Maderia Walking Holidays
Start: Funchal

Your Itinerary

Madeira Walking Week Self Guided Walking Holiday
Self-Guided | 8 days | 7 nights | From £599 per person

Tour Summary

Day hiking on levada and glorious mountain trails

Explore the diverse and impressive island in the Atlantic Ocean. There are steep and rugged coastal lines, green hills and small bays great for swimming as well as cloud forests and sun-drenched banana plantations.

The flower island, Madeira, offers a versatile scenery and a pleasant climate all year round. The dry east, the cool north, the barren mountains, the moist high plateaus and the sunny south all invite you to come and explore this wonderful island.

At all times of the year, there are different flowers and trees blooming at different altitudes. The friendly and tradition-conscious locals invite you to get to know their country and their culture. Discover all sides of Madeira on this round trip!

Day-by-Day Walking Holiday Itinerary

Day 1: Individual journey to Porto da Cruz

Today you can relax on the black sandy beach in the small fishing village Porto da Cruz. You can visit one of the last remaining sugar mills where you can try the well- known “Poncha”, which is a local drink made from sugar cane liquor, honey and freshly squeezed orange juice.

Day 2: Circular walk along the wild north coast

After a short transfer to Machico, you will walk along the impressive north coast on one of the old supply routes, which was previously used to cultivate the vineyards. Today one of the nicest footpaths runs along this route to Porto da Cruz. Enjoy the breath-taking views.

Details: approx. 4.5 to 5 hours | 15 km | Up 550 m / Down 550 m.

Day 3: Santana – Sao Jorge – Sao Vicente, the quiet North Coast

In the traditional town, Santana, which is well-known for its typical houses, you will start today’s stage. Your path gives you amazing panoramic views from high-above the impressive coastline.

You will head towards Sao Jorge and go past small gardens with wine, sugar canes, vegetables and fruit – but also with wild boulders and small waterfalls. From the end point of your walk, you can see across the entire northern shore stretching from Porto Moniz to Ponta de Sao Lourenco.

If the weather is great then you will also be able to see the neighbouring island Porto Santo, which is located north of Madeira.

Details: approx. 4.5 to 5 hours| 16 km | Up 650 m / Down 150 m.

Day 4: Sao Vicente – Porto Moniz, Levada Ribeira de Janela

Transfer to the mountains or more specifically to the Paul da Serra high plateau. Today’s walk brings you closer to Madeira’s green mountains.

You will walk along shady laurel forests, which are partially a UNESCO world cultural heritage site. The Levada Ribeira de Janela leads you through several tunnels before you get down to the valley at the coastal village Porto Moniz with its wonderful views.

This charming place is well-known for its natural swimming pools, which were formed by the black lava rock.

Details: approx. 5.5 hours | 17 km | Up 100 m / Down 1290 m.

Day 5: Porto Moniz – Calheta, Levada Nova

After an espresso with a glass of anona or maracuja liqueur, you will walk along the south west coastline via small villages and the green hills, which steeply drop into the sea. Prazeres is one of the loveliest villages in Madeira.

You can see how the island inhabitants live their traditional life at this part of the island. On your walk through green valleys and along the forested hillsides and the cliffs, you will keep seeing Callas, Amarryllis and Agapanthus growing wildly. You will stay overnight in the lively coastal village, Calheta. It has a fine sandy beach and an elegant marina.

Details: approx. 5 hours | 22 km | Up 50 m / Down 650 m.

Day 6: Calheta – Funchal, Levada do Norte

Short transfer along the southern coast before you set off up to Levada do Norte where you get amazing views from. It is also the longest and widest Levada in the south.

You will walk through fragrant eucalyptus forests, past farmed terraces and through small villages like Quinta Grande and Campanario to the Cabo Girao, which is the highest steep cliff in Europe. From there you will get a fantastic view of the terraced fields below you and of the coastline until the capital, Funchal.

Details: approx. 5 hours | 15 km | Up 250 m / Down 150 m.

Day 7: Circular walk Monte & botanic gardens

You reach the pilgimage site Monte by cable car, situated high above Funchal. After a visit to the church Nossa Senhora do Monte you can marvel at the dynamic wicker basket sledgers before embarking on your final stage. With a marvellous view onto the coast from Funchal the route leads you once again across subtropical island vegetation and back into the capital.

We highly recommend you visit the amazing botanical garden giving you an understanding of the exotic flora of the island on an area of 35 000 square metres.

Details: approx. 3 hours | 8 km | Up 100 m / Down 550 m.

Day 8: Individual departure or extension

Map & Route Information

Is this holiday for you?

Moderate walking ▲

The tours are not difficult, anyhow some stages require sure footedness and a good head for height as the Levada paths often follow the slopes.

The tours are spread across the whole island and so you will be able to collect many impressions.

Where is the starting point of the holiday?

View Larger Map

Tour Route Map

Tour Information

Travel Information

What’s Included

- 7 overnight stays incl. breakfast
– If half booked, at least 3 course meals
– Luggage transfer
– Welcome briefing
– Transfers according to the programme
– Bus ride from Cabo Girao to Funchal
– Uphill cable car journey to Monte/Funchal
– Carefully elaborated route description
– Detailed travel documents
– GPS-data is available
– Service hotline

Star Star Star

Your Prices

Madeira Walking Week, 8 days, 7 nights

Walk2Walk Holidays is now part of Whereabouts Holidays and all up to date holiday information including dates and prices can be seen on the Whereabouts Holidays website.

To make a booking on the Madeira Walking Week walking holiday, please click here >> and you will be taken through to the Whereabouts Holidays website and booking system.

Holiday Price: From £599
Single Supplement: £279

Click here to book now

Get ready to ramble…

0800 731 1631

Walking Holidays in the UK and Europe from Walk2Walk Holidays.
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Important Information

Some of the flights and flight-inclusive holidays on this website are financially protected by the ATOL scheme, under which our number is 2711. But ATOL protection does not apply to all holiday and travel services listed on this website. This website and booking conditions will provide you with information on the protection that applies in the case of each holiday and travel service offered before you make your booking.

If you do not receive an ATOL Certificate then the booking will not be ATOL protected. If you do receive an ATOL Certificate but all the parts of your trip are not listed on it, those parts will not be ATOL protected. Where you book a non-air inclusive holiday, and we act as the principal, your money is financially protected by our ABTA bonding arrangements. Our tour operating ABTA number is V1479. Please see our booking conditions for information, or for more information about financial protection and the ATOL Certificate, please view online here.