Our 100 Miles on Vespa - The tour of the small villages of Chianti

Nestled in the heart of Tuscany, the Chianti Classico region is a treasure trove of picturesque landscapes, historic villages, and world-renowned vineyards. Borgo Vescine, our ancient and charming hamlet whishes to celebrate this wonderful wine region!

The Borgo serves as an ideal starting point for an unforgettable tour of nearby villages.

Here’s a curated itinerary that will immerse you in the quintessential Chianti experience.



Radda in Chianti

A mere 15-minute drive from Borgo Vescine, Radda in Chianti is a medieval village that exudes historical charm. Perched on a hilltop, Radda offers stunning panoramic views of the surrounding vineyards and olive groves. Wander through its narrow, cobbled streets, visit the ancient town walls, and explore the Palazzo del Podestà, a beautiful 15th-century building adorned with coats of arms.

For wine enthusiasts, the Casa Chianti Classico is a must-visit. This museum and enoteca provides insights into the history of Chianti wines, along with tasting sessions that showcase the region’s finest vintages.

Castellina in Chianti

Just 20 minutes from Borgo Vescine lies Castellina in Chianti, another gem in the Chianti Classico region. Known for its well-preserved medieval architecture, Castellina invites visitors to step back in time. The town’s main attraction is the Rocca di Castellina, a fortress that now houses an archaeological museum. Climb to the top of the tower for a breathtaking view of the countryside.

Take a stroll along Via delle Volte, an ancient covered passageway lined with quaint shops and eateries. Don’t miss the chance to visit local wineries, such as the renowned Castellare di Castellina, where you can sample exquisite Chianti Classico wines.

Gaiole in Chianti

A scenic 25-minute drive from Borgo Vescine brings you to Gaiole in Chianti, a village famed for its role in the Chianti wine trade. Gaiole is dotted with historic estates and castles, each with its own unique story. Visit Castello di Brolio, the ancestral home of the Ricasoli family, who were instrumental in developing the original Chianti formula. The castle’s gardens and vineyards are perfect for a leisurely exploration.

Gaiole is also the starting point for the Eroica, a vintage cycling event that attracts enthusiasts from around the world. If you visit in October, you might catch this colorful spectacle, with riders donning retro gear and pedaling through the scenic landscapes.

Panzano in Chianti

Panzano in Chianti, about 30 minutes from Borgo Vescine, is a village that combines rustic charm with culinary excellence. Its most famous resident, Dario Cecchini, is a butcher whose shop and restaurant have become iconic. A visit to Antica Macelleria Cecchini for a traditional Tuscan meal is a culinary adventure not to be missed.

Panzano also hosts a lively Sunday market, where you can browse local produce, artisanal goods, and, of course, Chianti wines. The Church of Santa Maria Assunta, with its beautiful frescoes, adds a touch of cultural enrichment to your visit.


The villages of the Chianti Classico area around Borgo Vescine offer a delightful blend of history, culture, and gastronomy. Each village has its own unique character, yet all share the same warm hospitality and passion for wine that define the Chianti region. Whether you’re savoring a glass of Chianti Classico, exploring medieval streets, or enjoying a farm-to-table meal, this tour promises an authentic and memorable Tuscan experience.

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Borgo Vescine’s treasure - The Saffron

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Discover the Churches in the Chianti Area: Forgotten Treasures Among the Villages