fish wrote:Actually Milan is one of the places I'd like to visit someday.
The history, the architecture, and of course fashion week. (yum

)

Uhm... There are two or three things to see ("Duomo" that is the Cathedral, Leonardo's fresco "The Last Dinner", St. Ambrogio church...) but every other italian major cities, and many minor cities, boast tens or hundreds of monuments of a similar importance (great cathedrals and immortal paintings are a dime a dozen in Italy).
Rest of the city is grey, sad, here and there boresomely bourgeois, smog-saturated, wet and cold in winter and stifling hot in summer. We used to have a London-style fog too, but with the warmer climate of these years this is disappearing.
Fashion: I don't know what to say, I don't really care. City center is crammed full of fashion models, but if you take a close look at them, they are unhealthy, disproportionate and often unexpressive creatures. The fact they made us salivate about these human coat hangers stylists use for parading their rags is one of the major mysteries of marketing.
The bottom line: you'd better visit Rome(!), Florence, Venice(!!) - or Paris, London, Prague...
Whatever you do, do NOT go to Naples, because the place is almost completely lawless. U.S. 6th fleet can survive there, you can not.