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Early Oct.
We want to do Florence - is 2 days enough? Thinking the usual art places plus some shopping (non-bespoke).
My initial thought was the following:
Lucca (1), Cinqueterre (1), Florence (3), Siena (2), Rome (4)
Naples is a bit of a stretch geographically - that's why I focused on places that can be done and enjoyed by car. Can easily create a loop with these places and end up where you started to return car and fly back.