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Italy and Germany Itinerary!! Help!!

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I'm a high school student planning a trip to Italy and Germany for next spring after my high school graduation. I'm going on the trip with my mom and she's letting me make the itinerary decisions. The trip right now is roughly one month long, however I'm not sure whether we're spending long enough in some places or too long in others. Also, I'd like to shorten the trip by a couple days, but I'm not sure where to cut. I don't mind cutting entire cities if need be either. If you could help me out that'd be wonderful!!!

Here's my current itinerary:

May 23: leave the US
May 24: arrive in Rome
May 27: leave Rome, go to Cinque Terre
May 29: leave Cinque, go to Florence
June 1: leave Florence, go to Siena (take day trips to towns in the countryside)
June 4: leave Siena, go to Venice
June 7: leave Venice, go to Salzburg
June 10: leave Salzburg, go to Munich
June 13: leave Munich, go to Fussen
June 16: leave Fussen, drive romantic road to Rothenburg
June 18: train to munich airport and spend the night in the airport hotel
June 19: Leave for the US

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