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Italy in 5 days

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My boyfriend and I are looking to visit Italy in May and are currently planning on renting a car and doing a road trip for 5 days. We will be starting and returning to southern Germany, so I figured driving down there would be quickest, easiest, and cost efficient compared to figuring out trains. And also it would give us freedom to go where we please.
We would like to see as much as possible, and hopefully can make it down to Rome. Is this practical in 5 days?
He is a rather picky traveler and prefers to visit places "off the beaten path". Any suggestions on where to go?

Thanks!

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