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Itinerary critique/feedback?

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2 wks Italy next May. Rome 4 nites at either Hotel Due Torri or Pantheon View B&B. (both look/sound great) Pvt tour of ancient Rome 1st morning. Bfr leaving Rome, want to see
Borghese + St. Peters and do Scavi tour. Rest of time, go w/the flow. Would love to catch flea mrkt Sunday maybe.

ES train to Naples, pvt car service to Positano, Villa Rosa 2 nites. Want to go to Ravello while down there, maybe experience a concert.

ES back to Rome, rent car + drive to Orvieto, stay 1 nite.

Drive to Florence. Thinking of staying at either Hotel Casci in town or Pensione Bencista in Fiesole for 4 nites. Want to dine at Il Latini one nite. A day trip to Siena.

Drop car off in Florence, take ES to Venice. Staying at La Calcina 3 nites. Want to shop San Marco and Murano island. Would love to go to a sm operahouse. Last nite, dine at Al Cove or Da Fiore.

Any thoughts, either way, would be greatly appreciated.

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