I'm planning a European backpacking trip for the early summer (mid-May to mid-June) and will have about a month to spend. My plan is to travel by train with a Eurail pass, unless I must use some other transportation, and I will certainly be using hostels for accommodation so I don't use up all of my money. My open challenge to anyone with experience in backpacking is to make the absolute best rational itinerary for me from 30 to 33 days long.
I have traveled to Italy previously (Rome, Amalfi Coast, Florence, Venice, and some towns in between), but would certainly be open to returning since it was magnificent. I also realize that hitting every city imaginable will just turn the trip into a month of train rides, so spending I would like to have enough time in cities to see what is worth my money.
For the trip I certainly want to spend some time hiking in the Swiss Alps (Gimmelwald perhaps), but I have done so much research on European cities that I could find any of them (within reason) exciting. I need your help in finding the absolute best cities to experience, as well as some towns or countrysides to provide worthwhile contrast. The only way to know much of this is experience.
Lastly some background for assistance:
I can handle pretty much any physical activity (I'll be 18 when I leave), and have the funds for most anything within reason, thanks to an unforeseen scholarship to college. I also am not very interested in nightlife or drinking much, and generally like both historical and scenic destinations, as well as Renaissance art. I am fluent in Italian, and have some knowledge of German and Spanish, if that helps.
I look forward to reading what many of you travel veterans come up with for the best possible 1 month itinerary!