“Crests and Cliffs”: 14-day Hiking tour of Madeira, plus horseback riding and canyoning

Join a guide from Madeira Orchid Travel and enjoy hiking, horseback riding and canyoning in the beautifully rugged landscape of Madeira.




Trip Duration

14 days

People per Guide

Trip Level


Offer Period

Jan, Feb, Mar, Apr, May, Jun, Jul, Aug, Sep, Oct, Nov, Dec

Type of Trip



  • Hike through stunning volcanic terrain in Madeira

  • Experience an adventure filled day of canyoning

  • Explore the wonderful levadas, man-made irrigation systems in the mountains


Madeira is a hiker’s paradise. From rugged volcanic terrain to lush forests, there are so many beautiful sights to explore on foot. On this 15 day trip, one of our guides here at Madeira Orchid Travel will show you the best hiking spots on the island. Plus, you’ll even be able to give horseback riding and canyoning a go.

We’ll start the trip with a visit to the highest peak Pico Ruivo, from there you’ll be able to see the entire city and enjoy 360 views.

On subsequent days, you’ll explore the levadas of the island. Levadas are networks of tunnels that were designed to carry water down from the mountain. As you explore the different this amazing irrigation system, you’ll also get to see beautiful waterfalls and more lovely nature.

On day 6 you’ll get the option to either experience diving or canyoning. Canyoning is a pretty awesome activity and Madeira is actually one of the best places in the world to do it. The climate in Madeira is pretty mild most of the time. Depending on how much of a challenge you want, we can find the perfect spot to carry out this activity.

So, request to book now and come join us in beautiful Madeira for two weeks of beautiful nature.

If you’re looking for a trip that is suitable for the whole family, you should definitely check out our week-long family trip in Madeira.  

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Price per person

Group of 1
12000 EUR

Group of 2
6000 EUR

Group of 3
4000 EUR

Group of 4
3000 EUR

Group of 5
2400 EUR

Group of 6
2000 EUR


Price includes

  • Guiding fee
  • Accommodation
  • Transport during the trip
  • Meals: Breakfast, Lunch, Dinner
 This price includes transfers, hotel, meals and activities


  • Day 1Arrival

    You’ll arrive at the hotel and settle in before your two weeks of activities.

  • Day 2Pico do Areeiro, Pico Ruivo and Ilha

    On our first day, we’ll climb the highest peak in Madeira, Pico do Areeiro (1818mt). From there you’ll enjoy awesome views of the whole island.  We’ll then descend to Ilha parish via the native Laurissilva forests.

  • Day 3Encumeada, Paul da Serra and Estanquinhos

    We’ll walk for 6 hours on this day. Leaving from Encumeada we’ll head to Paul da Serra where we’ll start walking while enjoying beautiful landscapes.

    When we get to Lombo do Mouro, we’ll then cross the Levada do Norte and Levada da Serra. We’ll follow the levada and pass by tunnels and waterfalls. We’ll keep walking to the Pinnacle area. On a clear day, you get amazing views of the Ribeira Brava Valley, Pico do Areeiro and Pico Ruivo from here.

  • Day 4Boca da Corrida, Pico Grande and Curral das Freiras

    On day four we’ll transfer to Boca da Corrida for a long walk to Pico Grande. If you are up to it, you can climb to 1654 meters and enjoy amazing views of the Curral das Freiras valley. To descend we’ll follow a gorge path on a zigzagging trail.

  • Day 5Galhano, Ribeira da Janela and Porto Moniz

    Our start point for a day of exploring beautiful Laurel forests will be Fonte do Bispo. The vegetation here is wild and beautiful and we’ll spend hours exploring the beautiful nature in this region. We’ll finish the walk in Port Moniz where you’ll be able to relax in wonderful natural pools.

  • Day 6Canyoning or diving

    On day 6 you get to experience canyoning. Madeira is one of the best places in the world to do this activity because the climate is pretty mild all year round. Depending on your level or your wishes, we can find canyoning spots of varying difficulty.

    Or if you’d prefer we can also organise a day of diving in the crystalline waters of Madeira where you can see anemones, black corals, moray eels, and even sea lions.

  • Day 7Queimadas Levada do Caldeirão and Fajã da Nogueira

    We’ll dedicate this day to exploring the Levadas. We’ll start at Queimadas Park where lush green forests, mossy landscapes and waterfalls are waiting to be explored. We’ll visit one of the most famous levadas on the island. It was constructed in the 18th century and is made up of many different canyon valleys which move through the mountains and across cliffs. We’ll pass by tunnels that were originally excavated by hand, before reaching an impressive waterfall. To return we’ll follow the Caldeirão do Inferno, a very narrow river gorge, passing the Fajã da Nogueira power station along the way.

  • Day 8Ponta de São Lourenço, Larano and Machico

    We’ll depart from the Bay of Abra and discover minerals, dikes and beautiful colours along our walk. This peninsula is a partial nature reserve and we’ll walk to the Islet Desembarcadouro, a full natural reserve. We’ll then climb to a viewpoint where we can enjoy spectacular views of the deserted islands and Porto Santo island.


    From the Bay of Abra, we’ll transfer to our next stop, the Larano path. This is a narrow and dizzying path that overlooks the ocean. We’ll reach Boca do Risco and enjoy the north coast of the island of Madeira. We’ll have some time to relax before following a path that is popular for moving between the two locations.

  • Day 9Cabanas de São Jorge and Quinta do Furão

    We’ll start this day at the Cabanas de São Jorge parish which will give us spectacular ocean views. We’ll explore traditional farmlands and walk towards São Jorge. We’ll then descend to Calhau de São Jorge beach where you can take a swim if you like.  We’ll finish up the day with a tour of Quinta do Furão where you’ll be able to taste a great Madeira wine in the typical Adega (Wine Cellar).

  • Day 10Horseback ride

    On the 10th day we’ll ascend Santo de Serra on horseback. We’ll follow the secret paths of the
    island of Madeira. In evening we’ll enjoy dinner with traditional Fado music.

  • Day 11Free day in Funchal

    This day is free for you to explore on your own and do whatever you like.

  • Day 12 to 13Porto Santo

    Porto Santo is known for spectacular warm turquoise waters and the long 9 km golden, fine sand. There are even great diving sites. These two days are a great opportunity to relax and enjoy some sun and see.

  • Day 14Departure

    On day 14 you’ll head home.


Other details

Skill level required


Fitness level required


More info

During the high season period of June, July, August, September, 15 of December to 3 of January the price is €2250 per person for 3-star accommodation and €2400 for 4-star accommodation.

During the mid-season period of October, April, May the price is €2125 per person for 3-star accommodation and €2275 for 4-star accommodation.

During the low season period of November, 1 to 14 of December, 4 of January to 31 of March this price is €2000 per person for 3-star accommodation and €2150 for 4-star accommodation.


About the Guide


We offer tours throughout the beautiful island of Madeira, in Portugal. Explore the island´s nature, traditions, beauty and much more!



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