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1st time to europe- from 0ct 3-25 2014 trip need advice!

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Hello, I am figuring out my trip and calculating a realistic amount of time and money for my travels. I kind of finalized all the places I want to visit and I want to know If you can give me any advice or suggestions on this itinerary if possible. I will be going backpacking and couch surfing. My plan b is using hostels.



Here is my itinerary: (some of
These days can be flexible )
Germany Munich 10/3-10/6(oc
Prague 10/7-10/10
Austria Vienna 10/11-10/14

Italy Venice, Milan, Florence 10/15-?
(Not sure how much time I need I each city here)
Lastly fly to Spain Barcelona thinking 3 or 2 days there don't know if that's enough time ,then head home.

Should I book the flight from Italy to Barcelona in advanced or will it be cheap either way if I wait a couple weeks before my travel?

I haven't looked into the eurorail yet but I want to make sure all the trains I need to take would follow this itinerary.

Thanks

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