Hop on a high-speed train from Rome and trade the city for Tuscany's medieval towns and vineyards. Start in Monterriggioni, a quiet hilltop gem that feels frozen in time, the perfect beginning to your Tuscan escape.
Continue into Siena's UNESCO-listed historic centre. Wander through narrow alleyways until you emerge in the shell-shaped Piazza del Campo, famed for its summer Palio horse races. Pause to admire the façade of the Palazzo Pubblico and its soaring Torre dei Mangia before sampling lunch in a nearby osteria.
Next, visit San Gimignano, the "City of Towers." Stroll past medieval stone towers, explore local shops for saffron, wine, and pottery, and soak in the storybook charm of this timeless Tuscan town.
Venture into the heart of Chianti country and arrive at a family-run winery. Enjoy a tasting of Chianti Classico, perfectly paired with bruschetta, tangy pecorino, and artisanal salumi!
Duration: One day