Booking choice: The half-day two-winery tasting, from $62 per person. Check dates Tour details
Chianti tours run all year, and wineries pour in every month. What changes is the scene outside the cellar: bare vines in January, green rows in May, purple crates in late September, olive nets in November. Heat, crowds and daylight change too.
Our short answer: May to June, or mid-September to October. The details below help you pick inside those windows, or make the most of the others.
The quick answer
The best months are May, June, September and October: mild weather, green or golden vines, and the harvest from about mid-September to the first week of October. The Expo del Chianti Classico fills Greve on 10 to 13 September 2026. July and August are hot, so pick a morning or a tour with lunch in the shade. November to March is quiet and cheap in spirit, but many small wineries cut their hours and afternoon tours return in the dark.

When is the best time for a Chianti wine tour?
May to June and mid-September to October. Mild days, open wineries, and in autumn the harvest.
Spring brings green vines, wild flowers and long evenings; the cellars are calm and winemakers have time to talk. Autumn brings the harvest and the new oil, and the most atmosphere, with more visitors. Summer works if you avoid the heat of the afternoon. Winter is for people who like empty roads and fireplaces.
Every season has a tour: two wineries on the Chiantigiana, wine and food included.
Check dates for the half-day two-winery tastingWhat is Chianti like month by month?
Green and quiet in spring, hot in summer, busy and golden at harvest, misty and short-dayed in winter.
A year in the Classico hills, for a visitor:
| Month | In the vineyard | Weather | For visitors |
|---|---|---|---|
| January to February | Pruning, bare vines | Cold, some frost | Quiet; many small estates by appointment only |
| March | Last pruning, vines still dormant | Cool, changeable | Wineries start reopening fully |
| April | Budbreak, first leaves | Mild, some rain | Easter crowds in Florence; tours restart full schedules |
| May | Shoots and flowering | Warm, green | One of the best months |
| June | Fruit set, lush canopy | Warm, long days | Excellent; book ahead |
| July | Grapes turn colour | Hot, often above 30°C | Go early; pick shade and lunch |
| August | Ripening; Ferragosto on 15 Aug | Hottest | Some family estates close for a week or two |
| September | Harvest from mid-month | Warm, golden | Expo del Chianti Classico; busiest month |
| October | Harvest ends early in the month, cellars ferment | Mild, shorter days | Excellent; first olive picking late in the month |
| November | Leaves turn, olive harvest | Wet, cool | New oil; dark by about 5 pm |
| December | Dormant | Cold | Christmas closures; quiet roads |
When is the grape harvest in Chianti?
Mid-September to the first week of October for Sangiovese in Chianti Classico. White grapes and Merlot come in a little earlier.
In 2025 the Classico harvest ran from about 15 September into early October, according to the Chianti Classico consortium. Dates shift a week either way with the summer. During the vendemmia you see crates in the rows, tractors on the Chiantigiana and fermenting tanks in the cellars, and the air in some cellars smells of must.
One honest caveat: harvest is the busiest fortnight for small estates. Tours still run, but the winemaker may be in the vineyard, not at the tasting table. Picking grapes yourself is not part of any tour on this site.

When is the Expo del Chianti Classico in Greve?
The 54th edition runs from 10 to 13 September 2026 on Piazza Matteotti in Greve, with about 60 wineries pouring.
It is the region's big wine fair, held every September since the 1970s. You buy a glass kit (EUR 20 in 2026) and walk the stands under the square's arcades, tasting from estates you would need a week of driving to visit. Greve is on the 365 bus from Florence, so you can go without a car; see Chianti without a car.
Expect crowds on the weekend and a happy, loud square in the evening. Thursday and Friday are calmer.

In Greve for the Expo? Add a cellar: a family winery tour and tasting with snacks, 1.5 hours.
Explore the Greve winery tasting Tour detailsIs Chianti worth visiting in winter?
Yes, if you like quiet. Tours run and the big estates stay open, but many small wineries cut their hours, and days are short.
Antinori nel Chianti Classico opens all year: Monday to Friday 10:00 to 17:30 and weekends 10:00 to 18:00 from November to March. Smaller estates often switch to booking only, and some close around Christmas. The coach tours keep running; the vineyards are bare, the cellars are the same.
The olive harvest in late October and November is the season's treat: new oil, bright green and peppery, on toasted bread at every tasting. Daylight is the catch. An October guest on the afternoon half day said it "got dark quickly". This winter's openings and closures are in the winter 2026-27 post.

Is summer too hot for a Chianti wine tour?
Not for a tasting in a cool cellar. It is for riding a Vespa or an e-bike at 3 pm in August.
July and August afternoons in the Chianti hills regularly pass 30°C. Air-conditioned coaches and stone cellars handle that fine. On two wheels, pick the morning: the Vespa tour offers morning and afternoon departures, and its Topolino e-car has fans, not air conditioning. Mid-August brings Ferragosto, Italy's big holiday on the 15th, when some family estates close.
A long lunch under a pergola makes a summer day: see the full days in half day or full day.

A morning ride through the hills before the heat, then lunch and wine at the farm.
Check dates for the Chianti Vespa tourIs a morning or afternoon wine tour better?
Afternoon for the light and a lazy morning; morning for summer heat and winter daylight.
Most half days, the Gray Line tour included, leave in the afternoon and come back for dinner. From November to February that means the second winery in fading light. Full days start early: the semi-private van leaves at 8:00 and the olive oil trail is pouring by 10:15. One guest's note: "you start sipping wine at 10:15 am, if you're ok with that".
Eat breakfast either way. The snacks at a tasting are not a meal.
How far ahead should you book a Chianti tour?
One to two weeks ahead from May to October, longer for September weekends and the small groups. In winter, a few days is usually enough.
The eight-seat Classico half day and the semi-private day fill first, and the Classico tour needs three people to run, or it offers a private upgrade with a supplement. Coach tours take up to 50 and rarely sell out except at the peak. Every option on this site except the private tour cancels free up to 24 hours before, so book when you know your Florence dates and adjust later.
Prices barely move by season; see the price guide.
Lock in a harvest-season date now and keep it flexible: free cancellation up to 24 hours before.
Check dates for the half-day two-winery tastingFrequently asked questions
What month is the grape harvest in Chianti?
Mid-September to the first week of October for Sangiovese in Chianti Classico, shifting a week either way with the summer.
When is the Chianti Classico wine festival in Greve?
The Expo del Chianti Classico runs from 10 to 13 September 2026 on Piazza Matteotti in Greve, with about 60 wineries and a EUR 20 glass kit.
Are Chianti wineries open in winter?
Many are, with shorter hours or by appointment. Antinori opens all year; small family estates often need booking and may close around Christmas.
Is October a good time for Chianti?
Yes. The harvest ends early in the month, the cellars are fermenting, the hills turn gold and the olive harvest starts late in the month.
Ready to book
Choose your tour
Free cancellation up to 24 hours before on every option. Prices are from-prices in USD and move with the season.

Half-Day Chianti Tasting at Two Wineries
- Two winery visits with cellar and vineyard walk
- 3 to 4 wines per winery with local food
- Air-conditioned coach from Piazzale Montelungo

Chianti Wine & Olive Oil Trail with Lunch
Three wineries, an olive mill and a three-course lunch

Small-Group Chianti Classico Half Day
Two Classico estates, up to 7 wines, 8 people at most





