I have to cut that crap. I became too fat. Did today a walk from Encumeada pass to Pico do Jorge and it was hard. You believe this? Hahahah, it was a joke.
But…..after this cache you have done with stairs. The next days you use only lifts. I stopped counting at 1500, but I can assure you, there are more.
You will have a walk on the backbone of the island. You can also start at Achada da Teixeira (a place above Santana). In this case you can also log the caches “Pico Ruivo” and “Pico do Jorge”. Respect if you do so!
Take the ER 104/228 to the Encumeada Pass. There you can park your car. It’s also a busline available to the pass. More information you get out of the hiking guide of Sunflower Books (John and Pat Underwood) or the guide of Raimundo Quintal (Levadas and Footpaths on Madeira – available in several languages).
If the weather is similar to that when I did the walk, you will have breath taking views. But be aware you are walking on the top of the island and the weather can change very quickly. Anorak and mountain boots are a must. Take to eat and to drink with you (I needed 2 litres).