Hiker walking on muddy trail under low tree branch in lush green forest, Madeira.
Mountain peaks above sea of clouds at sunrise in Madeira with sun flares illuminating foreground shrubs.
Waterfall cascading down moss-covered rocks into a deep green pool at Caldeirão Verde.
Rugged green and brown cliffs meeting the ocean at Ponta de São Lourenço on Madeira under dramatic sky.
Hiking path along a levada beside a dark blue rock face overlooking a lush green mountain valley.
Small waterfall cascading down mossy rocks surrounded by lush green ferns on Levada do Rei trail.
Levada trail in Madeira laurel forest with mossy trees and irrigation channel
Stone stairs ascending steep rocky peak above clouds at Pico Ruivo, Madeira.
Levada tunnel entrance in Madeira with mossy walls, water channel, and path.
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Highlights of Madeira

8 days / 7 nights

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Discover the stunning Caldeirão Verde waterfall, dramatic Ponta de São Lourenço, and lush Laurisilva forest along the enchanting Levadas of Madeira.

Starting point

Funchal

Finish point

Funchal

Season

From April to October

Technical level

3/5

Fitness level

2/5

Tour type

Center-Based

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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

What’s included in the price?

Self-guided

7 nights in 3-star hotels with breakfast
Digital guidebook with itinerary, route instructions, and practical information
GPS navigation with an easy-to-use app
Tour design and organization
Service and support during your hike

NOT INCLUDED

Tourist tax

OPTIONAL EXTRAS

Luggage transfer
Single supplement
Transfers to/from start/finish points

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

Our walking holidays try to accommodate a wide range of hikers while preserving the overall quality. We try to keep the stages as undemanding as possible, but you have to understand that, on Madeira, some of the highlights are slightly secluded, and they require a certain amount of effort to reach. You should be used to walking for up to 6 hours on certain days while overcoming nearly 800 meters of elevation.


Nevertheless, most of the hikes return the same way, so you can always turn around sooner than planned if you feel you will not make it back comfortably. And the trails themselves are not technically demanding as you are walking upon well-beaten tracks along Levadas and Veredas. You must have a head for heights for some of these hikes, as some sections can be exposed. They are well-secured, but you should not underestimate them if you are at risk of vertigo.

Most of these hikes can be done with children if they are used to walking and heights. We wouldn’t advise them to be younger than ten years, but you should judge whether they are capable of hiking for multiple hours.

Proper footwear is crucial for our walking tours. We recommend wearing sturdy hiking shoes with ankle support for all our hikes. Even though the paths are mostly beaten or even paved, such shoes come in handy when you are tired or it gets wet. Wearing sneakers can be dangerous, especially if you are not accustomed to hiking on such surfaces, as they do not offer enough protection and support. Robust shoes also provide the necessary support when your legs get tired during long hikes.

We strongly recommend booking in advance to secure your spot, as this will increase your chances of getting your preferred options. If you wait until the start or during the season, we may not be able to guarantee availability in the hotels and apartments. Therefore, it’s best to make your reservations as soon as possible to avoid any inconvenience. Madeira is a popular tourist spot, after all, and the accommodations get booked fast.

Please note that during the hiking season, accommodations in the destinations of our walking tours are in high demand. Thus, it is essential to book early to secure your preferred type of housing. However, we want to assure you that we will always strive to provide you with the most suitable lodging based on your preferences. You can rest assured that we will do everything in our power to ensure your stay is comfortable and enjoyable.

Our tours are well-planned, and all the destinations are easily reachable and straightforward to navigate. Therefore, it’s unlikely that you’ll need a guide. Our detailed handout will provide all the necessary information while allowing you the flexibility of a self-guided vacation.


However, if you would like to have a guide, please inform us, and we will make the appropriate arrangements for you.

Most of the accommodations offer vegan and vegetarian meal options, and we can arrange either for you after you let us know through our inquiry form. Similarly, you won’t face many issues finding restaurants with such options as Madeira offers a variety of different dining places.

While people tend to visit Madeira during summer, such a time is not the optimal choice for hiking and walking. The temperatures are high, and the sun is beating down on you tirelessly. If you are visiting in summer, you can rather visit the island’s magical beaches and soak in the refreshing Atlantic Ocean.


The best time for a walking holiday in Madeira is generally between April and May and between September and October, as the weather is mild and pleasant during these months. Spring (April-May) offers beautiful blooming flowers, while autumn (September-October) presents a vibrant display of foliage. However, Madeira boasts a mild subtropical climate year-round, making it a suitable destination for walking holidays even during winter, although you may encounter more rainfall and cooler temperatures. Ultimately, the choice depends on your personal preferences and desired walking conditions.

Ratings & Reviews

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+23
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Nuša Bobik

Verified customer · 8 months ago

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!

Radhika Arun

Verified customer · 4 months ago

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 ❤️

Aurore Kurc

Verified customer · 9 months ago

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!

Lynne Davidson

Verified customer · 4 months ago

I had a wonderful 9-day experience of walking & cycling through Slovenia. I really appreciate how this company provided excellent support and assistance as needed each day.

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Jim Carey

Verified customer · 6 months ago

Our holiday was fantastic, really well planned with excellent communication and the app worked a treat for our day to day activities. If you're thinking of a walking / hiking holiday and are unsure of where to go or how to plan it, this is the job for you

Hiking trail on grassy slope overlooking green valley and steep mountains under cloudy sky

Kris Hoban

Verified customer · 6 months ago

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!

Hikers resting on wooden deck of mountain hut overlooking rocky peaks and forested valley
Wooden mountain hut with solar panels in a meadow below rocky peaks and pine trees.

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.

from 985 € /person
We help you discover every magical corner of the most breathtaking island in the Atlantic on our guided or self-guided walking holidays in Madeira.

Have questions? Talk to us.

Anja Hajnšek
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