Your tour will begin in Castellina in Chianti, where you will pick up your Vespa. Before heading into the heart of the Chianti Senese, take some time to visit this town: wandering through the village, you will see an enchanting medieval town 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.
Your first stop will be Radda in Chianti, a village that retains an intimate and authentic charm, where time seems to flow calmly among the ancient walls and quiet squares. You will see how Tuscan rural life still breathes in the slow rhythms.
Move on to Castello di Albola, a historical and panoramic gem: this ancient fortified residence, dating back to the Middle Ages, is now an excellent winery that combines tradition, nature, and sustainable hospitality. The castle will offer you an authentic experience: in addition to exploring the fascinating historical structure with its towers and walls, you can enjoy a delicious lunch featuring local delicacies.
Drive to Vagliagli, a small village immersed in the quiet of Sienese Chianti, surrounded by vineyards, olive groves, and country roads. A more intimate stop to immerse yourself in the slower, rural side of Tuscany, experiencing its 360-degree authenticity.
Raggiungete in seguito Siena, the medieval pearl par excellence, famous for its extraordinary historical, artistic, and cultural heritage. The preservation of its historic center, a UNESCO World Heritage site, keeps local identity alive without sacrificing quality of life. Don't miss stops such as Piazza del Campo, the Siena Cathedral, and the Torre del Mangia.
Conclude your tour at Monteriggioni, a small medieval jewel that seems suspended in time, enclosed by perfectly preserved walls and characteristic towers that dominate the Tuscan landscape. Walking through its narrow streets and central square, you can still breathe the atmosphere of an ancient fortified village, built to defend the Sienese territory. More than just a stop, Monteriggioni is a place capable of telling centuries of history, through ancient battles, traditions, and views that keep the charm of medieval Tuscany intact.
Return the Vespa to Castellina in Chianti by 7:00 PM.
