The pinkbike review Kimbers linked to covers pretty much everything you need to know about Madeira, but here is a bit more info on the guys at freeride.
When to go – this is the great thing about Madeira, you are not locked into a short summer season as the weather is pretty good most of the year although I would probably avoid the winter months.
Cost – €65 for a days guiding plus €35 for bike hire. I hooked up with a couple of Swiss guys who were there for the week which kept the cost down. The price goes up to €145 for the guiding if you go on your own.
Hire Bike – Specialized Pitch which although a bit old suited me fine. It had a triple ring but needed a bash as I had a couple of strikes which nearly had me OTB. The brakes were setup the European wrong way so if you book a hire bike make sure you request UK brake setup. The Swiss guys had brought their own bikes and one of them had a fairly new Santa Cruz Tallboy which he didn’t like for Madeira’s tight trails.
Uplift – I was picked up from my hotel in Funchal, then we went across town and picked up the Swiss guys. As we left Funchal I checked whether they had helmet and pads for me, which they hadn’t so we pulled into a petrol station for a quick cup of coffee while the guy from the shop brought them to us. Anyone who has been to Portugal probably recognise that local folk can be a bit slapdash so it’s worth checking and double-checking on any booking details. The island’s roads are very good with lots of tunnels to get you around quickly, but as you start climbing you get onto the typical switchback roads.
The Guiding – Nuno was our guide and he was brilliant, not only for picking the trails but also giving you the history of the island. He also insisted on swapping the brakes around for me. Unlike the Alps where you tend to get very long trails, in Madeira the runs are typically between 1/2 and 1 mile, then you hit a road and have to pedal up or down for a couple of minutes before hitting the next section so a guide is essential. We finished riding at a great little beach bar for a few beers before heading back in the van to Funchal.
The riding – just look on You Tube and you will see what a huge variety of riding is available, often on the same decent.