Private Chianti Wine Tours from Florence

This is the Chianti most visitors never reach: small, family-run cellars where you taste alongside the people who make the wine, a table laid for a slow lunch, and the hill towns between Florence and Siena that the coaches drive straight past — all in a private car, shaped entirely around you.

What a private Chianti wine day is — and what it isn’t
It is not a shared minibus emptying forty people into a commercial tasting room. A private Chianti wine tour with us means a chauffeured car for your party alone, a driver-guide who knows the growers by name, and a route written around what you actually like to drink. You leave your hotel in Florence in the morning, drive south into the Chianti Classico appellation, and spend the day the way discerning travelers prefer to: unhurried, with real access.
Because the day is private, it bends to you. Linger over a vertical tasting, add a third estate, stretch lunch into the afternoon, or turn back early for a dinner reservation in Florence. Nothing runs on a group timetable but the light over the vineyards.
The estates you’ll visit
We work with boutique, family-owned wineries rather than the large industrial names — the kind of producers who pour for you personally. At each stop you taste directly with the winemaker or owner, walk the cellars and vineyards, and learn how Chianti Classico, its Riserva and the top Gran Selezione are really made. Depending on the season and your palate, we select two or three from a shortlist of growers we’ve worked with for years, across the classic villages of Greve, Panzano, Radda, Castellina and Gaiole.
A typical private day in Chianti
- Morning pickup from your hotel or villa in Florence
- Scenic drive into the Chianti Classico hills (about 45 minutes)
- First estate: private cellar visit and guided tasting
- A long Tuscan lunch — at a winery or a trattoria in a hill town
- Second (and optional third) estate in the afternoon
- Time to wander a village such as Greve, Panzano or Radda
- Return to Florence by early evening
Who this experience suits
It is ideal for couples marking an occasion, honeymooners, families traveling together, and executives who want a genuine day in the countryside without logistics. Serious collectors can request harder-to-visit estates and older vintages; first-time visitors can simply relax and be shown the best of the region. Either way, the pace and the wines are chosen for you, not for a crowd.
Beyond Chianti Classico
With a full day and the appetite for it, we also run private tours further south — Montalcino for Brunello, or Montepulciano for Vino Nobile — and can pair a wine day with a private food tour of Florence, arrive among the vines by e-bike through Chianti, or fold it into a wider tailored Tuscany itinerary.
How the planning works
- Write to us with your dates, party size and the wines you love. A few lines is plenty.
- Within 24 hours you receive a proposed itinerary, driver-guide availability and a fixed, all-inclusive price.
- You refine it — we adjust the estates, the pace and the lunch until the day is yours.
- Payment is arranged only once you confirm. Planning and revisions cost nothing.
Tell us your dates and what you love to drink. We’ll match the estates to the season.
Plan your private Chianti wine dayFrequently Asked Questions
How much does a private Chianti wine tour from Florence cost?
Pricing depends on your party size, the length of the day and the estates involved, so we provide a fixed quote rather than a list price. The quote covers your private driver-guide, transport and hotel pickup. Some wineries charge a modest tasting fee on site and lunch is usually paid separately so you can choose freely. Planning and revisions are complimentary.
How many wineries will we visit?
Two on a half day, two or three on a full day. We would rather you enjoy each estate properly — with time in the cellar and the vineyard — than rush between five.
Is lunch included in the tour?
Lunch is arranged as part of the day, either at an estate or a trattoria in a hill town, and is usually paid separately. Tell us any dietary preferences when you book and we’ll choose accordingly.
Do we need a designated driver?
No — that’s the point of a private tour. Your professional driver-guide handles the winding Chianti roads so everyone in your party can taste freely and relax.
How far is Chianti from Florence?
The heart of Chianti Classico begins roughly 30–45 minutes south of Florence by car, which is why it makes such a natural private day trip — and why the drive itself, through cypress-lined ridges, is part of the pleasure.
When is the best time of year for a Chianti wine tour?
Chianti is beautiful year-round. May, June, September and October are ideal, and the September–October harvest is especially atmospheric. For those months we recommend booking a few weeks ahead.
Can you accommodate non-drinkers or dietary needs?
Yes. Non-drinkers are very welcome — there is as much to enjoy in the estates, the food and the scenery — and we brief every winery and restaurant on allergies or dietary requirements in advance.
Can the Chianti tour be combined with other experiences?
Absolutely. Guests often pair it with a private food tour, a cooking class, or a museum morning in Florence, or extend it into a multi-day Tuscany itinerary taking in Siena and San Gimignano. Just tell us and we’ll build the wider plan.
A personal reply from Florence within 24 hours. No obligation, no pressure.
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