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Italy - 21 Day Itinerary for May, 2018

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Hello! We are meeting friends for a week at a villa near Lucca to celebrate a wedding anniversary. We all stayed at the same villa for the wedding 10 years ago. We'll travel by ourselves a bit before and after that week. On previous trips to Italy we've been to Lake Como (twice), Lake Maggiore, the Cinque Terre, and further up the Ligurian Coast to Santa Margharita Ligure and Camogli. We've also stayed in Venice and we visited Florence for just a day trip.

This time we thought we'd start further south, flying into Rome (the flight to Naples just didn't work out - we'd get there too late in the evening after flying from the West Coast) and then taking the train to Naples and further on to Sorrento by either train, bus or driver. Here's our plan so far:

Sorrento: 4 nights - we want to recuperate from the flight, take a ferry to Positano or Capri, perhaps take a driver to the Amalfi Coast
Rome - 3 nights -
Arezzo - 1 night to break up the train trip to Florence
Florence - 2 nights
Lucca - villa for 7 nights - day trips from there (we've been to Viareggio, Pisa and Florence for day trips
Siena - 2 nights
Where to spend last two nights before flying out of Rome?

We'll have a car in Lucca and will takes trains otherwise.

Your critique/suggestions?

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