San Gimignano happens to be a pretty popular day trip down from Florence and boy is it worth the trip. Even better if you are going to stay overnight because, like in Cinque Terre, you get to stick around and enjoy the peaceful evenings after the day crowds have all dissipated.
Oh! And not only can you enjoy the town, walk down the streets, visit shops, drink and eat local fare, but you can also rent a tower to stay in overnight! Whattt??? Yes! That is right! Said tower may even have its own scary and very tiny elevator that takes you all the way up to the roof! Then you can wake up slightly earlier than most people in the town, grab a nice extra large coffee from the café nearby and ride the terrifying elevator up to watch the sun rise and slowly clear the morning fog from the hillside valleys (see images above). Or you can relax with some assorted boar meat antipasti and local wine and watch the city lights come on as the sun sets behind the Tuscan hills (see images below).