Madeira is sold as Funchal and photographed everywhere else. The island is a volcano with a road around the outside and a ridge down the middle, and the thing that makes it worth the flight is that the ridge is usually above the cloud: at Pico do Arieiro, at sunrise, you are standing in clear sun looking across a floor of cloud with two other peaks coming through it. That is a specific place at a specific hour, and the small car park at the top is full well before the sun is up.
The rest of the island divides into weather. Fanal, the laurel forest on the north-west plateau, only works in fog — on a clear day it is a field with trees in it — which makes it the one location that is genuinely rescheduled rather than merely hoped for. Several of the levada walks now charge for entry through the forestry authority, and which ones changes, so it is checked rather than assumed. And the honest note for anyone booking a beach session: Madeira has almost no sand. Porto Santo, forty minutes away by air, has nine kilometres of it.