Wine Tours from Florence
Most wine tours from Florence head for the Chianti Classico hills, under an hour south by road. Longer days reach the Brunello estates of Montalcino or the cellars of Montepulciano.
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What to expect on a wine tour from Florence
Wine tours from Florence head south into the Tuscan hills, and Chianti Classico is the most accessible wine region for a day out of the city. Our Florence catalogue holds 79 wine tours right now. Guests have written more than 2,914 reviews of the wine tours shown here, which average 4.8 out of 5.
The tours we describe last between 5 and 8 hours, from a short tasting to a full day with lunch or dinner. Across the listing as a whole, the most common length is about 4 hours. Taken across every wine tour listed, lengths range from 1 to 13 hours.
Which wine tour to choose from Florence
Half-day tastings with food pairings
Food and wine half days keep the outing short and centre it on a guided tasting in the Chianti hills, served with cold cuts, cheeses and olive oil. One half day of about 5 hours travels by Gran Turismo bus with a multilingual escort, in English, Spanish or Italian; "Tasting of 7 wines in a winery", as its listing puts it, comes with a visit to a vinegar factory, and guests rate it 4.4 out of 5.
Small-group winery days with San Gimignano
Small-group days share the vehicle with a handful of other travellers and fill a whole day, pairing Chianti wineries with lunch and a medieval hill town. One 8-hour day of this kind visits two Chianti wineries with a typical Tuscan lunch, walks the village of San Gimignano and stops at Piazzale Michelangelo for the view over Florence. It holds a rating of 4.9 out of 5.
Guided days with lunch or a sunset dinner
Guided wine days in this group run from 5 to 7 hours, two of them in an air-conditioned vehicle. A 6-hour Chianti Classico day, offered in English, Spanish and Italian, leaves free time for photos among vineyards, olive groves and medieval villages. A 5-hour English-only version tastes ten wines at two family-run Chianti vineyards with sommeliers, plus a Tuscan lunch of pasta and ribollita.
An evening option moves the tasting to sunset over the Tuscan countryside, with dinner taking the place of lunch. That tour travels in a small minivan, pairs a traditional Tuscan dinner with local wines at a winery and leaves time for gelato in the medieval streets of San Gimignano.
Private days with a driver-escort
A private wine day keeps the car and the pace to your own party, which suits boutique Tuscan estates and quieter villages off the crowded routes. One 8-hour private day, guided in English or Spanish, combines a boutique winery tasting with Impruneta terracotta, a lunch of cold cuts, cheeses and crostini, and gelato in a countryside village.
Wine tours from Florence side by side
| Type of tour | ★ | Duration | Includes |
|---|---|---|---|
| Half-day tasting by coach | 4.4 | ~5h | Multilingual escort + Gran Turismo bus + 7-wine tasting |
| Small group, two Chianti wineries | 4.9 | ~8h | Two Chianti wineries + Tuscan lunch + San Gimignano |
| Escorted Chianti Classico day | 4.3 | ~6h | Air-conditioned vehicle + English/Spanish escort + Photo stops |
| Private day with driver-escort | — | ~8h | Driver-escort + Village gelato + Cold-cut lunch |
Across the Tuscan wine tours we describe, the glass changes less than the day built around it; group size, the vehicle and the meal are what set them apart. Of the tours shown here, "Small Group Tour to Tuscan wineries with lunch or dinner" has collected the most reviews, more than 1,986, for a rating of 4.9 out of 5.
Table data is indicative and comes from the GuruWalk catalogue. Each activity's current details, including availability, are the ones shown on its listing when you book.
Good to know before a wine tour from Florence
Coach, chauffeured car or minivan
Your vehicle decides how many people share the Tuscan day; it ranges from a Gran Turismo bus to a car with a driver-escort for your party alone. The sunset tour sits in between: "Air-conditioned 8-seater minivan transport", its listing notes.
Super Tuscans beside Chianti Classico
On some small-group minivan tours the tasting turns on how Super Tuscans differ from Chianti Classico, with Riservas poured alongside a traditional lunch. Two of the tours we describe also pour extra virgin olive oil next to the wine; vinegar appears on two as well.
Wine tours from Florence: frequently asked questions
What is the cancellation policy on wine tours from Florence in 2026?
Every wine tour we describe can be cancelled free of charge up to 24 hours before it starts. Past that cut-off, check the terms on the listing before you change plans.
Which languages are spoken on wine tours from Florence?
English runs on every tour we describe, and several of them add Spanish and Italian. The private day is offered in English and Spanish, while the winery-hopping tour with a vineyard lunch is in English only.
Is food part of a wine tour from Florence?
On the tours we describe it comes in different forms: cold cuts, cheeses and local specialties with the half-day tasting, a Tuscan lunch on the small-group and private days, and a traditional dinner with paired wines on the sunset tour.










