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Germany/Switz/Italy 2014

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Hello all, I hope this message finds you well! I am planning a two week trip to Europe in June of next year and I desperately need your help.

My boyfriend and I are planning on the following:
Departure: Houston, TX
Arrival: Berlin, Germany

We then want to travel by train to Munich, Bern and Basel Switzerland, Venice and Rome, Italy. We plan to fly from Rome back to the States.

Here is where I need you! Any advice you can offer on the following questions will be very much appreciated:

Which train pass should I consider?
How many days should I spend in each of these cities?
Is there a way to limit hotel hopping to save on spending?

Thank you in advance. <3

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