Wine Tours from Florence
Nine out of ten wine tours from Florence go to Chianti, and the tenth stays in town: a sommelier tasting in an enoteca, or a walk between the wine windows. This page compares the top-rated options: Chianti half-days and full days, the classic Chianti with San Gimignano and Siena, Vespa and e-bike rides along the Chiantigiana, long days to Montalcino and Bolgheri, and the in-city tastings for an evening without a van.
Half-day: two Chianti estates in five hours, morning or afternoon, from about 60 euros.
Full day: three estates with lunch, or Chianti plus San Gimignano and Siena, from about 110.
In the city: a sommelier-led Tuscan tasting, or a walk between the buchette del vino, the sixteenth-century wine windows that reopened in 2020.
Wine tours from Florence: countryside days and city evenings
Florence is the departure point for Tuscan wine because everything is close: Chianti Classico begins at Greve, 30 to 45 minutes down the Chiantigiana, San Gimignano is just over an hour, and even Montalcino and Bolgheri are reachable in a long day. Tours meet near Santa Maria Novella station or the Fortezza and return by early evening. The city itself, meanwhile, has more places to taste Tuscan wine without leaving than any other in the region.
Chianti half-day tours
The most booked wine tour in Tuscany: two estates, a cellar walk, tastings of four to six wines with olive oil and salumi, about five hours door to door, morning or afternoon departures. Sunset versions run in summer. Expect 60 to 120 euros. See Chianti for the estates and villages.
Full days: Chianti, San Gimignano and Siena
The classic Tuscany-in-a-day: a Chianti estate with lunch, the towers of San Gimignano, and an hour or two in Siena, back by seven. It is more sightseeing than wine; if wine leads, choose a full day with three Chianti estates instead. Both run 110 to 180 euros.
Vespa, Fiat 500 and e-bike
Fewer wineries, more road. Vespa and vintage Fiat convoys leave Florence for a Chianti estate and lunch; e-bike tours ride the hills between two estates. Good for couples and anyone for whom the drive is the point.
Long days: Montalcino, Val d’Orcia and Bolgheri
Possible from Florence, but count on 1 hour 45 each way to Montalcino and the Val d’Orcia and similar to Bolgheri. If Brunello or the Super Tuscans are the reason for the trip, consider a night in Siena or on the coast instead. See Montalcino, Val d’Orcia and Bolgheri.
Wine tasting in the city
Sommelier-led tastings walk you through Chianti, Brunello and Super Tuscans in an enoteca in two hours, usually with food. Wine-window walks visit the buchette del vino, the small hatches in palace walls through which wine was sold from the 1500s and, since 2020, is again. Both are evening-sized and need no transport.
Choosing
First time in Tuscany with one afternoon: Chianti half-day. A full free day: three Chianti estates, or the San Gimignano and Siena combo if you also want the towns. An evening: a sommelier tasting. Private driver-guides, from around 400 euros per group, are for specific producers or groups of four or more.
Read next: 3 days in Florence for food & wine · Best Chianti wine tours from Florence
How we choose
We list only experiences with a strong rating over a meaningful number of reviews and free cancellation where available, and we favour small-group and family-run hosts. FindEatLocal earns a commission when you book through GetYourGuide or Viator links on this page; it doesn’t change the price you pay. More about how we choose.
FAQ about Wine Tours from Florence
Frequently asked questions
Why book a wine tour from Florence?
Because Chianti starts 30 minutes from the station and every tour in Tuscany leaves from here; you get the most choice, the most departures and the easiest logistics in the region.
How much is a Chianti wine tour from Florence?
About 60 to 120 euros for a half-day small-group tour, 110 to 180 for a full day with lunch.
Half-day or full-day?
Half-day if you want to see Florence too; full day if wine or the hill towns are the point.
What are Florence’s wine windows?
Buchette del vino: small arched openings in palace walls, built in the 1500s so families could sell wine directly to the street. Several reopened in 2020 and pour by the glass.
Where do wine tours from Florence depart?
Most meet near Santa Maria Novella station or at the Fortezza da Basso; a few collect from hotels.
Can I visit Montalcino from Florence in a day?
Yes, on a long tour of about ten hours, usually combined with the Val d’Orcia. Siena is the shorter base for Brunello.