Madeira is a subtropical island with more than 20 well-marked microclimates, where you can be swimming in the Atlantic at 24ºC, with 25ºC air temperature, and in half-hour, you can be above 1500 meters at 8ºC or 28ºC. Sometimes it's pouring rain in the NorthWest, with a winter-like day, and in the southwest, 45 minutes away it's summer and you need sun lotion.
In this tour, instead of following a strict itinerary, I will suggest a tour just after a brief conversation, looking at a map, focusing on your interests, using some tools I have to see the weather in real-time and using all that as a reference to choose which regions we will visit.