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.
Monteriggioni is 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.
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.
After the monumentality of the previous stops, the route changes pace. Drive to Vagliagli, a small village immersed in the quiet of the Chianti Senese, surrounded by vineyards, olive groves, and country roads. A more intimate stop, where you can leave the cities behind and immerse yourself in the slower, rural Tuscany, experiencing its authenticity from every angle.
Conclude your experience in Radda in Chianti, a village that preserves an intimate and original charm, where time seems to flow calmly among ancient walls and quiet squares. You will see how rural Tuscan life still breathes in the slow rhythms, weekly markets, and encounters with locals. Here, you will have the opportunity to enjoy a fine tasting of 3 types of native wines and 1 vermouth at Castello di Radda.
Return the Vespa to Castellina in Chianti by 7:00 PM.
