













Eastern Madeira Walking Holidays
8 days / 7 nights
|
Starting point
Funchal
Finish point
Funchal
Season
From April to October
Technical level
3/5
Fitness level
3/5
Tour type
Travel & Hike
Starting point
Funchal
Finish point
Funchal
Season
From April to October
Technical level
3/5
Fitness level
3/5
Tour type
Travel & Hike
Highlights
- Experience the mesmerizing views from Pico Ruivo, Madeira’s highest peak
- Immerse yourself in the vibrant culture of Funchal and its lively Mercado dos Lavradores
- Witness the dramatic rock faces of Cabo Girão rising from the ocean
- Explore the secluded corners of the island, like Faja Escura
- Savor the diverse flora and fauna of Madeira as you traverse its picturesque trails
- Enjoy the convenience of organized transfers to the starting points of your hikes
Itinerary of the trip
FREE ITINERARY
Get Your Travel Itinerary
Loved the itinerary? Enter your email below, and we'll send a copy straight to your inbox.
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
Head on an unforgettable journey across Madeira's diverse landscapes, where sun-kissed beauty meets lush forest enchantment. Your adventure unfolds from the vibrant atmosphere of Funchal, weaving through the island's contrasting terrains and unique features, culminating at the awe-inspiring cliffs of Ponta de São Lourenço.
As you venture deeper into Madeira, you'll explore the coastal charm of fishing villages along the northeastern coast, feel the adrenaline of reaching the summit of Pico Ruivo, and immerse yourself in the enchanting Laurisilva forest.
Nature lovers will rejoice as they encounter numerous waterfalls and tunnels along the Levada do Caldeirão Verde, while the breathtaking Cabo Girão viewpoint provides a stunning finale to your Madeira adventure.
Throughout your trip, we'll be on top of all the details, from handouts with day-by-day itineraries to GPS navigation, insider tips, and round-the-clock support. We'll also arrange accommodation bookings and organized transfers, ensuring a stress-free experience.
While we believe the self-guided nature of this tour provides the ultimate freedom and flexibility to appreciate Madeira, rest assured that should you desire a local guide to enhance your experience, we're more than happy to accommodate your wishes.
Lace up your walking shoes and join us on this Madeira adventure that will leave you with memories as rich and diverse as the island itself. After all, life's too short for ordinary vacations!
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
Join a Group
Don’t want to hit the trails by yourself? No problem! We’ll find you a group of like-minded hikers and handle all the logistics. Guided by our experienced leader, you'll enjoy a stress-free journey focused on what truly matters – soaking in the trails, meeting new people and making unforgettable memories.
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.





































