Discover Madeira’s flower-lined levadas, dramatic coastal cliffs and lofty peaks on a guided walking holiday with comfortable hotels and included transfers.
  • Walk through the botanical paradise of Madeira, taking the most scenic trails on the island
  • Stroll alongside flower-lined levadas with stunning views over the Atlantic
  • Marvel at spectacular mountain scenery, including Pico Ruivo, the island’s highest peak
  • Watch sunrise from Pico Arieiro, one of the highest mountains on the island
  • Uncover the cultural side of Madeira with an exploration of the capital, Funchal
  • Hike through the mystical Fanal Forest, where twisted trees create a fairytale setting

We aim to secure locally owned accommodation that is well located, offers good value for money, and plenty of comfort. To help you find your ideal adventure, each trip is given a Comfort Level rating, which indicates the overall standard of accommodation. For more on our ratings, see our Comfort Level guidelines.



Santa Cruz: Hotel Solar do Bom Jesus (nights 1-2)



Begin the adventure at Solar do Bom Jesus, housed in an 18th-century manor that once belonged to the Viscounts of Torre Bela. It’s ideally located for exploring the town, close to the 16th-century church, while Praia das Palmeiras, a pebble beach, is just across the road – or there’s the hotel pool if you fancy a quick swim.



Porto Moniz: Hotel Aqua Natura Bay (nights 3-5)



The Hotel Agua Natura Bay has an enviable location with views over the natural swimming pools in town. Hotel amenities include a hot tub and sauna where you can rest your tired limbs, and we dine in the excellent hotel restaurants during our stay.



Funchal: Hotel Quinta Perestrello (nights 6-7)



End the adventure much as you started: enjoying the hospitality of a Madeiran manor. This 37-room retreat has plenty of modern comforts to enjoy: an outdoor pool, sauna, and Turkish bath, while you can enjoy further relaxation in the library or with a game of billiards.