Items | Private Art & Wine Tour in Cortona & Montepulciano, with lunch & 2 wine tastings
Private Art & Wine Tour in Cortona & Montepulciano, with lunch & 2 wine tastings
(1) Reviews
Cortona
Important Information
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Specialized infant seats are available
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Infants and small children can ride in a pram or stroller
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Transportation options are wheelchair accessible
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Suitable for all physical fitness levels
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Wheelchair accessible
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
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For a full refund, you must cancel at least 24 hours before the experience’s start time.
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Cut-off times are based on the experience’s local time.
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If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
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This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
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Any changes made less than 24 hours before the experience’s start time will not be accepted.
Become our Lokal Curator
Are you ready to turn your hobbies into a business?
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 "Und...
Highlights
8 hours
Offered in English & 3 Others
Free Cancellation
Mobile Ticket
8 hours
Offered in English & 3 Others
Free Cancellation
Mobile Ticket
What's Included
Private transportation
Bottled water
2 Wine tastings included in 2 different local wineries (Rosso , Nobile di Montepulciano and Super Tuscan wines)
Local expert dirver and tour leader
3 course tuscan lunch in historic cellar with home made pasta, Pecorino cheese with ham, bruschettas, cold cuts and the best wines of our Region
Air-conditioned vehicle
All inclusive tour
Everything not found under the heading inclusions is excluded
Private Art & Wine Tour in Cortona & Montepulciano, with lunch & 2 wine tastings
(1) Reviews
Cortona
About
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 "Und...
Highlights
8 hours
Offered in English & 3 Others
Free Cancellation
Mobile Ticket
8 hours
Offered in English & 3 Others
Free Cancellation
Mobile Ticket
What's Included
Private transportation
Bottled water
2 Wine tastings included in 2 different local wineries (Rosso , Nobile di Montepulciano and Super Tuscan wines)
Local expert dirver and tour leader
3 course tuscan lunch in historic cellar with home made pasta, Pecorino cheese with ham, bruschettas, cold cuts and the best wines of our Region
Air-conditioned vehicle
All inclusive tour
Everything not found under the heading inclusions is excluded
Itinerary
1
Cortona
Our professional driver and expert tour leader will pick you up directly from your hotel, B&B, or private apartment, ensuring a comfortable and seamless start to your private tour of the Tuscan countryside.
The journey begins with a scenic drive through rolling hills, vineyards, and olive groves before reaching Cortona, one of the most charming and historic hill towns in Tuscany.
Perched at 600 meters above sea level, Cortona boasts spectacular panoramic views over the Valdichiana valley and Lake Trasimeno. During your self-guided visit, you can discover:
• Piazza della Repubblica, the historic heart of Cortona
• The picturesque medieval streets of the old town
• Piazza Signorelli, home to cultural landmarks
• Local artisan shops and boutiques, perfect for unique souvenirs
The tour also includes a visit to the Monastery of St. Francis, a peaceful and spiritual retreat just outside the city center, surrounded by nature and offering a moment of quiet reflection.
1 hour and 30 minutes
2
Montepulciano
After our visit to Cortona, we will stop along the iconic scenic road made famous by the movie “Under the Tuscan Sun”, a perfect spot for memorable photos immersed in the rolling Tuscan landscape.
Our journey then continues to Montepulciano, one of Tuscany’s most celebrated hill towns, renowned worldwide for its historic wine cellars and Vino Nobile di Montepulciano DOCG. Here, you will discover the fascinating “Underground Wonders of Montepulciano”, an extraordinary network of ancient tunnels and cellars carved 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
Inside these remarkable cellars, you will admire massive oak barrels used to age the prestigious Vino Nobile di Montepulciano DOCG and Rosso di Montepulciano DOC, offering an authentic insight into the centuries-old Tuscan winemaking tradition.
2 hours
3
Azienda Agricola Ercolani
After exploring Montepulciano, you will enjoy a first wine tasting at Cantina Talosa, where you can sample some of the region’s finest wines and learn about the local winemaking traditions.
Next, you will take a guided tour of Montepulciano’s historic underground cellars, known as the “Underground Wonders” (Meraviglie Sotterranee), exploring ancient tunnels and wine-aging spaces that showcase centuries of Tuscan winemaking heritage.
Following this immersive experience, you 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.
