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Two Months Traveling Europe- help with itinerary

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My name is Robert and being new to the site, hope you will be patient as I bombard you all with questions. :)
I will be traveling to Europe this coming fall on my Gap Year! Yes, it is exciting, however my initial planning has hit a standstill. My consultation with a close friend brought me to Fodor's, and his gushing recommendation left me with high expectations! Enough background, I have two months in europe and both specific and broad areas of interest I would like to experience. My hope, though slightly presumptuous, is that the kind forum posters of Fodor's (whose expertise is rumored to be unrivaled) can help me in fashioning a preliminary itinerary.

I am I lover of history and enjoy discovering an ancient church in Rome as I do sipping lemonade on the Amalfi Coast. I find myself being vague already, but I am a very easygoing person and am merely looking for an enjoyable time in some fascinating countries.

Now to my restriction (if you can label it that way)-
- Italy, as you may have gathered, is an absolute must. Such a blend of good food, nice people, and fascinating history cannot be overlooked.
Other than that, I am extremely easy. Nothing has been booked (as of yet) and my budget is not a large issue.

What I would really appreciate, however, is your opinion on a variety of countries, cities, and areas that personally I have no experience with. Of course I have read various guide books and informative websites, so I do posses some preconceived notions. Despite this fact, i want to know what is a "must" and what is "not vital". There is a lot of time, but there is also a lot of places and I want to pick those that coincide with my interests and provide me with the best experience possible.

Portugal- I have some heritage to the Azores, but not to Portugal itself, is it a country you recommend?

Spain- I am quite proficient in Spanish and feel comfortable with the language barrier here. I do believe that this is a country that I would definitely want to visit. However, do you suggest any other cities than Barcelona, Madrid, and Seville? What is your opinion on Cordoba?

Italy- I already mentioned it above, and have researched it quite extensively. My cities/towns of choice would be (in order):
Venice (day trip to Verona)
Cinque Terre
Florence
Tuscany (Siena, Lucca, Montepulciano)
Rome

Greece- I have next to no knowledge regarding Greece. Would you suggest the classic tour of the Greek Islands (Santorini, etc)

France- I have been to Paris before and was enchanted, though the rest of France remains a mystery. Opinions of Nice?

Other countries: Other than those four, I have considered heading over to Vienna (it has stellar reviews, and I'm a sucker for classical music).

Please let me know your opinions on these countries/places and if there are any others that you fell in love with.

Thanks so much,
Robert

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