Mike R said:
and be very careful as there are many skilled gypsy pick pocketers in Florence..
So true! It's the only place where I've been pick pocketed. Luckily I noticed the missing wallet in about 10 seconds, gave my luggage to Laura, rushed back to the gypsies and said a finnish swearword and they handed back my wallet untouched.
In that region, have plenty of Bistecca alla Fiorentina's.
I'd try to head to small villages on top of the hills as much as possible. The regional map by Michelin (available at the Autogrills) has plenty of roads marked as scenery and they really are. Just drive around and you'll guaranteed to find nice wineries, real people, local athmosphere, beautiful vista and the perfect lunch spots.
The bigger cities and tourist "must-do's" get really crowded during the summer and the season is still at full swing in September.