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Help with Italy/Austria/Switzerland Itinerary

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My college-age daughter will be studying in Castiglion, Fiorentino (Tuscany region) this summer and I plan to join her at the end of her studies for a 12-day trip. Here is the general itinerary with questions afterward.

July 1 - I arrive at Rome airport and travel by train to Castiglion, Fiorentino, where I'll stay at a B&B in town for 2 nights and meet up with my daughter
July 3 - travel by train from Castiglion, Fiorentino to Innsbruck (stay 3 nights at a property with hotel points)
July 6 - travel by train from Innsbruck to Salzburg (stay 2 nights at a hotel in the Old Town)
July 8 - travel by train from Salzburg to Lucerne, Switzerland (stay 3 nights at a B&B)
July 11 - travel by train from Lucerne to Milan (stay 2 nights at a property with hotel points)
July 12 - depart for U.S. from Milan

I'm thankful to have the general itinerary and hotel plans finalized. Now I'm trying to figure out travel between cities. With this type of itinerary, would it make financial sense to have a Eurailpass or just buy point-to-point tickets between cities? Also, are there any logistics to consider when traveling between countries? Any idea on train travel time between Salzburg/Lucerne and Lucerne/Milan? Any other tips for this itinerary would be greatly appreciated!

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