Explore stunning Madeira Island while on circular walking tour
Cloud forests, dark lava rocks and sunlit banana plantations. Sounds like an exotic holiday destination but it’s actually the island of Madeira, not far from Lisbon in the Atlantic. Madeira offers a colourful variety for botanists, hikers and pleasure seekers.
Over eight days you will explore from Porto da Cruz to the capital Funchal. You will walk through the plateau of Paul da Serra, looking for shade in the laurel forests and take a relaxing bath in the black lava rock.
Hiking in Maderia calls for packing multipurpose clothing. In the north, surrounded by barren mountains and wet plateaus, it is cool. The sunny south impresses with flowers, eucalyptus trees and diverse cultures. The island with its 235.000 inhabitants leaves plenty of room for romantic and idyllic hikes. One of the most beautiful villages in Madeira is Prazeres. Here you can experience the original life of the islanders. Fancy something extraordinary for the grand finale? Grab a toboggan and start the fast ride down. It starts above the Funchal in Monte.
Highlights of the Madeira Circular Hiking Tour
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Madeira Circular Hiking Tour Itinerary
Day 1 Arrival in 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.
Overnight Location: Hotel in Porto da Cruz
Distance: None
Meals: None
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.
Overnight Location: Hotel in Machico
Distance: 4-5 hours, 15km, 550m of ascent, 550m of descent
Meals: Breakfast
Day 3 Porto da Cruz – 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. Accompanied by amazing panoramic views you ascend from the wild coastline, further upwards past small gardens with wine, sugar canes, vegetables and fruit, until you reach a spectacular viewpoint. From there 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 neighboring island Porto Santo, which is located north of Madeira. The stunning Kings Levada then leads you through jungle-like vegetation to the waterfall and springs of Ribeiro Bonito.
Overnight Location: Hotel in Sao Vicente
Distance: 4-5 hours, 15km, 650m of ascent, 150m of descent
Meals: Breakfast
Day 4 Sao Vicente – Porto Moniz, high plateau and cloud forest
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 high-altitude paths rich in spectacular views, through shady laurel forests, which are partially an UNESCO world natural heritage site. An amazing hiking trail takes you through colorful blooming broom bushes to Fanal, a fairytale-like wood forest and pasture area: crooked trees, green meadows and grazing highland cattle create a very special mystical atmosphere. In the afternoon you reach the coastal village of Porto Moniz with its wonderful views at the blue sea. This charming place is well-known for its natural swimming pools, which were formed by the ocean from black lava rock.
Overnight Location: Hotel in Porto Moniz
Distance: 3-4hours, 11km, 150m of ascent, 350m of descent
Meals: Breakfast
Day 5 Porto Moniz – Calheta, Levada Nova
Today you will walk along the south west coastline via green hills, which steeply drop into the sea after a while. In this part of the island you will discover the original way of life of its habitants, especially Prazeres is known as one of the loveliest villages of Madeira island. On your walk through fragrant eucalyptus forests, 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.
Overnight Location: Hotel in Calheta
Distance: 4-5 hours, 17km, 50m of ascent, 650m of descent
Meals: Breakfast, dinner
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 typical farmed terraces and discover a vast variety of fruits. Along 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.
Overnight Location: Hotel in Funchal
Distance: 5 hours, 15km, 250m of ascent, 150m of descent
Meals: Breakfast
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.
Overnight Location: Hotel in Funchal
Distance: 3 hours, 8km, 100m of ascent, 550m of descent
Meals: Breakfast
Day 8 Departure or extra days
Depart Funchal today!
Overnight Location: None
Distance: None
Meals: Breakfast
This self-guided tour is always run as a private tour for your group only, where the pricing depends on your travelling dates, as well as the types of rooms that you need.
2025 Departures:
The departures are available every Saturday and Sunday, from April 26th to October 4th, 2025.
- Single room: from $1,525 USD*
- Sharing a double room: from $1,050 USD*
*-Pricing for this tour depends on the dates of your trip. Please click the booking button below to get the exact pricing for your trip dates. The prices listed are per person.
Book NowAccommodation on Madeira Circular Hiking Tour
This tour is based in hotels. Hotels on this trip are 3 and 4-star and offer modern conveniences that can make this trip more pleasant.
In some cases, the accommodation listed below may need to be substituted for other comparable accommodations.
Single Rooms and Solo Travellers
Rooms are double occupancy. You can pay a supplement to have a private room in a hotel where possible. Solo travellers may be required to pay a supplement.
Hotels on Standard Tour
Hotel Costa Linda in Porto da Cruz ★★★
This hotel is located close to the shore and all the amenities. Enjoy pool, clean rooms and friendly atmosphere during your stay in Porto da Cruz.
Hotel Calamar in Sao Vicente ★★★
Located in São Vicente in a good proximity to Sao Vicente Beach, this Hotel offers simple air-conditioned rooms and beautiful views.
Hotel Aqua Natura Bay in Porto Moniz ★★★★
This beautiful 4-star hotels has many amenities to make your stay as comfortable as possible, such as air-condition, pool and bar.
Hotel Savoy Saccharum in Calheta ★★★★
This beautiful hotel is located near a marina and sandy beach, in a great location to explore the town. Enjoy the 4-star comfort!
Hotel Four Views Baía in Funchal ★★★★
This is an elegant hotel that provides stunning views over Funchal and calm atmosphere for those looking for quiet holiday.
What’s Included in the Madeira Circular Hiking Tour?
Meals
7 breakfasts are included. You can also upgrade to half board for an extra charge.
Accommodations
Accommodations for 7 nights are included.
Transportation during the Tour
Transportation for your luggage is included, as well as transfers according to program, such as transfers to the trailhead, and 1 uphill cable car journey to Monte/Funchal.
Also Included
- Carefully elaborated route description
- Welcome briefing (German, English)
- Detailed travel documents 1x per room (German, English)
- App for Navigation and GPS-data available
- Service hotline
Not included
- Flights to and from Madeira
- Airport transfers
- Meals, drinks, or snacks not previously mentioned
- Tourist tax (paid locally)
- Bus ride from Cabo Girao to Funchal
Optional Extras
- Additional nights before or after the tour
- Single occupancy upgrades
- Optional activities or excursions
- Upgrade to half board (add dinners)
Frequently Asked Questions about Madeira Circular Hiking Tour
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