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2 Weeks traveling thru Europe- train, air, where to go!?

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After spending 4 months studying in London, I have an extra 2+ weeks to travel. I know I want to go to Italy and spend good portion of time there, but I want to make 1 or 2 other stops. I am debating between Amsterdam, Berlin, Munich, Spain, the Greek Islands, Zurich, and Prague. I am going to be traveling from December 20-Jan 5. Where should I go from the list, especially if i'm on a budget? Should I travel by train or by air, considering flights in airlines like easyjet and ryanair can be 30 or 40 bucks a person?

Any suggestions would be appreciated!

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