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4
moderate to challenging
Activities
  • self guided walk
Accommodation
  • 14 nights in hotels
Meals
  • 2 Dinners
  • 14 Breakfasts

15 Days£2180GBP

Overview

Trip Code: JLM

Complete Madeira Island Walking Trip highlights


  • Hike the best of Madeira on a well-paced 15-day itinerary
  • Private transfers to enable you to see more of the island
  • Take in Madeira's dramatic mountains, laurisilva forest, deep valleys & rugged Atlantic coastline
  • Mild temperatures & year-round walking opportunities, even in the heart of winter
  • Walk along Madeira's unique ‘levadas’ system – the only place in the world
  • Treat yourself to a mix of 4* and smaller traditional properties in beautiful surroundings
  • Summit Pico Ruivo (1862m) - Madeira's highest peak
  • Swim in the unique natural lava pools at Porto Moniz
  • Sao Lourenco peninsula, Monte, Santana & more
  • Choice in walks on several days

Experience the full diversity of Madeira on this two-week self-guided walking holiday that links the island's most rewarding trails. This extended itinerary combines hikes across the south, north, east and west of the island to give you a deeper insight into Madeira's ever-changing landscapes, from volcanic ridges to peaceful valleys and dramatic Atlantic coastlines.

Your hike begins in Machico, known as the island's first settlement. From here, follow centuries-old 'levadas' through terraced farmland and laurel forests, and walk high-altitude ridgelines between the island's highest peaks: Pico Ruivo and Pico do Arieiro. As the route unfolds westward, you'll pass waterfalls and secluded black-sand coves, explore villages tucked into steep escarpments, and stay in hand-picked accommodation with local character.

This itinerary has been designed for independent walkers who value cultural immersion and variety. You'll have a tailored navigation app with background information and private transfers, so you can focus on the experience rather than logistics. Optional rest days let you choose from more walks or pause and enjoy the island's slower pace: taste fresh seafood, stroll along sea cliffs or swim in the volcanic rock pools of Porto Moniz.

With flexible walks ranging from short scenic routes to full-day hikes, this trip offers a complete and rewarding exploration of Madeira, ideal for a full exploration of the Portuguese island on foot.

Closer to Africa than Europe, the Portuguese island of Madeira is blessed with a mild and equable climate all year round. Volcanic in origin, Madeira’s rugged interior rises abruptly to over 1800 metres, with forests of fragrant pine, eucalyptus and laurel flanking its jagged peaks. You will find colourful flowers and trees in bloom at all times of the year but the island is ideal for a walking holiday for another reason: its elaborate network of ‘levadas’ (irrigation channels), which wind their way across gullies and steep slopes to more than 2000km/1250 miles of channels and over 40km/25 miles of tunnels.

*You may wish to consider adding a day in the bustling little capital of Funchal so that you will have time to visit a Madeira wine lodge, explore the colourful markets and the famous botanical gardens, enjoy the superb fish restaurants or spend more time at the picturesque Monte neighbourhood.

Countries:

Portugal

Starting Point:

Funchal

Finishing Point:

Funchal


On arrival at Funchal airport, a short taxi transfer is included to Machico on the east coast. Machico was the landing point when the island was discovered. This peculiar corner of the island boasts the oldest church, the 'Capela dos Milagres', and two forts still bear witness of the locals’ defence against the many pirate attacks on the village. Accommodation: Stay for two nights at either a hotel by the ocean or a small residencial (guesthouse). All rooms have private facilities. Both the hotels and guesthouses have their own restaurants where you can enjoy your evening meals, and there are also several other good places to eat nearby.

Meals:  Nil

After breakfast you have a choice of two walks. Option 1: This is for walkers with a head for heights and in reasonable weather without high winds. Taxi or walk to the start of the Levada de Canical, which you will soon leave to climb to the Boca de Risco pass (300m). From there a cliff hugging coastal path takes you along the wildest stretch of coastline in Madeira, round the Espigao Amarelo, an exposed path with large drop below and down to Larano (200m). From Larano walk down road to Porto da Cruz and transfer by road (included in tour price) back to Machico. Option 2: A shorter option that can be done in adverse weather. Taxi or walk to the start of the Levada de Canical. You can follow this to its source near Ribeira de Machico/Marocos and transfer (included) back to your hotel in Machico in the afternoon. This levada was built in relatively recent times and is easy to follow. Both walks can be extended by 4.4km, 1.5 hours and over 300 metres of ascent by walking from Machico up to the viewpoint of Pico de Facho (322m) and then down to the start of the levada (irrigation channel) by the Canical Tunnel.

Meals:  B

A circular coastal walk around the Sao Lourenco peninsula, on the eastern point of Madeira island. This is different to any other walk during your week in Madeira, taking a trek through the volcanic remains, which are now a nature reserve. There are spectacular cliff views and wonderful flowers. Accommodation: Overnight in Santo da Serra, a village situated on a broad ridge at 650m above sea level. Two nights in a charming hotel, located near the village centre. All rooms have en-suite facilities. The hotel has its own restaurant and an attractive large garden. *Today's walk includes transfers to the start and from the end.

Meals:  B

Transfer to Monte (included), at 550m high in the hills above Funchal. You have time to visit the tropical gardens and palace, and even take the wicker sledge ride down the road a couple of km. However, today's walk is one of those Madieran classics, starting at the top station of the cable car that comes up from Funchal. This is at the northeast corner of the Tropical Garden. You will follow the Levada dos Tornos and then climb up the hillside to follow the Levada da Serra. This levada contours at a higher level (about 750m) around the head of the ‘Valley of Paradise’. You reach Camacha (700m), from where you will be transferred back to Santo da Serra.

Meals:  B

Today you follow the Levada do Furado up into the wild, forested hills of the Madeira Natural Park. With magnificent views at a number of points, the levada threads its way along the hillsides covered with Laurisilva vegetation and the water is very pure. Today’s levada is a whole lot more dramatic and challenging than anything on the previous walks; with narrower paths and uneven going underfoot. At Ribeiro Frio (Cold Stream, 850m above the sea) you are met and transferred to Santana, a village set, 400m/1300 feet above the north coast (transfer included in tour price). Overnight in Santana. This village, perched on a shelf high above the north coast, is known for its traditional architecture.You will be driven to Santana this afternoon for the next part of your holiday. Accommodation: Stay two nights at a 4* pension. Rooms have hair dryer, cable TV, double-glazing and balcony, with views over the fields and countryside. General facilities include a small indoor pool, sauna etc. The hotel has a popular restaurant and offers traditional island fayre.

Meals:  B

Today offers the chance to follow the scenic Levada do Caldeirão Verde trail, a lush route that contours along one of Madeira’s historic irrigation channels at around 880 metres. You'll step into the island’s ancient Laurisilva forest, a remnant of the original subtropical montane rainforest that once covered the island. Remarkably, this unique ecosystem has survived centuries of deforestation and now forms part of a UNESCO Biosphere Reserve. Expect an immersive walk under a canopy dominated by laurel trees, interspersed with heathers, ferns and moss-covered trunks. You will reach Caldeirão Verde, a beautiful green lagoon fed by a spectacular waterfall. The cool mist rising from the forest often adds a dreamlike atmosphere. It is the result of prevailing northeast trade winds, which lift moist Atlantic air upwards, cooling and condensing into frequent drizzle or cloud cover. Locals say the forest makes its own rain, and when you walk beneath its sheltering trees, you’ll understand why.

Meals:  B

Step straight from our charming base in Santana and into Madeira’s lush, lesser-seen heartland. This rewarding loop explores the tranquil backroads and fertile terraces of the island’s northeast, following the historic Levada da Silveira, an impressive 18th-century irrigation channel that still waters much of the region’s farmland today. As you stroll through this quiet corner of the island, you’ll pass smallholdings where locals tend to fields of sweet potatoes, taro, strawberries, and even kiwi fruit, crops that flourish in the island’s rich volcanic soil. Keep an eye out for traditional palheiros (haylofts) and the occasional thatched Santana house tucked into the hillsides, a nod to Madeira’s rural past. With views stretching from forested ravines to the sparkling Atlantic, this walk offers a gentle immersion into the rhythms of Madeiran country life, far from the tourist trail but deeply rooted in island culture. If you prefer a rest day, the hotel offers plenty of options to relax - or visit Madeira's famous Casas Tipicas (thatched houses), local market, viewpoints, or the Parque Tematica da Madeira, which a 10-minute walk from our usual hotel.

Meals:  B

Time to head up into the high mountains for a spectacular walk along the highest ridge in the centre of the island. The walk starts with a road transfer (included) up to Achado do Teixeira (1592m), from where it is about an hours walk to the Pico Ruivo Shelter House (1700m), near the highest summit in Madeira. There are more ‘downs’ than ‘ups’ and you eventually descend to Ilha from where you will be transferred to your hotel in Encumeada. This is challenging descent and only suitable for those that are in excellent fitness (we give this walk a Grade 4). Accommodation: for the next two nights you will stay at a simple mountain pension. Although of a more basic standard than your previous nights in Madeira, it is a welcoming destination after a day in the hills. All rooms have en-suite facilities, balcony with mountain or valley views, TV, and phone. The public lounge has a fireplace. The restaurant and bar are in traditional rustic style. There is an outside drinks terrace. The natural setting of the hotel among the forest and peaks is quite outstanding. *Today's route does need reasonable weather conditions and an excellent level of fitness. If the weather outlook is poor, the path is closed, or you feel this is not for you, you can ride with your baggage from Santana to Encumeada for an alternative walk, to Ginjas (13 km/8 miles, 3.5 h bus or taxi back to Encumeada not included). **Please note that since the wildfires of August 2024 the path between Casa Pico Ruivo and Encumeada is unaccessible. Until the paths have been restored and the trail officially has reopened, you can still access the Pico Ruivo Shelter House, after which you descend to Ilha instead.

Meals:  B,D

The trail today offers a mix of breathtaking views and challenging terrain. After a car transfer, you start from the Bica da Cana viewpoint (one of the island's most popular and most photographed), where the morning sun illuminates the surrounding peaks and valleys, the first part of the hike follows a winding road with stunning views on the ocean through the Laurissilva vegetation. On reaching the Levada do Norte, you follow the traditional irrigation channel, which offers a picturesque and relatively flat route taking you deeper into the lush forest, with its rich biodiversity and vibrant greenery. The trail is relatively gentle, punctuated by numerous impressive waterfalls. This portion of the PR17 trail showcases Madeira's stunning diversity in landscape and atmosphere, making it a truly memorable hiking experience. The path is well maintained but can be narrow and rocky in places, so it's important to be careful where you step. Ascent 270m / descent 1,000m Both walks will take you back to your pension in Encumeada.

Meals:  B,D

Today you will be transferred from Encumeada to Boa Morte and the Levada do Norte as it contours around the mountainside, crossing two tiny farmlng areas (Campanário and Quinta Grande) to finish at the amazing viewpoint of Cabo Girão. You will be picked up for a short transfer to your accommodation in Prazeres. Accommodation: Stay three nights at a villa-style hotel located on a cliff top overlooking the Atlantic Ocean. All rooms have private facilities, a terrace with sea view and a small kitchen. There are an informal restaurant, a bar, indoor & outdoor pool, gym, tennis court, and a sauna.

Meals:  B

The longer walk is a circuit from Prazeres via Paul do Mar and Faja da Ovelha and back to Prazeres. We start this magnificent hike between the sea and mountain landscapes. You will be walking on part of the Caminho Real that winds its way along the cliffside to the fishing village of Paul do Mar. Paved with some small steps, the Caminho Real was an important historical trading route. People often travelled with heavy loads on their backs. However, it was the only alternative to the sea connection, which was too expensive for many and unavailable anyway when the sea was rough. After climbing back up to the top of the cliff to the village of Faja da Ovelha, the path winds through valleys and mountains with magnificent views of the Atlantic. In Raposeira, you will meet the Levada Nova which will take you back to Prazeres. The shorter walk is via Raposeira, about two thirds the length of the full circuit. Ascent 380-720m / descent 370-710m. Today brings very pleasant walking, there is a big ascent and descent on both walks, but at least for most of the day walking by the Levada sections is very flat.

Meals:  B

This morning you have an included transfer over to Estreito da Calheta. The walking route explores parts of the Levada Nova da Calheta. On the way you’ll find large planted trees such as Pines and Eucalyptus, as well as housing and farm land. Along this route you cross many streams and tributaries such as Ribeiras da Calheta, Marinheiros, Moinhos, Seca, Funda and many more. In the more humid corners of the levada it is possible to find the original island species belonging to the Laurel Forest, like Canary Laurels and the endemic Bay Trees. You pass through farmland where the main regional vegetables grown are potatoes, sweet potatoes and green beans. Fruits also flourish here, such as fig, papaya, lemon and apple trees. Ascent 340m / descent 460m.

Meals:  B

The day starts with a 35min drive to Achadas da Cruz in the far northwest of Madeira where the seascapes are wild and there are imposing rugged green hills which define the shade of the landscape. If you want to avoid the initial steep descent, there is an optional cable car down to the small beach and farmlands of the Fajã da Quebrada Nova. The cable way is an essential aid in transporting farmers and their harvests (one of the main reasons why it was created). The hamlet has quite a few abandoned farmsteads, which have just become too uneconomical, too difficult to run and is unique on the island. From the coast the path ascends steeply again inland, cutting off a headland and passing through the village of Santa where you can stop for refreshments. Suddenly you start descending again with fantastic views from points like Miradouro da Pedra Mole. Arrive in Porto Moniz with its famous natural volcanic rock pools. Ascent 630m / descent 1,060m Accommodation: on Madeira's north coast, spend the next two nights in a 4* hotel in Porto Moniz with stunning views over the ocean and the natural pools. If this is not available, you will be transferred to a simple, welcoming hotel in Sao Vicente for the next two nights.

Meals:  B

In the morning you will be taken to the start of the Levada da Ribeira da Janela at Lamaceiros. The Ribeira da Janela levada is one of the most famous levadas in the northwest of the island, known for its 7 tunnel. Please bring a headtorch, the tunnels are sometimes a bit low and require some caution. The walk starts along the river bed that feeds into the levada and soon you are immerged in the tropical vegetation with stunning views on the Ribeira da Janela. We recommend walking to the first or second tunnel to allow enough time to return. You come back the same way, poping out above Porto Moniz at the Miradouro da Lagoa Lamaceiros viewpoint before descending back into the town. Ascent 510m / descent 880m

Meals:  B

After breakfast, a transfer to the airport is included in your trip price and takes approx. 1h 15min.

Meals:  B


Map

Elevation

The map and elevation chart are for illustrative purposes only and meant to provide general guidelines.
On self guided trips, actual route information provided before departure will be more detailed.


Inclusions

  • 14 breakfasts, 2 dinners
  • 14 nights accommodation in hotels on a twin share basis with ensuite facilities
  • Transfer from Funchal airport to first accommodation and from last accommodation back to Funchal airport
  • Luggage transfers
  • Private transfers day 2, 3, 4, 5, 6, 8, 9, 10, 12, 13 & 14
  • Hiking fee for 12 walks
  • Digital information pack including tailored Navigation App, maps and route notes
  • Emergency hotline
  • GPX files can be supplied upon request

  • 12 dinners, all lunches & beverages
  • Entrance fees
  • Travel insurance
  • Travel to Funchal (and back at the end of the tour)
  • Personal expenses such as laundry and phone calls
  • Unscheduled transfers required during the trip
  • A supplement will apply if you are travelling solo or book a single room
  • Guide - this is a self guided holiday
  • A tourist tax maybe requested from your accommodation that you pay to them directly.
  • Excess Luggage

Suitability

moderate to challenging

4

We grade the tour as 'Moderate to challenging' (grade 4). We do not recommend this trip if you suffer from vertigo or balance issues. As far as fitness goes the walks should present no difficulties for anyone in reasonable condition and accustomed to walking in hilly areas. When walking in the high mountains you may encounter mist (low cloud) and it is necessary for those days to be experienced with compass and map. Short sections of some walks may be loose and slippery underfoot and a head for heights is an advantage on quite a few occasions. On any day you can if you prefer opt out of the walking and travel with the baggage if changing accommodations that day. Day Stages: 10-17km per day, with ascents and descents of up to 1600m, and 3.5-7 hours walking per day.


Departure dates

Daily

Notes

M
Mid Season
H
High Season
DN1
Mid Season is 28 Mar - 29 June & 26 Sep - 31 Oct, High Season is 30 Jun - 25 Sep, a supplement applies for travel during mid and high season. An extra supplement, compulsory dinners, or minimum stay may apply when travelling during the Christmas and New Year period.
DN2
If trails are closed for maintenance, alternative walks will be supplied.

Priceper person from

£2180GBP

Options & Supplements*
  • Single SupplementGBP£400
  • Mid Season Single SupplementGBP£520
  • High Season Single SupplementGBP£570
  • Solo Traveller SupplementGBP£1290
  • Mid Season Solo Traveller SupplementGBP£1430
  • High Season Solo Traveller SupplementGBP£1460
*Prices listed are per person

Frequently Asked Questions

To enjoy your walking holiday in Madeira, reasonably good cardio fitness and the ability to walk up and down some steep slopes in warm conditions will be needed.

Vertigo will be an issue for severe and moderate sufferers. Some of the trails are quite narrow along or on the side of the levadas (irrigation channels) and there are some drops, usually on one side. Some walks go through tunnels where you may get wet feet.

Definitely, we would recommend to plan at least a day in Funchal and perhaps one in Machico.

Very easy! You will be transferred to the first hotel in Machico and from the last hotel in Funchal back to the airport.

Wet weather can occur any time of year, but especially in the spring and autumn. Trails can be closed at short notice due to landslips, in which case our team will do their best to find an alternative route for you and change the programme slightly.


Complete Madeira Island Walking Trip reviews


Why travel with us

Personal Experience

We've been exploring the world on foot for over five decades, and our passion for walking runs deep. Having hiked nearly every corner of Europe, we take pride in sharing the joy, freedom and perspective that only travelling on foot can bring, all with the exceptional service and care our travellers know us for.

Great Value & Quality

Our trips offer excellent value for money, with everything you need for a seamless walking holiday. Each package includes detailed route notes, maps and navigation app, luggage transfers, and comfortable locally run accommodation. We take care of the planning, so you can simply enjoy the walk.

Self-Guided Specialists

We've been operating self-guided active holidays since 1973, taking care of every detail so you can relax and explore at your own pace. With many walking and hiking tours departing daily, you'll enjoy the freedom and flexibility to travel when it suits you.

Complete Madeira Island Walking Videos

Discover Madeira with Walkers' Britain & Europe (Guided & Self-Guided)