Begin your day outside your hotel, where you'll meet your driver and head out of Florence in a comfortable private vehicle. Enjoy the scenery along the way to the famous Chianti wine region, looking for olive groves and vineyards among the hill towns.
Stop at a small-scale winery in the heart of the Chianti Classico area to sample four wines along with locally-made food products. Continue on to the charming village of Greve, where you'll have free time to explore at your own pace. Walk through the main square where an ancient market once stood, browse the local shops, and imagine this town bustling with its popular annual wine fair.
Travel next to Castellina, a hilltop village that dates back to the Etruscan era, along the historic Via Chiantigiana. Take advantage of more free time to see Castellina's cobblestone streets, including the Medieval covered street Via delle Volte, and its imposing fortress.
En route back toward Florence, make one final stop at another winery to taste four more wines and locally-made foods.