









Portugal: Madeira
Average customer rating 4.7 / 5(71 verified reviews)
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.
Our air prices include standard flights and transfers.
Transfers are included in the price.


Arrive at your hotel in Santana where our local partner will brief you on the week’s walking.
You stay at Quinta do Furao

Santana
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.

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


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


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

You stay at Porto Bay Serra Golf

Santo da Serra
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.

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


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

You stay at Quinta da Bela Vista

Funchal
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.

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.

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

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