilderness survival and environmental conservation. As a certified mountain guide with a degree in outdoor education from the University of Lisbon, my deep passion for nature and extensive knowledge about the local flora and fauna drive my work. I'm dedicated to eco-friendly travel and love sharing engaging stories along the way. Whether you’re new to hiking or a seasoned trekker, I look forward to inspiring and challenging you on the trail with my expertise and infectious enthusiasm for the great outdoors.
Hi, I’m Beatriz, and I bring a decade of experience guiding adventurous souls through diverse landscapes. Growing up near the coastal cliffs of Algarve sparked my love for the outdoors, leading me to pursue a degree in environmental science from the University of Lisbon. As a certified mountain guide with a passion for sustainability, I am deeply committed to preserving our natural heritage. My goal is to create memorable experiences that connect people with nature, sharing insights into local ecosystems and wildlife along the way. Whether you’re new to hiking or a seasoned explorer, I look forward to guiding you through unforgettable journeys and inspiring a deeper appreciation for the environment we explore together.
Hello, my name is Carolina, and I’ve spent the last decade exploring and guiding adventurers through captivating landscapes. Growing up in the heart of Portugal’s Douro Valley, surrounded by vineyards and rolling hills, instilled in me a deep appreciation for nature. I pursued a degree in outdoor leadership and environmental studies at the University of Porto, where I honed my skills as a certified mountain guide. With a passion for sustainable travel and a knack for storytelling, I’m dedicated to fostering meaningful connections with the natural world. Whether you’re embarking on your first hike or seeking a challenging trek, I’m excited to share my knowledge and enthusiasm, ensuring an enriching and unforgettable experience on the trail.
Our mission is simple: to create a community of solo travellers who seek more than just a holiday but a chance to forge lasting connections with fellow adventurers. With Trailmates, you won’t just hike alone – you’ll join a diverse group of individuals from around the globe, all drawn together by love for travel and the great outdoors.
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