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Eastern Highlights - Hotel to Hotel Trek - Hotel to Hotel Trek Self Guided walking holiday - Click here to find out more about Self Guided walking holidays 


Why not take the opportunity to stay in the countryside in small hotels and experience Madeira to the full?Self guided walk Madeira, Portugal

We have put together an itinerary for a walking holiday in Madeira which takes in levadas, coastal walks and high mountain trails. At the hotels you are assured of a fine welcome and the quality local food will be something to look forward to at the end of a day’s walking.

Your luggage is transferred for you between the hotels and sometimes you will be transferred by car to the finest paths that Madeira has to offer. You have a free day in Funchal at the end of the holiday so you can experience the island’s capital, its old town, shops and restaurants.

The Walking

There is much variety on this trek as you walk along levadas, sea cliffs and mountain paths. All are well waymarked. Having a head for heights is an advantage. Most days have gentle ascents but two days have ascents over 300 metres. If a day is too difficult for you it is possible to ‘travel with the baggage’.

Self guided

We provide detailed walking notes and a contoured map of the island showing paths and tracks. You can walk entirely at your own pace; stop to take photographs as you wish of the views or the many wild flowers that will line your route.

Baggage Transfer

Your luggage is transported for you from hotel to hotel so you can then travel with day rucksacks. Some days you are taken to the start of a walk and/or collected at the end. These transfers are included in the price.

Walk Grading

Self-guided – Easy, with a Moderate descent on one day. Total for standard week ignoring variations:- Ascent 1325m, Descent 2060m, 50 miles.

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Eastern Highlights Trek

Your hotels are all comfortable establishments. They will all provide a delicious Madeiran meal in the evening (all included except last night in Funchal) and a buffet breakfast. The gradings vary from 4 star luxury in Funchal to a simple 2 star residencia in Machico.

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Accommodation Details Click to View The Itinerary

Day 1 Arrive in Madeira and transfer (15 minutes) to your hotel in Santo de Serra.

Day 2 A transfer will take you to the start of the trek in Camacha. Walk along the Levada dos Tornos which is lined with luxuriant vegetation and has views over the long narrow São Lourenço (deserted islands). A short ascent to Santo De Serra finishes the day. 12 miles 5½ hours ascent 180m descent 250m.

Day 3 After a very short transfer to Maroços, walk along the ‘Mimosa’ Levada towards Machico where you spend the night. 8½ miles 5 hours ascent 110m descent 280m.

Day 4 Either:  walk along the majestic steep cliffs of the north coast to your hotel in Porto de Cruz. This walk has vertiginous sections. 9½ miles 5 hours ascent 400m descent 400m  Or: take a less exposed but very pleasant coastal  walk to Ponta de São Lourenço , with road transfers before and after. 5 Miles 3 hours Ascent and descent 200m. Both walks offer bathing opportunities.

Day 5 Transfer from your hotel to Queimadas National Park. Think green! Think of rain forests of emeralds. This is Queimadas – a mossy paradise even on the warmest day. A bonus to this enchanting walk along one of Madeira’s oldest Levadas is a visit to Ilha without doubt one of Madeira ’s most picturesque villages. Guests transfer from Ilha to Santana. 8 miles 5 hours ascent 170m descent 490m.

Day 6 Either: A road transfer to Encumeada. Walk through the enchanting emerald green Ribeira de Poco valley with its traditional 'palheiros' - thatched cowsheds. Climb to a superb viewpoint at Fenda do Ferreiro (1120m) and cross a steep slope below the Pico Grande to reach the Boca do Cerro pass (1280m) with views into the Curral valley. Walk down to Corticeiras (770m) for your transfer to Funchal. 9.5 miles 6 hours ascent 485m. descent 700m. Or: A road transfer to Ribeiro Frio. On this classical levada walk you go through very short tunnels and rock arches, all of which adds to the general attractiveness of the walk. You walk through the thick laurel forest to Rocha dos Pingos where onwards there are increasing opportunities of views to the sea at Faial and Porto da Cruz before arriving at Portela for your transfer to Funchal. 7 miles 3.5 hours ascent nil descent 200m.

Day 7 Day at leisure in Funchal. Why not visit the beautiful town of Monte high above Funchal and enjoy its splendid panorama? In the evening choose a restaurant for your last Madeiran meal of your holiday. Overnight Funchal.

Day 8 Transfer to the airport for your return flight. Or, stay on for a self guided week and discover areas of Madeira you have not visited, using our self guided walk booklet.

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Accommodation Details Click to View When it's Best To Go

Available throughout the year

When to book your walking holiday in Portugal - Madeira - Eastern Highlights - Hotel to Hotel Trek
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Accommodation Details Click to Find Out How To Get There
Madeira is well served with flights from the UK there are flights from most major airports. Transfers between the airport and the hotel are included in the price.

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Costs and Booking Details Pricing Details

Prices displayed in Sterling. View prices in £GBP  | View prices in $USD  | View prices in €EURO

Eastern Highlights Trek


·         6 nights accommodation with half board*

·         1 night accommodation Bed and Breakfast

·         Transfers between Funchal airport and first/last trek hotels 

·         Baggage transfers between hotels (1 bag per person @20kg)

·         Additional people transfers as indicated in the itinerary

·         Our unique walking booklet written by one of our team and local walking map

* Half board is dinner, bed and breakfast


  • ‘With flights’ includes typical flight prices* from London Gatwick to Funchal (exact prices for your dates are available on request)
* For important details of our flight price policy click here

Not Included:

  • Lunch and drinks with meals

Please note these prices will differ from our current brochure price list and are the current correct prices

All prices valid for 2018 & 2019

*Prices below are being held at the existing rates until 31/08/18 for all bookings.

Prices are per person in GBP / UK £ and are based on 6 nights half board* and 1 night B&B in a shared twin/double standard room.   


6 Nights half board* and 1 Night B&B

With Flights

6 Nights half board* and 1 Night B&B

Own International Flights

Extra Night per person

Single Supplement per night**

02 Sep – 31 Oct 2018





01 Nov – 17 Dec 2018





18 Dec - 03 Jan 2018/19





04 Jan – 12 Apr 2019





13 Apr – 30 Apr 2019





01 May – 28 Jun 2019





29 Jun – 01 Sep 2019





*   Half board is dinner, bed and breakfast
** If at least 2 people travelling.  If only one traveler in total there is a supplement to cover sole cost of baggage and car transfers

Update: RH14

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General Information Click to View General Information
For information on:
  • Children
  • Methods of payment
  • Deposits and balance payments
  • Holiday insurance
  • Fuel supplements
Please click here

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