Driving is the only way (other than hiking or biking) to get to many of Tuscany's small towns and vineyards. The cities west of Florence are easily reached by the A11, which leads to Lucca and then to the sea. The A1 takes you south from Florence to Arezzo and Chiusi (where you turn off for Montepulciano). Florence and Siena are connected by a superstrada and also the panoramic SS222, which threads through Chianti. The hill towns north and west of Siena lie along superstrade and winding local roads—all are well marked, but still arm yourself with a good map.
The Florence-Siena Superstrada (no number) is a four-lane, divided road with exits onto smaller country roads. The Via Cassia (SR2) winds its way south from Florence to Siena, along the western edge of the Chianti region. The superstrada is more direct, but much less scenic, than the SR2, and it can have a lot of traffic, especially on Sunday evenings. The Strada Chiantigiana (SR222) cuts through the center of Chianti, to the east of the superstrada, in a curvaceous path past vineyards and countryside.