9 hours tour
Monasteries, Medieval Villages & Brunello Wine
From
Departure between 08:30 – 09:00 from your accommodation or agreed meeting point, with a private luxury minivan and dedicated driver.
Enjoy a panoramic journey through the rolling hills of the Val d’Orcia, with an introduction to the region’s history, landscape, and cultural significance.
Explore this unique medieval village built around a thermal water square, once visited by pilgrims and nobles.
Visit one of Tuscany’s most beautiful Romanesque abbeys, surrounded by peaceful countryside and rich spiritual history.
Discover the fortified hilltop town and enjoy a guided wine tasting of Brunello di Montalcino, paired with local products such as olive oil, cured meats, and pecorino cheese.
Walk through the Renaissance “ideal city,” with stunning views over the Val d’Orcia and a tasting of the famous Pecorino di Pienza.
Capture breathtaking views of cypress-lined roads, golden hills, and postcard-perfect Tuscan scenery.
Relax on the journey back, arriving in Florence in the early evening.
Total Duration: approximately 8–9 hours (full day)
Departure: 08:30 from Florence or Siena city centre
Return: approximately 19:30
Tour Type: Private full-day tour by luxury minivan with guided stops
Tour Level: Easy to moderate — short walks in each village, some uneven terrain
Private luxury minivan with dedicated driver included.
Minimum age for alcohol tasting: 18 years old
Languages available: English, Italian
Please be ready at the agreed pick-up point 5 minutes before departure.
Comfortable layered clothing and walking shoes are recommended — temperatures in the Val d’Orcia can vary significantly between morning and afternoon.
Photography is encouraged throughout the day — the Val d’Orcia light is extraordinary.
This tour operates with small groups for an intimate and personalised experience.
Pick-up is from Florence city centre. The exact pick-up point is confirmed upon booking.
Yes. The tour includes a guided tasting of Brunello di Montalcino (or Rosso di Montalcino) with extra virgin olive oil DOP, artisan cured meats and Tuscan pecorino cheese. A tasting of Pecorino di Pienza is also included in Pienza.
A generous tasting experience in Montalcino (wine, cheese, cured meats and olive oil) replaces a formal lunch. It is designed to be satisfying and representative of the local food culture. A full restaurant lunch can be added upon request at an additional cost.
Yes, absolutely. The guide contextualises the wine experience within the history and landscape of the area, making it interesting and accessible for everyone, from wine newcomers to enthusiasts.
The Val d’Orcia is a UNESCO World Heritage Cultural Landscape in southern Tuscany, celebrated for its extraordinary rolling hills, cypress trees, medieval villages and Renaissance towns. It has inspired artists, writers and filmmakers for centuries.
The Premonstratensian monks of Sant’Antimo sing Gregorian chant at fixed liturgical hours. Where the timing of the visit aligns, the guide will ensure guests have the opportunity to listen. This cannot be guaranteed on every visit.
Yes, booking in advance is essential for this private full-day tour to coordinate pick-up, winery reservations and guide availability.
Brunello di Montalcino is a 100% Sangiovese wine produced exclusively in the territory around Montalcino, in the southern part of Siena province. It is one of Italy’s most prestigious and age-worthy wines, subject to a minimum ageing requirement of five years (six for the Riserva). The combination of altitude, clay-rich soils, warm days and cool nights in the Montalcino hills produces wines of extraordinary depth, complexity and longevity. The Rosso di Montalcino is the same grape from the same territory, released younger and with a more approachable style — an excellent introduction to the area.
The Val d’Orcia is located approximately 120–130 km south of Florence, in the province of Siena. By private luxury minivan the drive takes approximately 1.5–2 hours depending on the specific destination. The journey itself is part of the experience: your guide uses the transfer time for an introductory narrative on the history of the region, Charlemagne and the cultural significance of the Tuscan landscape you are entering.
The Val d’Orcia is beautiful in every season, but spring (late April–May) and early autumn (September–October) are considered the finest times to visit. In spring the hills are bright green with wildflowers and young wheat; in autumn the landscape turns gold and the vineyards are heavy with grapes during harvest. Summer offers the iconic golden hills seen in most photographs, though temperatures can be high. Winter brings a quiet, misty beauty that is extraordinary in its own way.
Given the private nature of this full-day tour and the advance reservations required for the winery and the luxury minivan, we require cancellations to be made at least 7 days before the departure date for a full refund. Cancellations within 7 days of departure are subject to a full penalty. In the event of force majeure or exceptional circumstances, please contact us directly and we will do our best to find a suitable alternative.
From the twilight shadows to the final wine glass, our guests have walked the path of Renaissance secrets. See why they fell in love with Florence’s most provocative side.
Booked the Uffizi tour for our anniversary. We went in knowing nothing and came out understanding everything. Worth every euro and then some.
The Val d’Orcia full-day tour felt like a dream. Eight hours of pure Tuscany. Marco’s team is exceptional. This is how travel should feel slow, beautiful, meaningful.
The Artisans tour was the highlight of our entire trip. Seeing real craftsmen at work in those Oltrarno workshops nothing compares. Highly recommend.
An absolutely extraordinary evening. Our guide knew stories about Florence I’ve never read in any book. The wine tasting at the end was perfect. We’ll be back.
Booked the Uffizi tour for our anniversary. We went in knowing nothing and came out understanding everything. Worth every euro and then some.
The Val d’Orcia full-day tour felt like a dream. Eight hours of pure Tuscany. Marco’s team is exceptional. This is how travel should feel slow, beautiful, meaningful.
The Artisans tour was the highlight of our entire trip. Seeing real craftsmen at work in those Oltrarno workshops nothing compares. Highly recommend.
An absolutely extraordinary evening. Our guide knew stories about Florence I’ve never read in any book. The wine tasting at the end was perfect. We’ll be back.
From the twilight shadows to the final wine glass, our guests have walked the path of Renaissance secrets. See why they fell in love with Florence’s most provocative side.