Take the highway A1 direction Florence. Go on toward Valdarno and exit in Montevarchi. Proceed along the state road Chiantigiana (SS 408) direction Gaiole in Chianti. Continue along the state road Chiantigiana until you get to the crossroad between Gaiole, Radda and Castellina in Chianti.
Take the highway A1 direction Florence. Exit in Valdichiana, then follow the main road (Superstrada) Florence- Siena toward Siena. Exit in Castelnuovo Berardenga and take the state road SS 484 toward Gaiole in Chianti. Go on until you reach the state road SS 408. Follow the direction to Gaiole in Chianti until you reach the crossroad between Gaiole, Radda and Castellina in Chianti.
The nearest train stations in the territory of Chianti are Poggibonsi and Montevarchi. From here take a bus (SITA) to reach the smallest locations.
The nearest airports serving the area of Chianti are those of Florence and Pisa.
From here the easiest way to get to Chianti is renting a car.