Adam - Not sure if you've already left, but I just got back from a week long vacation in Tuscany and have some ideas for you. We rented a villa near the town of Chiusi and had great food the entire time. A couple recommendations on food to look for: Rabbit dishes are excellent and common in Tuscany. Italian for rabbit is conighlio, I had some that was stuffed with a veal and cheese mixture that was unbelievable. Also, pici pasta is very good, it is type of noodle that I had not seen before. It is thicker than spaghetti, with lots of flavor. You'll also find the best gnocchi here (it is often not cooked well in the states - too doughy - so give it a try there). I had a gnocchi in a simple tomato sauce that was fantastic. Finally, truffles are everywhere, indulge yourself with some truffle pasta or risotto. If you head to Siena, I highly recommend a restaurant called Le Logge, just off the main square. Ask around, it is not hard to find. Have a great time!
