Depart from Florence, where you will collect your Vespa, and begin your weekend in the Florentine Chianti.
Hidden among the hills of Grassina, the Fonte della Fata Morgana is a small Renaissance gem with an almost fairytale atmosphere. Also known as the Casina delle Fate, it was built in the 16th century as a nymphaeum for the nearby Villa Vecchietti and is attributed to Giambologna. The pink facade, stone decorations, and links to ancient legends about the spring water make it an unusual and fascinating stop.
Reach San Polo in Chianti, an authentic village far from the more crowded tourist spots. Strolling through the town, you can still breathe in the simple atmosphere of the Tuscan countryside, amidst ancient houses, quiet streets, and panoramic views over the Chianti valleys.
Immersed in the heart of Chianti Classico, Castello di Querceto is one of those places where landscape and history seem to merge. The ancient residence, surrounded by vineyards and woods, still preserves the charm of the region's great historic estates. Here you will enjoy a guided tour followed by an excellent tasting of 3 red wines of their own production.
Drive to Greve in Chianti, an enchanting village in the heart of Chianti, famous for its central square surrounded by porticos and dominated by the statue of the famous navigator Giovanni da Verrazzano. With its wine cellars, traditional restaurants, and breathtaking landscapes, Greve is an unmissable stop for food and wine lovers.
The food and wine experiences continue as your dinner will be held at Fuoripiazza Ristorante Enoteca, where you will have a wide choice of courses.
Panzano in Chianti is a village that successfully combines rural Tuscan character with a strong gastronomic identity. The town develops between the modern part and the historic core, gathered around the old castle. As evening falls, Panzano changes pace and shows its more intimate side. Walk through the streets of the center to the upper part of the village, where the Church of Santa Maria Assunta offers splendid views over the Chianti hills.
For the night, you will be hosted by Chianti Village Morrocco, nestled in the hills of Barberino Tavarnelle, perfect for a few hours of relaxation after a day on the Vespa. The property offers cozy, independent apartments surrounded by greenery, with a swimming pool, restaurant, bar, wine shop, and free parking.
Start your second day in San Donato in Poggio, a village that has perfectly preserved its medieval layout. Still partly enclosed by ancient walls, it is best explored on foot, passing through historic gates, stone alleys, and quiet little squares. It is the perfect stop to slow down and savor the more historic and less touristy side of Chianti.
Surrounded by vineyards and rows of cypresses, Badia a Passignano looks like a small fortified citadel immersed in Chianti. The ancient Vallombrosan abbey holds centuries of history and works of art, including a Last Supper by Ghirlandaio preserved in the refectory. The charm of this stop also comes from the surrounding landscape: olive groves, vineyards, and country roads make the arrival by Vespa particularly scenic.
Perched on the Chianti hills, San Casciano in Val di Pesa is an elegant and lively village, surrounded by vineyards, olive groves, and ancient villas. The historic center preserves parts of the medieval walls, small squares, and glimpses that tell of a deep bond with the Tuscan countryside. It is a pleasant stop to browse the shops and wine bars before heading back out onto the rolling hills.
Conclude the experience in Sant'Andrea in Percussina, a characteristic village closely linked to Niccolò Machiavelli. Here, during his exile from Florentine political life, the writer stayed in the family home where he composed some of his most famous works, including The Prince.
The tour has come to an end: return your Vespas to the same starting point in Florence.
