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Trains in Italy

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We are travelling to Italy this summer. We plan on taking a train from Venice to Florence; Florence to Rome and finally Rome to Varenna then we want to drive or take a train into Switzerland. Which is the best way to go? Purchase a rail europe pass for 4 days of travel or purchase individual trips? We want to be economical but want our travel to be smooth. What can we expect in the summer months? What is the newer train company Italo like?

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