There's a good chance you're going to find both cheaper at shops in the U.S. than in Rome. Check out wine-searcher.com for price comparisons. We generally limit our wine purchases in Italy to bottles that aren't imported to the U.S., otherwise it's not worth it. There are some wonderful wine shops in Cortona if you do get to Tuscany. If you want wines from Montepulciano, you'll do best going to Montepulciano. Some excellent wines from Tuscany that aren't widely available in the U.S. are the Lamborghini Campoleones, which you can often find at the shops in Cortona even after the winery has sold out.