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4 days-Fly into Pisa and rent car or into Florence with Day Trips

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My husband and I are taking our first trip to Tuscany in early June and are not sure whether to fly into Pisa, rent a car, drive to Siena, spend the night and drive to Forence or, fly directly to Florence and simply do day trips down to Siena, San Gimignano and maybe Pisa. We would like to rent a car and aren't sure how well that would work if we anchor ourselves in Florence (i.e. where would we park at night, etc.). We thought it may be best to rent the car in Pisa, see the Tower, drive to Siena, spend the night there and then enjoy a nice drive north to Florence the next day and return the car when we arrive in Florence. Any advice?

Also, we are scheduled to spend three days in Trieste and Venice and have a very early return flight out of Venice. We've read that we should avoid early flights out of Venice. Any suggestions as to what the problems may be with the early flight and how to avoid them?

Thank you!!

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