For me it’s the endless summers, the ripest tomatoes, the fruitful towns and the easy picking of cherries that steal my heart in Tuscany time and time again. Stay weeks longer than you have planned if possible.
Pick of the Towns
San Gimigano (a walled medieval city)
Volpaia (a teeny, tiny town)
Radda (go for the wine)
Buonconvento (for when Siena is on your list, make time to head here as well)
Volterra (a vibrant town set on the mountain)
Certaldo (new city down the bottom, the old walled one at the top. take the funicular and head on up)