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Drive from Monaco to Athens

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My wife and I have begun planning a trip to Europe end of December 2010 through early January 2011. The original plan is to fly into Nice and then stay a couple days in Monaco (probably for New Years Eve). Then we want to drive through Italy stopping a few places on the way (staying at coastal B&Bs or perhaps wineries) and ending the trip in Athens (where we would stay a couple days). Does this sound like it's a feasible plan? Would it be worth it? Would we want to stay some where else in Greece?
We've never been to these countries so any and all input would be appreciated.

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