Florence is a city best explored on foot, but the Chianti countryside just south of it is the part of Tuscany that actually looks like the postcard — rolling vineyard hills, cypress-lined roads, stone farmhouses. A half-day trip out and back is enough to feel like you left the city entirely.
Two wineries, no driving
The appeal of a guided tour over renting a car for the day is simple: nobody has to be the designated driver. You'll visit two family-run wineries, taste up to eight different wines paired with local Tuscan products — olive oil, cured meats, bread — and get a proper explanation of what actually separates a Chianti from a Chianti Classico.
A stop in a medieval village
Depending on the departure you choose, the tour also stops in Monteriggioni or San Gimignano, both walled medieval towns that are worth the half hour of wandering on their own.
From Florence: Chianti Wine & Food Tour with 2 Wineries
- 2 wineries, up to 8 wine tastings with local food pairings
- Round-trip coach transportation from Florence — no driving required
- Stop in the medieval village of Monteriggioni or San Gimignano
A Tuscan farmhouse or agriturismo stay makes the wine country feel like the whole trip, not just a day excursion from the city.
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