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3 weeks in December in Europe, need help with itinerary

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My cousins and I will be in Europe from Dec 6 - 29, and we're trying to fit in a loose itinerary. We're all 21-23 years old, and I'm looking for the safest/cheapest options.

Dec 6-18 will just be 2 of us, and the rest are meeting up on the 18/19th.
Our plan for now is France/Italy
Bordeaux (2 days) > Paris (3 days) > Provence/Nice (any recommendations? instead/etc? Normandy?) (3 days?) > Rome (3 days) > Naples/Pompeii (2 days) > Florence (3 days) > Venice (2 days)

December 18/19-29
Budapest (3) > Vienna (3) > Salzburg (1) > Prague (3)

My question is 1) Is this too much? Trying to see as much as I can without it being overwhelming or TOO crazy. I'm willing to change up the itineraries as long as I fly out of Prague on the morning of the 29th.

2) Should I get an Italy/France rail pass for the first 12 days, or will it be cheaper to just train it? I know the rail pass is more cost effective if used over a larger span of time...

3) Any location to take out/add? I am big on art/history.

Any recommendations/tips/anything would be great and much appreciated.

Thanks so much.

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