Embark on a captivating Tuscan Art & Wine Tour in Cortona and Montepulciano. Discover the hidden underground cellars, taste exquisite wines, and indulge in a delicious Tuscan lunch.
Embark on a captivating Tuscan Art & Wine Tour in Cortona and Montepulciano. Discover the hidden underground cellars, taste exquisite wines, and indulge in a delicious Tuscan lunch.
- Cortona - A professional driver and knowledgeable tour leader will collect guests directly from their hotel, B&B, or private apartment, ensuring a smooth and comfortable beginning to their private tour of the Tuscan countryside. The adventure starts with a picturesque drive through rolling hills, vineyards, and olive groves, leading to Cortona,…
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Cortona - A professional driver and knowledgeable tour leader will collect guests directly from their hotel, B&B, or private apartment, ensuring a smooth and comfortable beginning to their private tour of the Tuscan countryside. The adventure starts with a picturesque drive through rolling hills, vineyards, and olive groves, leading to Cortona, one of Tuscany’s most enchanting and historic hill towns. Situated 600 meters above sea level, Cortona offers breathtaking panoramic views over the Valdichiana valley and Lake Trasimeno. During a self-guided exploration, visitors can discover:
• Piazza della Repubblica, the historic center of Cortona
• The charming medieval streets of the old town
• Piazza Signorelli, home to cultural landmarks
• Local artisan shops and boutiques, ideal for unique souvenirs
The tour also includes a visit to the Monastery of St. Francis, a serene and spiritual retreat just outside the city center, surrounded by nature and providing a moment of peaceful reflection. -
Montepulciano - Following the visit to Cortona, there will be a stop along the iconic scenic road made famous by the movie “Under the Tuscan Sun”, an ideal spot for capturing memorable photos amidst the rolling Tuscan landscape. The journey then proceeds to Montepulciano, one of Tuscany’s most renowned hill towns, celebrated globally for its historic wine cellars and Vino Nobile di Montepulciano DOCG. Here, guests will explore the intriguing “Underground Wonders of Montepulciano”, an extraordinary network of ancient tunnels and cellars beneath the city. The visit includes:
• Piazza Grande, the elegant main square and cultural heart of Montepulciano
• The historic Government Palace
• Two ancient underground wine cellars, located beneath Renaissance palaces
Within these remarkable cellars, visitors will admire massive oak barrels used to age the prestigious Vino Nobile di Montepulciano DOCG and Rosso di Montepulciano DOC, providing an authentic insight into the centuries-old Tuscan winemaking tradition. - Azienda Agricola Ercolani - After exploring Montepulciano, guests will enjoy an initial wine tasting at Cantina Talosa, sampling some of the region’s finest wines and learning about local winemaking traditions.
Next, a guided tour of Montepulciano’s historic underground cellars, known as the “Underground Wonders” (Meraviglie Sotterranee), will allow exploration of ancient tunnels and wine-aging spaces that highlight centuries of Tuscan winemaking heritage.
Following this immersive experience, guests will savor a traditional Tuscan lunch served inside Cantina Ercolani, prepared with seasonal ingredients and local specialties. During the meal, a carefully curated wine tasting of 7–8 local wines, including Vino Nobile di Montepulciano DOCG and Rosso di Montepulciano DOC, will accompany each dish, offering a perfect pairing of Tuscan cuisine and regional wines. This experience provides an authentic and relaxing culinary journey in the heart of Montepulciano’s wine heritage.

- Private transportation
- Bottled water
- Alcoholic beverages
- Lunch
- In-vehicle air conditioning
- Local expert driver
- Private transportation
- Bottled water
- Alcoholic beverages
- Lunch
- In-vehicle air conditioning
- Local expert driver
- Everything not found under the heading inclusions is excluded
- Everything not found under the heading inclusions is excluded
Embark on a journey following the footsteps of the film “Under the Tuscan Sun.” Traverse the enchanting Tuscan landscape, winding through vineyards, art, and sunflower fields. Our exploration will lead us to the countryside and the captivating city of Cortona, as well as the “secret underground cellars” of Montepulciano, renowned for their historic…
Embark on a journey following the footsteps of the film “Under the Tuscan Sun.” Traverse the enchanting Tuscan landscape, winding through vineyards, art, and sunflower fields. Our exploration will lead us to the countryside and the captivating city of Cortona, as well as the “secret underground cellars” of Montepulciano, renowned for their historic charm. Immerse yourself in the finest wines of our region and savor a typical Tuscan lunch.
Itinerary:
• Explore southern Tuscany, visiting the medieval town of Cortona and the monastery of San Francesco, known as “Le Celle.”
• Capture the beauty of the landscape, reminiscent of scenes from the film “Under the Tuscan Sun.”
• Venture into the “Underground Wonders” of Montepulciano, exploring the historic cellars adorned with colossal oak barrels that cradle the renowned Vino Nobile di Montepulciano DOCG.
• Indulge in a delectable lunch in Montepulciano, followed by two wine tastings in distinct cellars, offering a diverse tasting experience.
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.