What you will discover:
What you will discover:
Start from Siena, where you'll pick up your Vespa. Before heading into the heart of Chianti, take some time to visit this city, Siena is a medieval gem famous for its extraordinary historical, artistic, and cultural heritage. The preservation of its historic center, a UNESCO World Heritage site, keeps the local identity alive without sacrificing quality of life.
Then reach Castelnuovo Berardenga, the gateway to the Sienese Chianti, offering a mix of vineyard landscapes, medieval villages, and art. Recognized as a "Wine City" and "Slow City" for its peaceful atmosphere and connection to food and wine.
You'll visit the Chianti Sculpture Park, a unique place where contemporary art and nature blend in a harmonious embrace in the heart of the Tuscan hills, among the area's typical vineyards and olive groves. This outdoor park hosts a collection of sculptures by Italian and international artists, integrated into the landscape to enhance natural beauty and stimulate deep reflection on the environment and art itself.
The Castello di Albola is a historical and panoramic jewel: this ancient fortified residence, dating back to the Middle Ages, is now a winery of excellence that combines tradition, nature, and sustainable hospitality. The castle offers an authentic experience: besides exploring the fascinating historical structure with its towers and walls, you can immerse yourself in Tuscan wine culture by tasting 3 types of organic and biodynamic wines produced directly on the estate.
Then move on to Castellina in Chianti; exploring the village, you'll see an enchanting medieval town located in the heart of the Sienese Chianti, nestled among rolling hills of vineyards and olive groves. With its cobbled streets, ancient walls, and towers, it offers an authentic atmosphere that tells centuries of Tuscan history.
Arrive in Poggibonsi for the end of the first day. It presents itself as a city embodying the historical and cultural evolution of Tuscany, strategically located in the Val d’Elsa, among the rolling hills of Chianti. It's not just a tourist stop, but a crossroads of medieval history, artisanal traditions, and modernity intertwined in a context rich with nuances. You'll stay at the renowned 4-star Hotel Ristorante Alcide.
Start a new day in Certaldo, one of Tuscany's most evocative medieval villages, famous for being the birthplace of Giovanni Boccaccio. Located in the Val d'Elsa, the village is divided into two parts: the modern Certaldo Basso and the ancient historic heart of Certaldo Alto, perfectly preserved and reachable via a characteristic funicular.
Next, you'll arrive in beautiful San Gimignano. One of Tuscany's most fascinating and iconic medieval villages, known as the “City of Towers” for its imposing towers that dominate the surrounding hilly landscape. A UNESCO World Heritage site, San Gimignano keeps its historical character intact, offering a journey through time amidst art, architecture, and authentic traditions.
Finish the itinerary in Monteriggioni, a small medieval treasure chest that seems suspended in time, with its perfectly preserved walls and towers standing out against the Tuscan sky. More than just a village, it's a place that tells stories of ancient battles and rural life, where every stone speaks of traditions and a past full of charm.
The tour has come to an end: return the Vespas to the same starting point in Siena.
