For travellers based in Florence, a Chianti Classico winery tour offers an ideal way to experience Tuscany’s wine heritage in a single afternoon. A small-group wine tasting experience in the Tuscan countryside provides guided visits to two top-rated wineries, with cellar tours and tastings of award-winning wines, olive oil and Tuscan specialties.
The carefully-designed itinerary balances comfort, education and living the good life in Italy‘s most indulgent region.
Group size is capped at 25 participants—which isn’t exactly personalised, but it’s small enough to ask questions and not feel crowded.
Transport is provided by air-conditioned vehicle with free Wi-Fi, and you’re accompanied by an English-speaking driver-guide. The tour departs from Piazzale Montelungo bus terminal in Florence and returns to the same meeting point.
👉 Book this Chianti Classico wine tasting experience to secure your spot with free cancellation up to 24 hours ahead.
Scenic drive through the Tuscan countryside
The tour begins with a relaxing drive from Florence through rolling hills lined with vineyards, olive groves and cypress trees. The route takes you through the landscape that gives Chianti Classico wines their character.
The English-speaking driver‑guide provides commentary along the way, offering context on the wine region as the bus moves beyond the city’s limits.
Visit the first Chianti Classico winery
At the first stop, guests tour the estate and cellars before enjoying a tasting of three wines and olive oil, accompanied by bread or simple bites. You’ll learn about rural winemaking methods and the appeal of Chianti Classico wines.
This early stop typically takes under an hour, giving you time to absorb both scenery and vineyard insight without feeling rushed.
Second winery tasting
You then travel to a second Chianti Classico winery. Here again, you take a guided tour of vineyard and cellar facilities, and taste three more wines and olive oil.
This second stop also throws in local Tuscan specialties including cheese, salami, cured ham and bruschetta.
Why this afternoon Chianti Classico winery tour works
- Efficient timing: Designed for a half‑day experience of about 4 hours and 30 minutes, it’s perfect for travellers who want to return to Florence in the early evening.
- Small group size: With a maximum of 25 people, you’ll enjoy a more personalised experience than the frankly horrible big bus excursions.
- All-inclusive pricing: Wine tasting, olive oil, local food, transport, guide service and gratuities are included, with no hidden extras.
Practical tips for planning your visit
- Meeting point: Near Florence’s Santa Maria Novella train station (Piazzale Montelungo bus station); meeting times generally around 14:15 for afternoon departures.
- What to wear: Wear sturdy shoes and comfortable layers suited to walking and tasting.
- Book early: This tour is popular and often sells out in advance. Free cancellation is available up to 24 hours in advance.
📅 Check availability and reserve your wine tour now.
What you’ll gain from this Chianti Classico experience
By visiting two well‑regarded wineries in a structured afternoon, you taste six wines, olive oil and local specialties. You gain insight into traditional winemaking practices and see how Chianti Classico wines reflect their terroir. You also enjoy a practical, accessible wine experience without dedicating an entire day.
Travel smoothly between wineries, learn from a guide, and return to Florence with time to spare—making this tour ideal for wine lovers and short‑stay itineraries alike.
Wrap-up: Chianti Classico in half a day
For visitors seeking an efficient, informative and delicious afternoon wine trip from Florence, this small-group Chianti Classico winery tour does the job at a reasonable price.
Two estate visits, cellar tours, tastings of wines and olive oil, local cuisine, and scenic countryside travel are all bundled together.
Interested in spending an afternoon among sun-drenched vineyards rather than city cobbles?
🍷 Book your Chianti Classico wine tasting tour here and discover why it’s a great way to enjoy Tuscany’s wine country.
More Tuscany travel
Other Tuscany travel articles on Planet Whitley include:
- A guide to Pisa for first time visitors.
- How much does it cost to climb the Leaning Tower of Pisa?
- Why a Pisa food tour is a great way to explore beyond the Tower.
- A guide to Siena for first time visitors.
- Why do hot air balloon flights in Tuscany leave so early?
- Learning to make pasta in Florence.
