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Train tickets - Venice to Florence to Rome

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My husband and I are spending from Aug 19 - 30 in Italy. We are flying into Venice on the 19th and then would like to take the train from Venice to Florence to Rome and maybe to Naples and back to Rome by the 30th. We plan on spending 2 to 3 nights in each of those places but since the train times are so often and not that long, it seems this is the best way to travel.

When I entered our itinerary for the Rail Europe site, it seems very reasonably priced to book economy tickets and pre-book everything. However, to have semi-flexible tickets (in case we want to spend an extra day or so in one city or another) it basically doubles our ticket price.
Can we book our train tickets the day before through Rail Europe? Or are there other sites that it would be better to book through if we want to wait.

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