Tuscan Montalcino
Brunello tasted where it is born: in family cellars below the hill town, with the vines that made it just outside the door.
Rosso and Brunello side by side, a lunch among the vines, and time to wander Montalcino's piazza and fortress.
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
- 🍇 Two family estates on Montalcino's slopes
- 🍷 Rosso and Brunello di Montalcino, tasted side by side
- 🍽️ Lunch among the vines
- 🏰 Montalcino's piazza and fortress, at your own pace
Your Day
First estate
Vineyard walk and a guided tasting of Rosso di Montalcino.
Montalcino town
Free time in the piazza and the fortress.
Second estate & lunch
A Brunello tasting followed by lunch among the vines.
Good to Know
⏱️Duration & group size
Duration: 8 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
- Tastings at both estates
- Lunch among the vines
- An English-speaking guide raised in these hills
- Tips and gratuities
- Additional wine purchases
💶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.
How long is Brunello aged before release?
By law, at least 5 years from harvest, 2 of them in oak; Riserva needs 6 years. It's one of Italy's strictest DOCG rules.
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.
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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