I'm from Tuscany and I kinda enjoy discovering new street with maps when it tells you the shortest roads and not the most used ones. However, in Sicily it's hell on hearth, getting out of Comiso, a small town, was very, very hard
I don't know, whenever I go with my road bike somewhere I've never been to I just use Google maps to plan for the path, and if I get lost somewhere but I roughly know where I have to go I'll just go on and not check maps for a few minutes. By car I just follow the suggested path that maps calculates, aside from the highways you're almost guaranteed to get a scenic view in the countryside in Tuscany. Just select the option to avoid toll roads
