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Europe Trip Ideas...Realistic or Not?

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Ok! So in less than a year I am planning on doing my first ever Euro trip with a few recent college grads like myself. I have no goals other than spending the most amount of time there as possible, and spend as little as money as I can. I am looking for advice between the 3 trip ideas that I have in my head. Everything has to end in Italy, cause one of my friends going is full Italian and has been wanting to go "home" since he was conceived . So basic understandings as to why I picked these Places and trips. As you will see, Zurich or Madrid are the cheapest flights from LAX to Europe, thus creating two places I will arrive in (remember college student). I want to try and hit as many different countries as I can but not feel rushed. I am hoping for about a 3-4 week trip.
Trip 1= Fly into Zurich spend a week heading East into Southern Germany for a few days/week, come back to Zurich go into West Switzerland and then head South into Italy hitting many of the main places (Milan, Florence) on the way to Rome.
Trip 2= (recent suggestion from a friend really wanting to see Croatia)
We fly into Zurich then, like before, head East into Southern Germany but this time keep going and make our way into Austria, through Slovenia and then arrive in Croatia before catching a boat across into Italy.
Trip 3=Fly into Madrid, spend sometime in the city before heading directly to the coast. My friends obsession with Ibiza will coast us a night or two but catch the ferry back to Barcelona from there backpack/hitch hiking/anything that takes us along the coast of Mediterranean through Southern France and into Italy and Rome that way. (is this realistic for a 3/4week trip?
I have two concerns. One is of the first two and if we are backpacking this, the alps come into play right? haha...we are all in good shape but that seems ridiculous for the most experienced climber and thats not what this trip is for.
Second of all, the third trip, we just cover so many miles that it would come out to having to cover 50 miles a day. Are there any rails that go through these areas that might be able to help speed things up?
All are pretty intense ideas to do on a limited budget but I want to see as many things as I can because I dont know when/if I will ever get to do this again. There are Pros/Cons about each trip but any suggestions, ideas, concerns, tips are extremely appreciated :)

Thanks for everyones help!

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