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After Rome for Thanksgiving, drive north, or south?

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I've rented an apartment in Rome over Thanksgiving, with DH, DS, DDIL; and DGD, who will be two years old. For our second week, 7-days, we'll rent a car and leave Rome. I'm undecided whether to go north or south.

South: Naples, Pompeii, Sorrento, Positano.
North: Siena, side trip to a hill town or two, Florence.
(Totally different experiences, but both include something of specific interest for all.)

Air travel isn't booked yet (please, make the prices come down!), so we can fly into Rome and home from anywhere. Will December weather be a consideration for not travelling down the coast road? Any thoughts that could help me make a decision would be much appreciated.

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