Tuscan Montepulciano & Pienza
A morning in Montepulciano, a long lunch at a farm that grows everything it serves, and the road home through the Val d'Orcia of Gladiator.
A day where lunch is the point, framed by two of southern Tuscany's most beautiful landscapes.
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
- 🏘️ A morning walk through the hill village of Montepulciano
- 🥗 Lunch at Podere Il Casale, with organic produce from the estate itself
- 🎬 Home through San Quirico d'Orcia, in the footsteps of Gladiator
- 🚐 Door-to-door travel with a local guide, fluent in English
Your Day
Pick-up in Florence
We collect you at your hotel or apartment in Florence.
Montepulciano
A morning walk through the village, its squares and its views.
Lunch at Il Casale
A visit to the farm in the countryside of Pienza, then lunch built on organic ingredients from the estate itself.
San Quirico d'Orcia
The road home through the Val d'Orcia, in the footsteps of Gladiator.
Return to Florence
Back by late afternoon.
Good to Know
⏱️Duration & group size
Duration: a full day. Group: private, 2 to 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
- Farm visit and lunch at Podere Il Casale
- A guide who calls these hills home, fluent in English
- 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.
Is there a minimum group size?
No: it is a private tour from 2 guests, up to 8.
What is special about lunch at Il Casale?
The farm grows and produces what it serves: lunch is built on organic ingredients from the estate itself.
Why San Quirico d'Orcia?
The road home crosses the Val d'Orcia landscapes where scenes of Gladiator were filmed, with a stop in San Quirico.
How do private prices work?
The private price is per person and drops by €20 for every extra guest: €350 each for two, down to €230 each for eight.
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.”
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