• Castellina In Chianti - Castellina in Chianti is a charming and romantic village, rich in history. It was originally established during the Etruscan era.
• Radda in Chianti - Radda in Chianti is a municipality in the Province of Siena, Tuscany, located approximately 35 kilometers (22 miles) southeast of Florence and about 15 kilometers (9 miles) north of Siena. The area around the capital has been inhabited since 2000 BC, as evidenced by the archaeological site of Poggio la Croce, where the remains of an ancient village have been uncovered. During recent excavations, numerous artifacts have been discovered. Although few traces remain, it is believed that an Etruscan village once existed here. By the fall of the Western Roman Empire in the 5th century, small rural settlements had already formed in the area, including Castelvecchi, Monterinaldi, Volpaia, and Radda itself.

Between the 9th and 10th centuries, the area of Radda saw the emergence of feudal society, leading to the construction of villages. The first documented mention of Radda is in a diploma from 1002, in which Emperor Otto III confirmed a donation made by Countess Willa to Badia Fiorentina. Radda is frequently mentioned in documents from Badia Fiorentina until the 12th century. “Ramda judicaria fiorentina et fesulana” is noted in a document from Badia a Coltibuono in 1041.

On May 25, 1191, Emperor Henry VI granted the castle of Radda and its court as a fiefdom to the Counts Guidi. This fiefdom was later confirmed by Emperor Frederick II, although by the 13th century, Radda was under Florence’s control. The castle was raided by the Sienese in 1230 and occupied by French troops led by Charles I of Anjou in 1268. Radda endured another occupation and significant looting during the second Aragonese invasion in 1478.

Administratively, Radda was the capital of the Chianti League, which included the territories of Radda, Gaiole, and Castellina. From the late 13th century, it became the seat of a podestà appointed by the Florentines, and in the municipal statute of 1415, Radda was confirmed as the capital of the League. Among the podestàs of Radda was Francesco Ferrucci.

In the 17th century, after conflicts ended, the castles were transformed into stately villas where owners focused on wine production. Radda in Chianti was visited in 1773 by Grand Duke Pietro Leopoldo, who found it quite remote. As a result of his visit, roads were improved, but Radda remained poor and isolated. The affection for the Habsburg-Lorraine dynasty persisted, as evidenced by the 1860 plebiscite for Tuscany’s annexation to Sardinia, where Radda voted against (281 yes out of 581 voters, out of 879 eligible).

This situation peaked in the 1950s when rural depopulation, a common phenomenon in Chianti, reached its height. In the 1970s, these places were rediscovered, and gradually, all the castles, villas, and farmhouses were restored, with new farmhouses and farms established.

• Volpaia - After exploring the previous villages, visitors can reach this organic farm to enjoy a traditional Tuscan lunch and wine tasting with their products.
• Panzano in Chianti - Panzano in Chianti

• Exploration of two iconic Chianti villages
• Professional tour escort/host
• Knowledgeable driver/guide
• Delectable lunch included
• Wine and olive oil tasting experience
• Charming Ape Tour
• Alcoholic beverages provided

• Gratuities

The Ape tuk tuk has become a global symbol through its flawless blend of modern design and authentic Italian flair. Over the course of more than six decades, the Ape three-wheeler vehicle has been preferred by numerous people residing in historic Tuscan villages with steep, narrow roads. The latest version boasts features such as a movable sofa-like seat and soft, detachable rooftop, rendering it not only exclusive and entertaining but also cozy. It’s the perfect vehicle for those who wish to explore the enchanting landscapes of Chianti, its undulating hills, and sensational vistas, immersing themselves in the reminiscent aura of the 1960s. Numerous halts will ensure you have ample opportunities to capture photographs and videos. A conventional Tuscan lunch at an organic farm serves as a fitting conclusion to such a day. We will tour the estate, the wine cellar, the olive farms, and sample exquisite wines and local delicacies. Don’t let this petite, joy-bringing vehicle escape your experience.

• Please advise any specific dietary requirements at time of booking
• Vegetarian option is available, please advise at time of booking if required

For a full refund, cancel at least 24 hours before the scheduled departure time.