Our expert driver will pick you up directly from your location (hotel, B&B, or private apartment) and whisk you away on an unforgettable journey through the breathtaking hills of Tuscany. Your first stop is San Gimignano, where you’ll enjoy a self-guided exploration of this enchanting medieval hill town, famous for its stunning towers, historic churches, charming shops, and world-class gelato. Known as the “City of Beautiful Towers,” San Gimignano is celebrated for its saffron, Prosciutto d’Oro, and the exquisite Vernaccia di San Gimignano wine, made from ancient local grapes. Don’t miss a visit to the main square to savor the world’s best gelato at Gelateria Dondoli, a two-time world champion!

Later we will drive in one of the most beatifull wine road in Tuscany. We will drive through the sweet Chianti hills, amidst olive groves, cypress trees and vineyards up to the farm winery.

For lunch, we’ll head to a charming Tuscan family-run organic farm for an authentic meal paired with a tasting of 5 exquisite wines. This unforgettable Italian experience offers the perfect mix of delicious food, wine pairings, secrets of Italian cuisine, and insights into Tuscan winemaking traditions. Summary: • A traditional Tuscan feast: bruschetta, lasagna or homemade pasta, cured meats, hams, pecorino cheese, dessert, and more… During lunch: • Wine tasting (Chianti, Chianti Riserva, Sangiovese, Vernaccia) • Tastings of: Extra virgin olive oil, pepper olive oil, balsamic vinegar, and truffle oil. La Marronaia offers a breathtaking view of San Gimignano, with its majestic medieval towers rising above the rolling Tuscan hills, creating a truly dreamy landscape.

After lunch we will move at the Monteriggioni Castle. The castle was founded by the Sienese between 1213 and 1219 as an outpost against the Florentines, in antiquity Monteriggioni was famed as an impregnable fortress. Inside the castle you can visit the museum of medieval weapons.

In the afternoon we will make one last stop at a Chianti Classico winery (or a Lornano winery or a Guidi winery or a Poggio ai Laghi winery). A typical Tuscan winery, where wine has been produced for a long time. Here we will have a second delicious wine tasting with the king of wines: the Gallo Nero red wine or Chianti Classico. At the end of the tasting we will return to your hotel or private apartment.