The cutest small towns in the Chianti wine region of Italy


Chianti is one of the most picturesque areas in Tuscany. It’s one of the world biggest wine producing regions in the world and let me be honest – it is pretty damn mind blowing. I came here with my boyfriend and we drove around Chianti’s rolling hills picking grapes from the side of the road every fifteen minutes.


It takes around 2 hours to reach Chianti from Florence, and there are a number of small villages and town in the region. Here is a comprehensive list of the main places you should visit if you come here. Here’s a map of the Chianti region below:




There isn’t much in the way of public transport in Chianti; it can take over an hour to walk from one main village to another. So the best way to travel around here is by road. You can hire cars in Europe for as low as 50 Euros a day which turns out pretty cheap if you are sharing with other people. Find people to road trip with you from networks such as Instagram, Facebook traveler groups, and Couch surfing.


The main towns in the Chianti wine region are

  • Greve

  • Radda

  • Gaiole

  • Castellin and

  • Panzano


Here is a brief guide to each of these towns and the places to explore in the areas near to them:


Greve in Chianti


Greve is the main town of the Chianti Classico wine area. It hosts a number of wine festivals, which are generally held in the huge triangular piazza situated in the middle of the town. The piazza is buzzing with life; there are various wine shops, local ceramic shops, and great restaurants around it.


Just like most of the villages in the Chianti area, this place has amazing food. Some great places to eat include Villa Bordoni, Oltre il Giardino, Ristorante la Castellana, and Enoteca Ristorante Gallo Nero. Be sure to pick up a bottle of house wine and a plate of local olives – house wine is the cheapest and it will still blow anything else you’ve had straight out of the park.