Tuscan Chianti Villages
Cobbled lanes, a walled hamlet above the vineyards and a long lunch in one of Chianti Classico's most iconic cellars.
Climb through Montefioralle's medieval lanes, stroll Greve's market square, then sit down to a lunch of local produce paired with the wines of an iconic Chianti Classico estate.
Private tour, the whole day just for your group. The more you are, the less each person pays.
✓ Reserve with a 30% deposit · ✓ Free cancellation up to 48 hours before · ✓ Balance on the day
The Experience
- 🏘️ Montefioralle, a walled medieval hamlet of circular stone lanes above the vineyards
- 🧀 Greve in Chianti's market square, ringed by delis, butchers and cafés
- 🍝 A long Tuscan lunch of local produce, paired with the wines of an iconic Chianti Classico estate
- 🌄 Vineyard-lined roads and hilltop views from one village to the next
Your Day
Montefioralle
Wander the medieval lanes of this tiny walled hamlet, spot the coats of arms on its old stone houses and hear the story of the Vespucci family, said to have lived here.
Greve in Chianti
Free time in the market square: an espresso, a browse through the historic delis and butcher shops, a taste of village life.
Iconic winery & lunch
Lunch at one of Chianti Classico's most celebrated estates: local produce on the table, the estate's wines in the glass and a look inside the cellar.
Good to Know
⏱️Duration & group size
Duration: about 6 hours. Group: 2–8 guests. Guide: a local guide, fluent in English.
🚐Pick-up & drop-off
We collect you at your hotel or apartment in Florence. Where your street falls inside the ZTL limited traffic zone, we will agree on the nearest convenient spot in advance.
✅What's included
- Private door-to-door transport from your hotel in Florence
- Guided visit of Montefioralle and Greve in Chianti
- Lunch at an iconic winery, paired with the estate's wines
- English-speaking local guide
- Tips and gratuities
- Additional purchases (wine, food in Greve)
💶Prices
Private tour, price per person by group size:
Pickups more than 30 minutes outside Florence may incur a supplement.
🏘️The villages
Montefioralle is a walled medieval hamlet just above Greve, laid out in circular lanes around its old castle, with a small church and three surviving gates. Greve in Chianti, about 30 km south of Florence, grew up as the castle's market town and still gathers around its triangular square.
🍷The winery
An iconic Chianti Classico estate, chosen with you according to the season and your tastes. We confirm its name when you book.
↩️Booking & cancellation
To book: a 30% deposit, paid online by card through a secure SumUp payment link we send you by email or WhatsApp. The balance is paid on the day of the tour, by card or contactless (every van carries a card reader) or in cash.
How far is Greve from Florence?
About 30 km south of Florence, a scenic drive of around 45 minutes through the Chianti hills.
Which winery do we visit?
An iconic Chianti Classico estate, chosen with you according to the season and your tastes. We confirm the name when you book.
How do we get there?
We collect you at your hotel or apartment in Florence and bring you back at the end of the day.
Is lunch included?
Yes: lunch is served at the winery, paired with the estate's wines.
How much walking is involved?
Montefioralle and Greve are explored on foot, over cobbled lanes and gentle slopes: comfortable shoes are a must.
Dietary requirements?
Vegetarian, vegan, gluten-free: tell us when you book and we will arrange it with our hosts.
Can we ship wine home?
Most estates ship abroad, including to the US. Purchases are paid directly to the producer.
Check availability
Bookings open in January 2027. Send us your date and group size now: we reply personally with availability, usually within 24 hours.
Meet Andrea & Lorenzo
Your guides: Andrea, a WSET-trained sommelier who spent years working the land as an agricultural technician, and Lorenzo, who brings years of experience leading tours, a love for experiences that are real rather than staged, and the warm, accommodating way of reshaping the day around his guests that they mention in their reviews. Every route on this site is one we've driven, walked, or eaten our way through ourselves.
Your guide, in his guests' words
Written by guests of Andrea's earlier tours, before Tuscan Detour opened, and published on Google and TripAdvisor. Quoted as written, with surnames shortened and omissions marked […].
“A beautiful tour through some of the most enchanting wineries we have ever visited. Andrea made the entire day truly special […] it was an experience we will always treasure.”
“Andrea truly is an exceptional guide: knowledgeable, welcoming, attentive, and genuinely passionate about sharing the best of the region. His enthusiasm made the whole experience feel special, memorable, and far more than just a tour.”
“A special thank you to our guide, Andrea, who made everyone feel comfortable from the very beginning. He was extremely knowledgeable about wine and the local area, and a real pleasure to listen to throughout the day.”
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