Uhh, yes, you can do it. It is a rather unusual request but several have come up in the last few days requesting cycling in December and January. It is cold, wet, and sometimes snowing in Tuscany. I've been in November and the fog was as thick as soup. But, the afternoons get warm when the sun shines and it can be nice cycling if it is sunny.
So, if you have a wild urge, give us a shout. There is also Catalonia, but in Catalonia where we use a lot of B&B's, availability can be harder as they often close around the holidays and into January.
L
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