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Portugal: Madeira

Marvels of Madeira Walk

Trip code: W07MF

Average customer rating 4.7 / 5(71 verified reviews)

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

Trip highlights

Discover Madeira’s colourful gardens, filled with camellias, bird-of-paradise, dragon trees and jacaranda

Follow flower-lined levadas, dramatic mountain paths and spectacular coastal trails

Sample Madeira’s celebrated wines, with plenty of opportunities for tastings

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Trip details

Rising dramatically from the Atlantic, Madeira is a subtropical paradise made for walking, with a mild climate and wonderfully varied landscapes. No two days feel the same as you follow the island’s levadas, a remarkable network of historic water channels, through terraced vineyards, lush green valleys and flowers filled hillsides dotted with whitewashed villages. Along the coast, scenic trails reveal soaring cliffs and far-reaching views across the deep blue ocean.

What's included

Included

  • 7 nights in 4-star and 5-star accommodation
  • All breakfasts, 2 lunches and 5 evening meals
  • Briefing at the start of your holiday
  • Headwater navigation app
  • Luggage transfers between hotels
  • Cable car ticket
  • Most walking transfers

Not included

  • Flights
  • Local taxes/fees
  • Drinks and personal expenses
  • Travel insurance

Travel options

Flights

Our air prices include standard flights and transfers.

Transfers

Transfers are included in the price.

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 Santana where our local partner will brief you on the week’s walking.

You stay at Quinta do Furao

Terrace restaurant at Quinta do Furao
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Quinta do Furao

Santana

  • American Express
  • Hairdryers
  • Mastercard
  • Minibar
  • Safe
  • Shops
  • Swimming pool
  • Television
  • Visa cards
  • Wifi access

The Quinta do Furao enjoys a stunning location with views stretching over the Atlantic Ocean. The hotel is surrounded by vineyards, vegetable plots and fruit orchards as well as beautifully manicured gardens complete with dragon trees and proteas. The verdant peaks of Picos do Ruivo and Arieiro stand majestically behind the Quinta to complete the picture. The indoor pool is enclosed by large large glass panels ensuring an excellent view overlooks the vineyards as you swim.

The restaurant is housed in a separate building and with a beautiful outside terrace has the same magnificent views across the ocean as the hotel. Perhaps take a visit to the hotels ‘pub’, a cozy space for relaxing with a drink either before or after dinner and don’t forget to visit the hotels wine cellar with its own traditional wine press and where you can take the best of the Madeiran wine on offer.

There are 65 spacious rooms (all with twin beds), decorated with pine furniture and colourful furnishings.


Day 2 · 12km/7.5miCircular Walk to Sao Jorge

Circular Walk to Sao Jorge

Today you take the panoramic coastal path that leads you to the ancient cobbled route linking Santana to Sao Jorge. Agapanthus and cacti line the descent to the seaside ‘resort’ of Calhau. There are fabulous coastal vistas as you ascend to Sao Jorge, with the village’s lighthouse glimmering above the azure waters. The mighty peak of Pico Ruivo frames the horizon as you return to Santana.

Elevation

Circular Walk to Sao Jorge elevation profile

Day 3 · 12km/7.5miThe Caldeirao Verde Levada

The Caldeirao Verde Levada

A transfer (10/25 mins) takes you up to the Parque das Queimadas – all the hard climbing is done for you! The walk follows the beautiful (and shady) Caldeirao Verde Levada (the Green Cauldron Levada) into the Vale da Lapa. The scenery is magnificent; the views of the sea, of hilltop villages, and of the lofty central peaks are unforgettable. You head up the valley through a series of impressive levada tunnels to the magnificent waterfall at Caldeirao Verde. Then it’s back down the Lapa Valley to Ilha before taking the bus back to Santana.

Elevation

The Caldeirao Verde Levada elevation profile

Day 4 · 13km/8.1miRibeiro Frio

Ribeiro Frio

Before departure, a picnic is provided by your hotel for today and a minibus will collect you at the hotel for a scenic 25/35 minute ride taking you to Ribeiro Frio where you start your walk. You join the Levada do Furado, a verdant paradise of laurel, heather and pine with waterfalls tumbling into the gushing river. Tiny firecrest and tame finches flit between the trees, which occasionally part to reveal stunning views of white hilltop hamlets. You descend to Santo da Serra’s vibrant square with its lively market; wood smoke fills the air as meats grill al fresco – you must try the traditional espetada (marinated meat skewered on laurel twigs)!

Elevation

Ribeiro Frio elevation profile

You stay at Porto Bay Serra Golf

Porto Bay Serra Golf
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Porto Bay Serra Golf

Santo da Serra

  • American Express
  • Hairdryers
  • Mastercard
  • Other email access
  • Safe
  • Shops
  • Swimming pool
  • Tea & coffee
  • Television
  • Wifi access

The Porto Bay Serra Golf was originally built in the 1920s. In the 1940s it became a teahouse and was later used as the golf clubhouse. It has since been renovated into a beautiful hotel. The original part of the building contains the lounge with honesty bar and elegant restaurant as well as the two superior twin rooms and the suite.

The indoor pools opens out onto the gardens and is an ideal space for relaxing.

The elegant standard rooms are situated in the new part of the building. All rooms are equipped with satellite television, hairdryer, tea and coffee making facilities, telephone and safe. None of these rooms have balconies, although the downstairs rooms have a small terrace and can be requested subject to availability.

Other facilities include honesty bar, fitness room and library. There is also a 27- hole golf course beside the hotel and the hotel has preferential rates for green fees as well as equipment hire.

Day 5 · 7km/4.3miSao Lourenco

Sao Lourenco

There are 2 optional walks provided today. The first starts with a transfer (30 mins), taking you to the most eastern point of Madeira, to Ponta de Sao Lourenco’s Nature Reserve, where you’ll walk the hugely popular peninsula loop, with sweeping views, jagged peaks and masses of flora and fauna.
The second optional walk is on the Levada Nova (9.5km/6mi/3hr). The Levada Nova is a rewarding walk and quite spectacular. It takes you round into the upper reaches of the Ribeiro Santa Cruz, where there are sun-dappled waterfalls and a wide variety of flora. The levada is reached by a short, but steep descent on a quiet country lane.

Elevation

Sao Lourenco elevation profile

Day 6 · 11km/6.8miCabo Girao Walk

Cabo Girao Walk

A 45 minute transfer takes you to Boa Morte to take the Levada do Norte, through pine and eucalyptus trees, and on paths lined with pink belladonna flowers. High on the poios (terraces) the path wanders through pretty villages, before arriving in Cabo Girao where the majestic expanse of the Atlantic is spread out before us. A transfer will take you on to your hotel in Funchal where you will spend your last two nights.

Elevation

Cabo Girao Walk elevation profile

You stay at Quinta da Bela Vista

Pool
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Quinta da Bela Vista

Funchal

  • Air conditioning
  • American Express
  • Hairdryers
  • Mastercard
  • Minibar
  • Other email access
  • Safe
  • Shops
  • Swimming pool
  • Tea & coffee

The luxury 5 star family-run Quinta da Bela Vista, one of the most exclusive hotels on Madeira, commands fabulous panoramic views of Funchal from its hillside location on the edge of the city. It’s a perfect oasis of calm in this bustling city.

The hotel consists of three buildings set in stylish and typical Madeiran gardens perfect for a spot of relaxing. All the rooms are stylishly furnished and are equipped with mini bar, safe and tea and coffee making facilities and you’ll come across original paintings and rare antiques throughout the buildings.

There are two fine restaurants, one half board and one a la carte, a heated outdoor swimming pool with spectacular views from it’s terrace over Funchal, the pool bar serves snacks during the day and is an excellent spot for a drink either pre or post dinner. A sauna, Jacuzzi and tennis court are also available for guests. A regular complimentary day time shuttle service is provided to and from Funchal.

Day 7 · —At Funchal

At Funchal

Spend your last day exploring at leisure in Funchal, perhaps starting in the bustling market near the harbour – it’s full of atmosphere and ablaze with colour. Enjoy lunch on the harbour, saving room for an afternoon cream tea at Reid’s, then it’s time to relax by the pool or in the beautiful exotic gardens of your hotel.

Day 8 · —Leave Madeira

Leave Madeira

Today you will take your transfer back to Funchal airport as agreed.

Extending your holiday

HOTEL LISBOA PLAZA, LISBON (4 STAR)

Hotel Lisboa Plaza

Lisbon

  • Air conditioning
  • American Express
  • ATM
  • Bank
  • Hairdryers
  • Market
  • Mastercard
  • Minibar
  • Safe
  • Shops

Owned by the same family since 1953, the 4 star Hotel Lisboa Plaza is an imaginatively designed hotel, just off the famous Avenida da Liberdade. All rooms have en-suite marble floored bathrooms, air conditioning, satellite television, direct dial telephones, hairdryers and mini-bar. The public rooms are elegantly furnished and there is a pleasant bar and dining room.

What our travellers say

We were very well looked after and everything happened as we expected it too.

Mrs Edwards

As other reviewers have stated, the levadas are interesting walks but often you cannot see the views due to high vegetation or needing to keep a close eye on your footing due to being on the edge of a steep drop – so after a while some parts felt somewhat tedious. There were quite a lot of long steep ascents & descents.

We only stayed in two hotels. Hotel Porto Bay Serra Golf was really lovely – the room, the food & service were excellent. The final hotel, Quinta da Bela Vista, is set in a good location overlooking Funchal. It has a lovely pool & bar area that is nice to sit in the evening. This hotel is on a half board status – the evening meal is a 5 course set menu with no choice offered at all. We found the food very average. Whilst we were there, people who used the hotel restaurant in the evening were of a very much older age group (we are not young – in our late 50s) & the ambiance was really very quiet & subdued. We decided that on our second & final evening we would not eat in the restaurant & preferred to go somewhere with a bit more atmosphere. Breakfast was not subdued, more of a mixed age group with people chatting etc.
Unfortunately we did experienced some frustrations with the local agent Headwater use. Briefly, these were some of the issues: being dropped off in the wrong location for the start of a walk & not knowing were we were & needing to walk an extra 2k to reach the start; a driver trying to take us to a levada that was closed even though we were advised by the local rep at the start of the holiday that it was closed – we advised the driver it was closed but he told us it was not, however, it was closed; agreeing a time of pick up with the local rep but the driver not being advised of this so arrived 30 minutes late.

Ms Leach

We had a lovely holiday in Madeira. The walking was very enjoyable, if a little hilly at times, but worth it for the fantastic scenery and views. All the hotels were excellent with good food. We really enjoyed our rest day in Funchal at the end of the holiday, especially the toboggan ride down from Monte!

Miss Browne

Madeira is a fantasy island, with outstanding scenery and interesting walking. Some of the walking is challenging: almost the only flat routes are the levadas, and the hills are steep. The levadas themselves have spectacular views, and whilst level are sometimes testing as they can be narrow and uneven, but ultimately extremely rewarding. In May the weather is mild but some rain can be expected, so a waterproof jacket is essential. The Headwater hotels are all excellent, and people in general are friendly and helpful. Thoroughly recommended.

Mr Coe

Didn’t really like Madeira – we knew it was an elderly destination but not quite so starkly. This should be advised. Funchal has little to commend it. Conclusions partly influenced by poor weather and a fall on a levada which laid me up for most of the week but have tried to take that into consideration.

Mr Hopps

Was a first-timer both to Headwater and Madeira. Thought walking would be the best way to get to know the island. There wasn`t a small group holiday so decided to go for self-guided holiday. Apart from the issue of the single-supplement there were no problems. Everything went smoothly throughout the holiday and I was in a position to contact Eduardo the local rep at any time if I needed too. Hotels were excellent in terms of location and food, and service. Especially enjoyed Madeiran specialities such as scabbard fish with bananas! Route notes and maps made the walks simple to negotiate. Good variety in the walks, though three levada walks was enough and glad I took the St Lawrence Peninsula walk as my optional walk as this covered very different terrain. Although I travelled on my own met up with other Headwater walkers on both the walks and in the hotels and enjoyed their company. Of course, the excellent weather helped immensely and walking in the clouds on one of the levada trails was a welcome break from the sun. Last 24 hours in Funchal was great way to end the holiday with sightseeing in the old town, and cable cars to the Tropical Gardens and Botanical Garden. Can recommend the holiday both to single travellers and others. Thoroughly enjoyed it and will be back for more with Headwater.

Mr Miller

We travelled as a group of 6 friends . Unable to get first hotel as booked. Very well organised transport. Very surprised Porto Bay Serra Golf had no air con. Helpful staff but over stretched.

Mrs Croucher

We enjoyed good weather, varied interesting levada walks, friendly staff and very good hotels

Mrs Beighton

A compact week of relatively straightforward walking of moderate difficulty. The itinerary was accurate, as were all pickup/transfer timings.

Mr Gaskell

Some walks on this holiday were slightly more challenging than anticipated, but perhaps that reflects our age and fitness. The fact that most walks require a taxi pick up at the end does add a little pressure and reduces the time available to stand and appreciate the surroundings. We learned that we prefer open-ended walks that end at hotels so that we can walk at our own pace. When walking in an area for the first time you don’t really know how long a walk is likely to take so having to pre-arrange taxi pick ups was an added anxiety for us.

Mr Mathieson
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Positive impact

Carbon score for this trip

18.0

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

Frequently asked questions

What is the best time of year to visit Madeira?

Madeira is known as the “Island of Eternal Spring” due to its mild climate year-round. The most popular periods are April–June and September–October, when the weather is pleasant and crowds are lighter. We recommend to book well in advance (we recommend a few months to a year) to avoid availability issues and enjoy Madeira at its best.

Where is Madeira and how do I get there?

Madeira is a Portuguese archipelago located in the North Atlantic Ocean, southwest of mainland Portugal. It is most commonly reached by direct flights to Cristiano Ronaldo International Airport (FNC) in Funchal from major UK airports, or via connections through Lisbon or Porto.

What is Madeira best known for?

Madeira is renowned for its dramatic landscapes, levada walks (irrigation-channel hiking trails), subtropical gardens, Madeira wine, and outdoor activities such as hiking.

What are levada walks, and are they suitable for everyone?

Levadas are historic irrigation channels that crisscross Madeira and form the basis of many popular walking and hiking routes. While some levada walks are relatively flat and accessible, many run along narrow paths with steep drops, tunnels, or exposed sections. As a result, they may not be suitable for people who suffer from vertigo or have a fear of heights. The majority of levadas are accessed by an initial steep climb, often on cobbles which can be slippery in the wet.

From the journal

From£1,529per person