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Milan to Venice, to Florence next week!

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We land in Milan 9am, in 5 days from today,need to be in Venice by 5pm, the same day-how do we travel? Do we have to make a reservation on Trenitatalia? I know we need to go to Milan Centrale from the Milan airport and from there we go to Venice. Is there a chance there will be no seats, there are 4 of us in group. Worry about plane delays. But don't want to chance having to delay. From Venice we go to Florence 4-5days. How should we travel there, and can we make it a scenic route? We don't intend to drive. Thanks for any help , we are confused by the website for tickets!

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