Tuscan Castles & Villas, Chianti Rufina
Three wineries in Tuscany's historic villas and castles, where the marchesi and conti who own them pour their own wine.
The perfect day for anyone who loves history as much as wine, in Chianti's smallest and quietest sub-zone.
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
- 🏰 Three wine estates in historic villas and castles
- 👑 Meet the marchesi and conti who make the wine
- 🍷 Guided tastings in centuries-old cellars
- 📜 A day for lovers of history and wine
Your Day
First estate
A castle and its cellars, with a tasting led by the family.
Second estate
A historic villa and a second tasting.
Third estate
A final noble estate and its wines, before the drive back to Florence.
Good to Know
⏱️Duration & group size
Duration: 7.5 hours. Group: Private. Guide: a local guide, fluent in English.
🚐Pick-up & drop-off
Pickup at your hotel or apartment in Florence when possible. Some central streets fall within Florence's ZTL limited traffic zone, where cars can't enter. In that case we'll agree on a nearby meeting point with you in advance.
✅What's included
- Private transport from Florence
- Tastings at three estates
- A resident guide, fluent in English
- Lunch (recommendations provided)
- Tips and gratuities
💶Prices
Private tour, price per person by group size:
Pickups more than 30 minutes outside Florence may incur a supplement.
↩️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.
Who will we meet?
The estates are still run by the families who have owned them for generations: on most visits you are welcomed by the marchesi and conti who make the wine.
Why Chianti Rufina?
It is the smallest Chianti sub-zone: higher, cooler hills, fresh and long-lived wines, and far fewer visitors than Chianti Classico.
Dietary requirements?
Vegetarian, vegan, gluten-free: tell us when you book and we will arrange it with our hosts.
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.”
