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Portugal: Madeira

Walk the Garden Island of Madeira

Trip code: W07ME

Average customer rating 4.8 / 5(5 verified reviews)

Self-Guided Walking
7 nights single centre
Moderate
Flights available
CO₂ rating 1/5
Headwater Navigation app

Trip highlights

Based in the lively, historic centre of Funchal, with its vibrant food scene and atmospheric Old Town

Visit the charming Monte high above Funchal and enjoy breath-taking panoramas

Walk along levadas with ever-changing views of deep valleys and inspiring rugged mountain sides

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Trip details

Madeira is a captivating island where dramatic landscapes meet year-round spring-like temperatures. Known as the ‘Pearl of the Atlantic’, this volcanic island rises from the ocean in splendid isolation, cloaked in lush forests, vibrant gardens and colourful subtropical blooms. Nature takes centre stage here, from the UNESCO-listed laurel forests to the exotic flowers that flourish across the island’s hillsides, parks and botanical gardens.

What's included

Included

  • 7 nights in 5-star accommodation
  • All breakfasts
  • Briefing at the start of your holiday
  • Headwater navigation app

Not included

  • Flights
  • Local taxes/fees
  • Drinks and personal expenses
  • Lunches and picnics
  • Transfers to and from walks - public transport available
  • Travel insurance

Travel options

Flights

Our air prices include standard flights and transfers.

Itinerary

Route map, with each night's stop marked
The full route, night by night. Select the map to view it full screen.

Day 1 · —Arrive in Madeira

Arrive in Madeira

Arrive at your hotel in Funchal, your base for the week. The walks can be done in any order, depending on weather conditions. For all of the walks public transport will be needed to get to the start/from the end (payable locally).

You stay at Quintinha São João

garden at Quintanha Sao Joao
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Quintinha São João

Funchal

  • Air conditioning
  • Hairdryers
  • Mastercard
  • Minibar
  • Safe
  • Swimming pool
  • Television
  • Visa cards
  • Wifi access

The Quintinha São João is set in lush, landscaped gardens and features a spa and indoor and outdoor heated swimming pools.

The hotel has 2 bars and a restaurant serving a selection of Portuguese and international cuisine, as well as Goan specialities.

When this hotel is not available, we will offer alternatives of same or similar level.

Day 2 · 7km/4.3miSao Lourenco walk

Sao Lourenco walk

This is a half day coastal walk on the most easterly point of the island. It is a walk like no other on the island, in a Nature Reserve (payable locally) where some of the plants are not just endemic to Madeira, but to this part of the island. Along with the flora, you’ll enjoy spectacular cliff scenery.
Alternatively a sunrise breakfast and half or full day guided walk can be pre-booked for this day, please call our team for more details.

Elevation

Sao Lourenco walk elevation profile

Day 3 · 11km/6.8miRibeiro Frio to Portela

Ribeiro Frio to Portela

This is a classical levada walk, along the Levada do Furado and Levada da Portela. Whilst walking through the thick laurel forest the views are restricted, but from Rocha dos Pingos onwards there are increasing opportunities of views to the sea at Faial and Porto da Cruz. The levada passes through a number of interesting rock arches before arriving at a good viewpoint over the Machico valley.

Elevation

Ribeiro Frio to Portela elevation profile

Day 4 · 12km/7.5miPoiso to Porta da Cruz

Poiso to Porta da Cruz

This is an attractive walk covering a small amount of open hillside to start, a steep and secretive descent beside a small swiftly flowing levada, a more level section (but rough underfoot) beside a levada (where you can see trout swimming), and a walk along and down a wooded ridge to finish. Weather permitting, you should enjoy good views over the north coast, embracing Faial, Aguia (Eagle Rock) and Porto da Cruz.

Elevation

Poiso to Porta da Cruz elevation profile

Day 5 · —At Funchal

At Funchal

Enjoy a day exploring Funchal. You can visit its magnificent gardens, wander along picturesque streets vibrant with jacaranda and squares with Portuguese cobblestone pavements, or perhaps simply stop and relax at one of the pavement cafes and watch the world go by. Funchal’s museums and historical buildings are also well worth a visit and there are art galleries with works by national and international artists. Funchal’s market happens on a Friday when all the flowers, fruit, vegetables and fish sellers on the island set up shop in the old central market place. The sheer range, colour and smell of the produce are quite amazing, and it is difficult to pass through without buying anything! With stunning views overlooking Funchal, Monte is certainly worth a few hours of your time. Take the cable car up for a wonderful way to appreciate the fabulous views of Funchal and its surrounding valleys.

Day 6 · 19km/11.8miCamacha to Santo da Serra

Camacha to Santo da Serra

This walk starts in the village of Camacha, the centre of Madeira’s willow craft industry and worth an explore before starting the walk. Following the Levada dos Tornos, as the name suggests there will be many twists and turns along the way, along with some tunnels. After the first tunnel you emerge into a luxuriant landscape of eucalyptus, mimosa and sweet chestnut and many flowers. The terraces the levada was built to water can be seen below you.

Elevation

Camacha to Santo da Serra elevation profile

Day 7 · 20km/12.4miEstreito de Camara de Lobos to Boa Morte

Estreito de Camara de Lobos to Boa Morte

All year round this is a walk with a sun-blessed aspect, through landscape rich in cultivation. Here in early autumn the grapes are harvested for some of Madeira’s best-known wines, and the valleys are thick with cherry trees, full of blossom in spring, and banana farms. It is possible to extend this walk to the viewpoint at Cabo Girão.

Elevation

Estreito de Camara de Lobos to Boa Morte elevation profile

Day 8 · —Leave Madeira

Leave Madeira

What our travellers say

Really lovely island. Great walks. Hotel in excellent location

Mark Baseley

This was our 3rd holiday with Headwater our experiences have been excellent. This year our hotel was full and the company upgraded us at minimal cost

Anne Robinson

Customer friendly booking experience.

Mr Edwards

Holiday was well organised, hotel was good, and the walks provided were good.

A Valued Customer

Headwater designed an excellent walking holiday. They were efficient and communicated and the navigation app was very good.

Mr Hobson
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Positive impact

Carbon score for this trip

11.0

Kg CO₂e

per person, per night

Relative to other Headwater trips

We measure emissions from the parts of the holiday we organise — including accommodation, in-trip transport, meals and activities — and express them as CO₂e per person, per night. Our label doesn’t include your travel to and from the start of the trip. As a Certified B Corp, Headwater is committed to reducing this figure and to positively impacting local communities, the local environment and our staff. Learn more

From the journal

From£979per person