There isn't much to do in Milan and that's the reason not many people enjoy it but here why I like it: There is so much great architecture everywhere, its beautiful, so the city becomes a great backdrop to shoot street style on. All my Milan videos have a certain for feel to them for this reason.
The 2nd reason is because things slow down a bit once you get to Milan (if you're working all of fashion month) and it's a nice change of pace after London and New York. A break full of stuffing my face with pasta is much needed.