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Chianti day trip

Radda in Chianti The Chianti Classico region is one of the most famous wine regions in the world. Moreover, it is one of the most beautiful hilly areas in Tuscany. The landscape is characterized by vineyards and olive groves and fortresses, parish churches and castles dominating the splendid surroundings. So it is certainly a must to visit at least ones in a lifetime.

This region stretches in between Florence and Siena and it‘s easily visitable from both the cities. There are many smaller or bigger towns and villages in the Chianti Classico region, and it‘s quite difficult to choose one or two of them, especially if you have only one day for Chianti Classico region. We have created an itinerary called “Chianti day trip”. It is destined for those who want to explore the region by oneselfes, with the car.

Itinerary of Chianti day trip

Departure from Florence. Florence is linked to Chianti region with the road SS222, called Chiantigiana. While driving enjoy the nature stunning and wonderful panoramic views!

Greve in Chianti. Very often Greve in Chianti is called by Italians the gateway to the Chianti Classico area. Leave the car walk to the main piazza which is fronted by numerous medieval buildings, including the 11th century Chiesa Santa Croce which was rebuilt in 1325. In the piazza there is also a monument to navigator Giovanni da Verrazzano.

Museo del Vino – in the museum of vine you can taste almost 200 varieties of wine. The museum exposition displays many ancient wine-making tools and 180 different corkscrews.

Chianti Expo – is one of the most important Chianti wine festivals held every year on the second weekend of September.

Montefioralle. The history of Greve in Chianti is inseparable from Castello di Montefioralle. It is equally necessary to visit the charming Montefioralle, the small fortified village, situated near Greve in Chianti, located on the top of a hill, at about 2 kilometres from Greve. The village was an important stronghold during the wars between Florence and Siena, it was once endowed with two sets of walls with four gates. Montefioralle is the birthplace of the famous explorer and discoverer Amerigo Vespucci.

Panzano in Chianti and the lunch break. The next stop is in Panzano in Chianti, a charming Tuscan hilltop town. The town of Panzano in Chianti once was a medieval castle, and a big part of the walls that surrounded the hill are still preserved. One of the most interesting monuments of the town is the Church of Santa Maria Assunta built into the remains of the castle. There are two ancient and charming churches near Panzano – the Pieve of San Leolino and the Oratory of Saint Euphrosynus, both are worth a visit. We recommend to eat the lunch at one of the town’s restaurants.

Festa della Stagion Buona – is a local feast held on 25 April (Liberation Day), with a procession in Renaissance costumes, a mediaeval play and plenty of food and wine stands.

Vino al Vino – is a wine festival held on the third weekend in September.

Radda in Chianti and wine tasting. After the lunch drive to the most famous Chianti Classico region town called Radda in Chianti. The graceful Radda in Chianti village, lying deeply hidden in hills, attracts many tourists, wine and nature lovers. The oldest part of Radda in Chianti is very small and there is only one main street, that crosses the center of the town. But there is still much to see! Narrow side streets promise you not only the plenitude of wine-cellars and local food shops, and even an ancient tunnel under the houses. Noteworthy is Palazzo del Podestà, the palace of the 15th century, church of San Niccolò and quite nearby there is Ghiacciaia Granducale, a special room to store snow and produce ice.

After a walk in the town the wine degustation is all you need. There are many winemakers located near Radda in Chianti. Check aut our list HERE and choose one for your incredible Chianti Classico wine experience.

Radda nel Bicchiere – is a beautiful wine festival held in the central street of the town each year on the last weekend of May.

Castellina in Chianti. Castellina in Chianti is one of the four historic towns producing Chianti Classico wine, located on atop a hill. Most interesting sites of the town are The massive Rocca (castle), with a huge 14th-century tower, Church of San Salvatore, with an early 15th-century fresco of Madonna with Child and a polychrome wooden statue of Christ from the same age. And of course, the Via delle Volte underground tunnel. We recommend a typical italian aperitivo in one of the bars in Castellina in Chianti.

Museo Archeologico del Chianti – is the Archaeological Museum of Chianti.

Return to Florence. Distance: around 120 km. Duration: all day


Chianti Classico Region

Chianti Classico Wine

Wine Festivals in Tuscany

Wine Tasting in Chianti