i lived there for over a year while on work assignment. it's the best year of my life.
i posted an itinerary somewhere either here or the old sbf on this part of italy, and if i find it will post the link. for 2 weeks, that's a lot of ground to cover, but it will be worthwhile.
itinerary. on arrival in milano, might as well stay in milano for a day and explore city. plan a day trip to lake como the next day (a must). plan to stay in torino for a day or two. check out aosta, the northernmost town before mount blanc and the alps, cervinia-breuil at the top of alps where matterhorn is. drive down to genoa, then to the levante coast (italian riviera), and spend a day or two at santa magherita, portofino, cinque terre (5 sea towns). drive south to ferenzia and stay in the heart of the city by the duomo as much as possible. there are 3-star albergo's near the duomo. you can explore piza and siena which are near ferenzia. about 2 to 3 days. and northeast to bologna on the autostrade. if you have time, may as well detour slightly and stop in parma. parma is famous for its prosciutto and regina parmeggiano cheese. you'll need at least 2 nights in venezia. venezia will cap your romantic italian tour.
enjoy!