Private Wine Tasting in Siena, Tuscany

Siena is the great medieval rival of Florence — a city frozen in the 14th century, with its shell-shaped Piazza del Campo, the twice-yearly Palio horse race, and a Gothic cathedral whose striped marble façade is one of Italy's most striking sights. The surrounding countryside — the Crete Senesi to the south and the Chianti hills to the north — is a landscape of clay hills, isolated abbeys, and farmhouses that have been the model for Tuscan rural life for centuries.

Wine tasting in Siena is not a tourist activity — it is the quickest way to understand the place itself. The producers we work with are small family estates that bottle a few thousand cases a year, where the family member who pours your glass is often the same person who pruned the vines in February and pressed the grapes in October. Our concierge arranges private appointments unavailable on commercial booking platforms.

Expect to taste 5–8 wines side by side, with vertical comparisons across vintages where the cellar permits, accompanied by local salumi, pecorino and the estate's own extra-virgin olive oil. Tastings can be paired with a leisurely lunch in the vineyard, a barrel-room dinner, or extended into a full-day estate tour. Private transport with a local driver is always included so the tasting is the only thing on your mind.