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Tips for 2 week travel in Europe of college students

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My friend and I will be traveling in Europe for about two weeks in June. Thinking about going to Amsterdam, Berlin, Vienna, Prague, and Florence. We are looking for some tips because this will be our first time abroad! Thanks!

Should we bring a pack or rolling suitcase?
Any suggestions for hostels, restaurants, hot spots?
What will the weather be like?
How long should we stay in each location?
What are the must see's/do's in each city?

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