November is Italy's rainiest month, almost to a region across the peninsula. It's not usually the coldest month on the calendar, but it's often when a sweater and warm coat come in handy (not to mention water resistant shoes).
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April to June offers the best weatherOften considered the best time to visit, spring offers the ideal mix of good climate and bearable tourism flows. Nature blooms as the snow melts in the mountains and the rolling hills of the central Italian countryside come to life after the chilly winter.
Winter is the perfect time to visit Italy's best cities – personally, as a local, on my own vacations, I avoid visiting places like Rome, Venice and Florence in any other season, because I can't deal with the crowds. Rome in winter is a really great place to visit.
Summer (June – August) is peak season in Italy. Peak season, particularly the months of July and August (and even extending into the first two weeks of September), is generally considered a very busy and expensive time to visit Italy's cities and major tourist areas like the Amalfi Coast and Cinque Terre.