Embark on a captivating journey through the picturesque Tuscan landscape, immersing yourself in art, wine, and history. Discover the hidden treasures of Cortona and the underground cellars of Montepulciano, indulging in the finest wines and a delectable Tuscan lunch.
Embark on a captivating journey through the picturesque Tuscan landscape, immersing yourself in art, wine, and history. Discover the hidden treasures of Cortona and the underground cellars of Montepulciano, indulging in the finest wines and a delectable Tuscan lunch.
- Cortona - An experienced driver will collect you from your hotel or preferred location (B&B or private apartment) to explore the enchanting Tuscan countryside. The journey begins with a self-guided tour of Cortona (1 hour), a traditional fortified Etruscan city situated about 600 meters above sea level, offering breathtaking views of the valley…
- Cortona - An experienced driver will collect you from your hotel or preferred location (B&B or private apartment) to explore the enchanting Tuscan countryside. The journey begins with a self-guided tour of Cortona (1 hour), a traditional fortified Etruscan city situated about 600 meters above sea level, offering breathtaking views of the valley and Lake Trasimeno. Key attractions in the city center include: - Piazza della Repubblica, the historic heart of Cortona - the charming medieval streets - Piazza Signorelli - the delightful shops of Cortona. Additionally, the serene Monastery of St. Francis, located nearby, will be visited.
- Strada Del Vino Nobile Di Montepulciano - After departing Cortona, there will be a stop to capture the scenic landscape featured in the film “Under the Tuscan Sun”. The next destination is Montepulciano, where the “Underground Wonders” of the city await. Highlights include the main square (Piazza Grande), the ancient Government Palace, and two historic cellars housing enormous oak barrels where the renowned Vino Nobile di Montepulciano DOCG and Rosso di Montepulciano DOC are aged.
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Montepulciano - In the heart of Montepulciano, a delightful Tuscan lunch and five wine tastings follow a guided tour of a historic underground cellar in the old town.
The experience includes:
• Guided tour of the historic cellar
• Wine tasting of:
o Rosso di Montepulciano DOC
o Nobile di Montepulciano DOCG
o Nobile di Montepulciano Riserva DOCG
o Nobile di Montepulciano “Filai Lunghi” DOCG or IGT “Pietrose” Super Tuscan
Lunch includes:
• Homemade pasta (Pici, Lasagne, or Cannelloni)
• Pecorino di Pienza cheese
• Traditional Tuscan cured meats (ham, loin, salami)
The cellar is a remarkable historic site carved directly into the ancient rock beneath Montepulciano’s historic center. Its underground tunnels lead to expansive chambers where the Nobile di Montepulciano wines are aged, providing a truly atmospheric and authentic experience. - Cantina Fattoria della Talosa - The second wine tasting experience occurs in a historic underground cellar. During the Renaissance, the estate’s family cultivated vineyards, gaining widespread acclaim by the 1700s. They are considered pioneers of Vino Nobile di Montepulciano.
After the cellar visit, enjoy a special wine tasting of 4–5 wines.
At the conclusion of the second tasting experience, you will be returned to your location.

- Private transportation
- Alcoholic beverages
- Lunch
- Bottled water
- Local expert driver and tour leader
- In-vehicle air conditioning
- All inclusive tour
- Private transportation
- Alcoholic beverages
- Lunch
- Bottled water
- Local expert driver and tour leader
- In-vehicle air conditioning
- All inclusive tour
- Everything not found under the heading inclusions is excluded
- Everything not found under the heading inclusions is excluded
Follow the trail of the film “Under the Tuscan Sun.” We’ll guide you through the picturesque Tuscan landscape, filled with vineyards, art, and sunflowers. Our journey includes visits to the countryside and the city of Cortona, as well as the “secret underground cellars” of Montepulciano. You’ll savor the finest wines of our region and enjoy a…
Follow the trail of the film “Under the Tuscan Sun.” We’ll guide you through the picturesque Tuscan landscape, filled with vineyards, art, and sunflowers. Our journey includes visits to the countryside and the city of Cortona, as well as the “secret underground cellars” of Montepulciano. You’ll savor the finest wines of our region and enjoy a traditional Tuscan lunch. Itinerary:
• Explore southern Tuscany, visiting the medieval city of Cortona and the Monastery of San Francesco, known as “Le Celle.”
• Stop for photo opportunities along the scenic road featured in the film “Under the Tuscan Sun.”
• Discover the “Underground Wonders” of Montepulciano, including the Historic Cellars where the renowned Vino Nobile di Montepulciano DOCG ages in massive oak barrels.
• Enjoy a delightful lunch and two wine tastings at different cellars in Montepulciano.
We plan to return by 5pm.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.