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Trains in Italy

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Hello, I'm travelling to Italy at the end of June. I'm flying from Canada to Rome and then I would like to take a train to Venice for a few days right away. Then back to Rome to stay for a few days and then down to Sorrento for a few days before we fly out of Naples to go to Santorini for the last half of our trip. Is it best to book these trains in advance or is it easy to book while we are there. I prefer the high-speed trains to save as much time as possible. Does anyone have any advice on booking/routes that are best? Thanks in advance for any help!

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