Private Wine Tasting in Chianti, Tuscany

Chianti is the landscape that defines Tuscany in the world's imagination — a tapestry of vineyard-draped hills, cypress-lined roads, and stone farmhouses perched above valleys cultivated since Etruscan times. The Chianti Classico appellation, designated in 1716 by Grand Duke Cosimo III de' Medici, is one of the world's oldest defined wine regions. Today the black rooster (Gallo Nero) on every Chianti Classico bottle marks wines that capture the essence of this storied terroir.

Wine tasting in Chianti 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.