Brunello and Nobile Wine Tour: A Private Day Through Val d'Orcia
Cellars, hilltop villages, cinematic landscapes, and the finest wines of southern Tuscany — all in one private day.
This Brunello and Nobile wine tour takes you on a private, tailor-made journey through the UNESCO-listed Val d'Orcia, combining world-class winemaking heritage with authentic Tuscan cuisine and unforgettable scenery. Guided by a dedicated driver and environmental expert, you will move at your own pace through three of Tuscany's most celebrated destinations.
The route connects Montepulciano, Pienza, and Montalcino — three hilltop towns that each represent a distinct chapter of Tuscan culture, from Renaissance architecture to artisan cheese traditions and legendary red wines. The landscapes you pass through have served as backdrops for major international film productions, offering visual drama at every turn.
This is a full-day private experience designed for travellers who want depth over breadth: unhurried cellar visits, seated tastings with knowledgeable producers, and meals that reflect the terroir of the land. No shared coaches, no fixed crowds — just an expert guide and a carefully crafted itinerary built around your enjoyment.
Tour Highlights
Guided tour of Montepulciano's historic underground cellars, with insight into the production of Vino Nobile di Montepulciano DOCG.
Traditional Tuscan lunch served inside the cellar, featuring local dishes such as pici pasta and cured meats paired with regional wines.
Stroll through Pienza, the Renaissance village renowned for its Pecorino cheese, with time to visit artisan shops and enjoy panoramic views.
Stop at iconic filming locations along the Val d'Orcia wine road, including scenes from Gladiator and Under the Tuscan Sun.
In-depth visit to a prestigious Brunello winery in Montalcino, including the aging rooms and a guided tasting of six wines with a professional sommelier.
Fully private experience with a dedicated driver and environmental guide who provides context on history, landscape, and local traditions throughout the day.
Itinerary
Your day begins in Montepulciano, a Renaissance hill town perched above the Val d'Orcia. A guided tour of the historic underground cellars introduces you to the production methods behind Vino Nobile di Montepulciano DOCG and Rosso di Montepulciano DOC, followed by a wine tasting and a traditional Tuscan lunch served within the cellar itself.
From Montepulciano, you continue to Pienza, a UNESCO-listed Renaissance town celebrated for its artisan Pecorino cheese. Wander the compact historic centre, visit local cheese makers, and take in sweeping views over the surrounding countryside.
Travel along one of Italy's most visually striking wine roads, passing through cypress-lined avenues and sculpted hills that have served as filming locations for international productions. Your guide will point out the specific sites featured in Gladiator and Under the Tuscan Sun, providing context for both the landscape and its cultural significance.
The day concludes at a prestigious family-run winery in Montalcino, where a local producer and professional sommelier lead you through the cellar, including the barrel aging rooms. A guided tasting of six wines — spanning Rosso di Montalcino through to Brunello Riserva — closes the experience with an exploration of the estate's heritage and winemaking philosophy.
At the end of the day, your driver returns you to your starting point, allowing time to reflect on the wines, flavours, and landscapes encountered throughout this immersive private tour.
What Is Included
Included
- Private driver and environmental guide for the full day
- Guided tour of Montepulciano's underground cellars
- Wine tasting in Montepulciano
- Traditional Tuscan lunch in the cellar
- Guided visit to Pienza with Pecorino cheese tasting
- Guided cellar tour at a Brunello winery in Montalcino
- Tasting of six wines including Brunello Riserva
- Stops at Val d'Orcia film locations
- Return transfer to accommodation
Not Included
- Personal travel insurance
- Additional food or beverages beyond those listed
- Gratuities for guide and driver
- Any personal purchases in shops or markets
Important Information
Reserve Your Private Wine Experience
Spaces on this private tour are limited by design. Secure your preferred date to enjoy an unhurried day through Val d'Orcia's most celebrated wine country.
Book Now


















