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You can take the enjoyment out of a trip and turn it into a "check list" if you try to cover too many cities. So, assuming you are going for 10 days, I would go to Rome and Florence and then take a couple of day trips from those cities into the surrounding countryside for wine and food experiences or something like bike riding. There are tons of tours with small groups through almost any hotel. Avoid July and August although late September is still warm and fewer tourists. You will have a wonderful time. Italy is great.