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Can/should I squeeze in one more city or area?

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Comments please. Having relied on everyone here to help me plan my trips over the last many years, I'm looking for more guidance with this one. We're planning a two week (maybe a few days over, no set time limit) to Italy next June. We have 2+ weeks to travel. My first trip to Italy and my husbands second. The first of which was many decades ago.

This is the itinerary as it stands now. Trying to decide what to do at the end.

June 9 (Tues) leave Philadelphia on overnight flight
June 10 (Wed) arrive in Rome early morning
June 10 - 13 Rome
June 13 (Sat) rent car and leave Rome for Panzano in Chianti
June 13 - 19 stay at villa (already booked)
June 19 (Fri) drive to Florence and return car
June 19 - 22 Florence
June 22 (Mon) take morning train to Rome, eat great farewell dinner
June 23 (Tue) take noon flight back to Philadelphia

The only thing set in stone right now is the villa in Panzano. I'm hoping to get that extended one more day to have the full week but that's not likely possible.

If I extend my trip a couple of more days what would be the best way to use that time? Does it make sense to add more days to the existing city stays? Or could I add another city? Venice? Milan?

We have to fly in and out of Rome to get a decent roundtrip price and we absolutely love taking the train. Taking a train to get to somewhere else is a real plus.

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