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Eastern Madeira Walking Holidays

Discover the enchanting allure of Madeira, from rugged cliffs and serene Levadas to verdant forests and hidden waterfalls on these captivating walking holidays.
Starting point
Finish point
8 days / 7 nights
Apr - Oct
From: 1,350€/person
Suitable for most active people with with good stamina and basic walking experience

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

Levada do caldeirao

Traverse awe-inspiring Levadas on your unforgettable walk

Cabo girao view

Capture the finale at breathtaking Cabo Girão viewpoint

From pico do arieiro to pico ruivo

Reach the summit of Pico Ruivo for ultimate freedom


Feel the vibrant atmosphere unfold in Funchal

Levada do norte

Encounter numerous tunnels along Levada do Norte

Madeira sunset

Witness sun-kissed beauty through Madeira's sunset

Porto da cruz

Explore coastal charm in Porto da Cruz fishing village

Traditional houses in queimadas forest park

Rejoice in nature at enchanted Queimadas forest park

Tunnel on levada do norte

Navigate Madeira's unique features in Levada tunnels

Waterfall in levada de caldeirao verde

Discover numerous waterfalls along Levada de Caldeirao Verde

Levada do caldeirao
Cabo girao view
From pico do arieiro to pico ruivo
Levada do norte
Madeira sunset
Porto da cruz
Traditional houses in queimadas forest park
Tunnel on levada do norte
Waterfall in levada de caldeirao verde

Included in price

Tour design and organization

24/7 service and support during your holidays

GPS navigation with an easy-to-use app

7-night accommodation with breakfast

Luggage transfer

Transfers as per itinerary


Embark 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 navigationinsider tips, and 24/7 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!


Things to know

Join a Group

For solo hikers or hikers who wish to meet other like-minded souls, and don’t want to stress about tour-planning and other annoying details. We’re going to find you a group of like-minded outdoor enthusiasts and take care of all the other details. The tour will be led by our guide, who’ll make sure everything runs smoothly, ensuring maximum hiking enjoyment.

Private Guided Group

Experience the great outdoors on a private guided tour tailored just for your group. It’s for those who want a hassle-free adventure and enjoy the flexibility of a small private group and not stress about the details of everyday planning. The guide will be fully at your disposal to make this experience as personalized as possible, maximizing enjoyment during and after the tour.


Those who like a good adventure and limitless flexibility should go on a self-guided tour. We prepare the itinerary and book your accommodations while you enjoy the journey without our guide, being fully in charge of all the daily decisions. While you’ll have the full support of our team in case of any emergencies or concerns, a certain level of self-reliance is required.


We handle itineraries, accommodations, and anything else you prefer not to deal with, so you can enjoy a carefree hike.

Tried & Tested Adventures

Only the best walking tours of Madeira, 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.

Similar Walking Tours in Madeira

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Levada do caldeirao
Small waterfall en route of levada do rei
Laurel forest on madeira
Stairs below pico ruivo
Tunnels on madeira
8 days / 7 nights
Discover the stunning Caldeirão Verde waterfall, dramatic Ponta de São Lourenço, and lush Laurisilva forest along the enchanting Levadas of Madeira.
From: 1,350€/person
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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.
Portfolio company of World Discovery.