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Itinerary Review before I start making reservations...

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Hello! I've been reading through the forums for Italy posts, and using many of the suggestions, I've put together a plan for our 1-month trip to Italy next year. Before I start making reservations for hotels (that may not be refundable!) I wanted to run the plan by everyone to see if this looks logical and do-able.

The airline tickets are already purchased, and we must fly in and out of Rome. Mostly I'm looking for some confirmation that we're not a) missing something un-missable and b) spending far too much time somewhere that is not necessary. We both love architecture and ruins, enjoy art (but can get burnt out relatively quickly) and spend a lot of our time on vacation taking pictures.

Here's what I have so far:

05/05; Arrive Rome - spend 7 days in Rome
05/12: pick up car in Rome, Tivoli and drive to Pompeii, sleep in Pompeii
05/13: Pompeii and Herculaneum, Oplontis, sleep in Pompeii
05/14: Drive to Orvieto, (this is a long-ish drive, but we couldn't miss pompeii!), sleep in Orvieto
05/15: Assisi, Spello, sleep in Orvieto
05/16; Arezzo, sleep in Asciano
05/17: Montepulciano, Cortona, sleep in Asciano
05/18: Montalcino, Peinza, sleep in Asciano
05/19: Monte Oliveto maggiore, San Galgano abbeys, sleep in Siena
05/20: Siena, sleep in Siena
05/21: San Gimignano, Volterra, sleep in Siena
05/22: Chianti, sleep in Siena
05/23: Florence for three nights
05/26: lucca, sleep in Lucca
05/27: Pisa, sleep in Lucca
05/28: Cinque Terre (overnight)
05/29: Parma, sleep near Reggio Emilia
05/30: Bologna, sleep near Reggio Emilia
05/31: Verona an Lake Garda, sleep near Vincenza
06/01: Vincenza, sleep near Vincenza
06/02: Padua, sleep near Vincenza
06/03: Venice (for two days, three nights)
06/05: Ravenna, and the drive back to Rome
06/06: Depart Rome.

Do the 'sleep near' options seem reasonable? Anything we can drop, or should add? Are we biting off too much? Not enough?

We tend to be "up at 6, sleep at midnight" types of travelers, so I've tried to build in some down time to relax in the evening in a city we're staying in, but we honestly aren't "while away a whole day at coffee", either.

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