The Tour
Nestled in the breathtaking hills just outside the medieval masterpiece of San Gimignano, the Premium Wine Tour with Lunch at Guardastelle offers an immersive and authentic Tuscan experience that is a must for any wine enthusiast and gourmet traveler. This is more than just a tasting; it’s an invitation to step into the heart of a small, passionate, family-run winery where the entire Guardastelle production cycle, from the sun-drenched vine to the aged bottle, is explained with genuine enthusiasm.
The experience is one of the most comprehensive cellar visits in the San Gimignano area, lasting approximately two and a half hours. It begins with a guided tour through the estate’s picturesque vineyards. Here, surrounded by the iconic Tuscan landscape, you’ll be introduced to the grape varieties cultivated by Guardastelle, including those responsible for the region’s two most important appellations: the crisp, historic white wine, Vernaccia di San Gimignano DOCG, and the robust Chianti Colli Senesi DOCG. Your host will share insights into the ideal south-east exposure of the vines and the tufa-rich soils that impart unique characteristics to their wines.

Following the scenic vineyard walk, the journey continues into the winery’s cellar. This is where the magic of transformation happens, and you’ll learn firsthand about the winemaking and aging techniques employed by Guardastelle to craft their distinguished portfolio. The small-scale nature of the estate ensures a personal touch, allowing for detailed explanations and an intimate understanding of the dedication that goes into every bottle.
The highlight of the tour is the convivial typical Tuscan lunch, served either in the elegant dining room or, weather permitting, on the panoramic terrace with its enchanting views of the rolling countryside and the famous towers of San Gimignano in the distance. This is where the tasting truly comes alive. The meal begins with a classic Tuscan starter like pappa al pomodoro (a traditional tomato and bread soup), followed by a curated selection of exceptional local products. You will savor Tuscan charcuterie, local Pecorino Senese cheese perfectly paired with homemade chutney, and bruschetta drizzled with Guardastelle’s own superb extra virgin olive oil.
The food is paired with a tasting of five distinct Guardastelle wines. This premium selection showcases the estate’s finest, including their flagship Vernaccia di San Gimignano, a richly structured Chianti Riserva, and their celebrated Supertuscan—a modern wine that speaks to the innovation in Tuscan winemaking. The guided tasting ensures you learn how to properly appreciate the nuances of each wine, understanding the aromas, flavors, and pairings that make them special.
A visit to Guardastelle offers a perfect blend of learning, indulgence, and tranquility. It is an opportunity to slow down, connect with the land, and enjoy the very best of Tuscan hospitality, food, and wine in an unforgettable setting.
Highlights of Premium Wine Tour with Lunch at tenuta Guardastelle
- Taste a selection of local products such as Tuscan charcuterie and local cheese
- Enjoy a wine tasting of 5 wines including the Vernaccia di San Gimignano
- Learn about the wine production cycle on a tour of the vineyards and wine cellar
- Sample a variety of wines including a Chianti Riserva and a Supertuscan
Check Availability
Included
- Tour of the vineyards
- Wine cellar visit
- Explanation of winemaking and aging techniques
- Typical lunch featuring local products
- Tasting of 5 wines, including Vernaccia di San Gimignano, Chianti Riserva, and a Supertuscan
- Extra virgin olive oil tasting
Meeting Point
Check in for your experience at the reception and wine shop of Tenuta Guardastelle Agriturismo and Winery. Località Sovestro Cortennano, 63, 53037 San Gimignano SI, Italy
Important information
Not suitable for
- People with mobility impairments
What to bring
- Comfortable shoes
- Sun hat
- Camera
- Water
Know before you go
- We suggest to arrive 5 minutes earlier.
- Please be so kind to inform us in advance regarding food allergies and food restrictions.




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