About This Experience

Eleven glasses across two historic wine farms in a single afternoon: this private half-day is the deepest pure-tasting itinerary in the Chianti hills, built for travellers who want the wine itself, not the bus-window version, and who prefer their mornings kept free. The route follows the Via Chiantigiana, the storied wine road that threads between Florence and Siena through the landscape that launched a thousand postcards: cypress avenues, vineyard bowls, sunflowers in season and medieval villages stacked on hilltops. Your first stop is an outstanding winery set right on the route, with views that make the first glass feel earned before it is poured. The tasting programme is genuinely serious. Across two different family farm wineries you work through roughly ten to eleven glasses, spanning Chianti, Chianti Riserva, Vernaccia and Super Tuscan, enough breadth to understand the region's architecture: what Sangiovese does young, what patience does to a Riserva, and why the Super Tuscans broke all the rules and got away with it. The private format keeps the depth comfortable: an air-conditioned vehicle, a local expert driver and tour leader who reads your pace, bottled water between pours, and a schedule with no strangers on it. Questions are answered properly, favourite wines get second visits, and the afternoon timing means the light over the vineyards does its golden-hour work on the drive home. Half a day is the honest length for a tasting this concentrated: you return to Florence in time for dinner with your palate educated rather than exhausted, and the morning stays yours for museums or markets. Service runs in English, German and Russian, and your private date is confirmed instantly online through Wine Trails, booked direct with the operator, no middleman markup. Departures suit both rhythms of a Florence stay: after a museum morning the afternoon slot collects you rested and ready, and the roughly five-hour arc lands you back for an aperitivo at golden hour. Couples and small groups of friends are the natural fit, and designated drivers are, blissfully, nobody's problem. Plenty of Chianti tours show you the hills with a tasting attached; this one reverses the priority, and wine lovers feel the difference by the second farm. Two cellars, eleven glasses, one legendary road: it is the afternoon Tuscany does best, poured properly.

Highlights

• ✓Taste at two historic Chianti wine cellars
• ✓Travel privately with your own guide and driver
• ✓Drive the cypress-lined roads of the Chianti hills
• ✓Learn how Sangiovese becomes Chianti Classico
• ✓Return to the city in time for dinner

Languages

Accessibility

• ♿WHEELCHAIR
• ♿STROLLER_OR_PRAM

Know Before You Go

• ⚠️WHEELCHAIR_ACCESSIBLE
• ⚠️STROLLER_OR_PRAM_ACCESSIBLE
• ⚠️INFANT_SEATS_AVAILABLE

Cancellation Policy

Free cancellation up to 24000 hours before. 100% charge within 24 hours of start time.