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8 days / 7 nights
|
Starting point
Funchal
Finish point
Funchal
Season
From April to October
Technical level
3/5
Fitness level
2/5
Tour type
Center-Based
Starting point
Funchal
Finish point
Funchal
Season
From April to October
Technical level
3/5
Fitness level
2/5
Tour type
Center-Based
Highlights
- Witness the mesmerizing Caldeirão Verde waterfall
- Experience Ponta de São Lourenço’s dramatic cliffs and arid landscapes
- Reach Pico Ruivo, Madeira’s highest peak
- Discover the dense, unique, and UNESCO-protected Laurisilva forest
- Traverse tunnels and cascades along the Levada do Caldeirão Verde walk
- Enjoy the freedom of a completely independent self-drive holiday
Itinerary of the trip
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What’s included in the price?
Self-guided
NOT INCLUDED
OPTIONAL EXTRAS
What to bring to the tour
- Hiking shoes/boots
- 25 to 35-liter backpack
- Base layer
- Sports T-shirts
- Hiking shorts
- Hiking water-repellent pants
- Waterproof jacket
- Midlayer
- Sports socks and underwear
- Leisurewear for evenings
- Shade hat/cap
- Sunscreen
- Sunglasses
- Hiking poles
- ID card or passport
- Snacks
- Cash
- Water bottles or hydration pack
- Toiletries
Lose yourself in the mesmerizing allure of Madeira on this unforgettable walking adventure, where you'll traverse awe-inspiring Levadas, rugged cliffs, and verdant laurel forests. As you explore it at your own pace, you can revel in the island's diverse natural beauty, rich cultural heritage, and fascinating history.
Discover hidden gems like the breathtaking Caldeirão Verde waterfall, nestled within the lush green tunnel of laurel and heather forests.
Experience the dramatic landscapes of Ponta de São Lourenço, with its arid terrain and steep cliffs that give you the feeling of walking on the edge of the world.
Ascend to the island's highest peak, Pico Ruivo, along the undulating Vereda do Areeiro, and soak in the panoramic vistas from above the clouds.
As you take on this self-guided adventure, we'll ensure a seamless and stress-free experience by providing you with a personalized handout that includes a day-by-day itinerary, GPS navigation, and insider tips for making the most of your Madeira adventure.
We also take care of all the details, like accommodation bookings, car rental arrangements, and provide round-the-clock support, so you can focus on creating unforgettable memories without worrying about getting lost or choosing the wrong hike for your abilities.
For those who desire a more intimate and immersive experience, we can arrange for a local guide to accompany you, sharing their passion and knowledge of Madeira's unique landscapes and culture.
So, are you ready to lace up your hiking boots and let Madeira's breathtaking landscapes cast their spell on you? But be warned – Madeira's charm might make you want to stay forever!
Frequently Asked Questions
Ratings & Reviews


Exploring Madeira on foot was an incredible adventure. The trails offered a variety of experiences, from dramatic cliffside paths to lush levadas (irrigation channels) winding through the forests. The island’s unique landscapes were unlike anything I’ve seen before. Samo was fantastic, providing clear guidance and tips on which trails to prioritize based on my interests. The accommodations were excellent, and the local cuisine was a delightful bonus. This walking holiday introduced me to the wonders of Madeira, and I’ll definitely be back!
Did the Eastern Madeira walking holiday. The hikes were lovely though some were crowded. But they were crowded cause the view was great. So can't skip loved the ocean side cliffs for a couple days and then the forests along levadas. We had a misunderstanding with the driver as he thought we should have finished sooner. So give them a reasonable estimate. He never asked and his estimate caused all the issues. But we whatsapped the company and they set it straight. Food is good in the towns. We packed lunch everyday as some of those places along the way had long lines. We went a day early and did a sightseeing day with their driver and it also helped with jet lag. Hikes are pretty moderate, so you have energy to enjoy the town in the evenings. The Island is beautiful ❤️
I did the Fisherman Trail in Portugal mid April and I had a fantastic time. The trip was well organized and the luggage transfer seamless. The maps were clear and easy to navigate, and always got me to my destination safe and sound. And the accommodations felt like a complete splurge, especially the B&B. And of course the views along the trail were amazing. Definitely would recommend booking with them!
Walking Holidays Slovenia is great! They provided all of the information and made the arrangements for our self guided walk in Triglav National Park. We hiked to Vodnikov Dom the first day, then to the Seven Lakes Basin the second day, then back to Ribcev Laz the third day. The trails were well marked, and the GPS app recommended by Walking Holidays Slovenia was very helpful for keeping us on track. The trails were very rocky in places, which was a bit of a challenge for us, but it was so beautiful! Very much recommend this company!


Exploring Madeira on foot was an incredible adventure. The trails offered a variety of experiences, from dramatic cliffside paths to lush levadas (irrigation channels) winding through the forests. The island’s unique landscapes were unlike anything I’ve seen before. Samo was fantastic, providing clear guidance and tips on which trails to prioritize based on my interests. The accommodations were excellent, and the local cuisine was a delightful bonus. This walking holiday introduced me to the wonders of Madeira, and I’ll definitely be back!
I did the Fisherman Trail in Portugal mid April and I had a fantastic time. The trip was well organized and the luggage transfer seamless. The maps were clear and easy to navigate, and always got me to my destination safe and sound. And the accommodations felt like a complete splurge, especially the B&B. And of course the views along the trail were amazing. Definitely would recommend booking with them!
Did the Eastern Madeira walking holiday. The hikes were lovely though some were crowded. But they were crowded cause the view was great. So can't skip loved the ocean side cliffs for a couple days and then the forests along levadas. We had a misunderstanding with the driver as he thought we should have finished sooner. So give them a reasonable estimate. He never asked and his estimate caused all the issues. But we whatsapped the company and they set it straight. Food is good in the towns. We packed lunch everyday as some of those places along the way had long lines. We went a day early and did a sightseeing day with their driver and it also helped with jet lag. Hikes are pretty moderate, so you have energy to enjoy the town in the evenings. The Island is beautiful ❤️
Walking Holidays Slovenia is great! They provided all of the information and made the arrangements for our self guided walk in Triglav National Park. We hiked to Vodnikov Dom the first day, then to the Seven Lakes Basin the second day, then back to Ribcev Laz the third day. The trails were well marked, and the GPS app recommended by Walking Holidays Slovenia was very helpful for keeping us on track. The trails were very rocky in places, which was a bit of a challenge for us, but it was so beautiful! Very much recommend this company!


All available guidance options
Private Guided Group
Get together a group of your buddies and leave the rest to us! All you have to do is sit back, relax and enjoy a tour built around your group’s preferences. With an experienced guide accompanying you every step of the way, you’ll get the most out of your hike without having to stress about the details.
Self-guided
Are you looking for a good adventure and limitless flexibility? Then you should try out a self-guided tour, perfect for independent explorers who want to set their own pace. Without the need to stick to a group schedule, you’re free to linger at scenic viewpoints while the logistics are taken care of in advance.
Hassle-Free
We handle route planning, accommodations, transfers, and anything else you prefer not to deal with, so you can enjoy a carefree hike.
Tried & Tested Adventures
Only the best hiking adventures in Portugal, cherry-picked by our local team with an in-depth knowledge of the region.
Book With Confidence
We are a financially protected company, fully bonded and insured, keeping your money safe and allowing you to travel with confidence.
Unbeatable Support
Our 24/7 customer support is where we show our passion, bringing you a better experience by making your well-being our number one priority.
































