ChiantiTag

The Chiantigiana in spring — the most beautiful road between Florence

Chianti, Siena, and San Gimignano are each within 70 kilometres of Florence and can be combined in a single well-planned day. This guide maps the route, the timing, and the transport options — and frames each stop as an Italian language opportunity, with the specific vocabulary and phrases that make interactions at a winery, in a medieval square, or at a local trattoria genuinely communicative.

Basket full of freshly picked Sangiovese grapes during the vendemmia in Tuscany, with vineyards and hills in the background.

There’s no better time to visit Tuscany than during the vendemmia – the grape harvest season. Discover how Italians celebrate this annual wine harvest with traditional festivals, grape picking experiences, hearty farm lunches, and of course plenty of wine tasting across Chianti, Montalcino, Montepulciano, and Bolgheri. Immerse yourself in Tuscany’s cultural grape harvest celebrations and savor the full flavor of this centuries-old tradition.