Hey!
I'm not Lourdes but heres some toughts.
Both options are possible if you are planning to rent a car. Option b cuts some of your travel time each day and after 3 days you will have had enough of Florence and would be ready for a change.
I would advise planning a full day for wine tasting and farm visits and a separate one for medieval cities visits, and booking some sort of wine tour. If you are driving, anything after the first glass would make it illegal to drive.
If you are wine/food enthusiasts i would even do 2 days in Florence and 4 days in the countryside, Florence is small and altough you can find good food/wine there, there's alot more of it everywhere alse.
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