Total from£182
Land price only. Flight prices will be quoted at the time of booking to ensure you get the best price. Please use the calendar to view pricing for other dates.
Based on: 29 July 2026
Siena, Cortona, Montepulciano and Val D'Orcia - Full-Day Small Group Tour
Start your journey into the heart of Tuscany at 8am, meeting your local tour leader by Porta Romana in Florence. Board a comfortable private 8-seat minivan and embark on a 1.5-hour scenic drive through the iconic Tuscan countryside, featured in countless films.
Your first destination is Cortona, a hilltop gem renowned for its olive groves and immortalized in "Under the Tuscan Sun." Stroll its charming streets, explore artisan shops, and visit landmarks from Frances Mayes' beloved novel. Perhaps you’ll begin your own Tuscan love story!
Next, just 40 minutes away, arrive at a picturesque local farm in the heart of Tuscany. Discover the free-roaming Cinta Senese pigs, wander through olive groves and vineyards, and enjoy a delicious tasting board of farm-fresh products, including cured meats, bruschetta, and local wine.
Continue to Montepulciano, a stunning walled town celebrated for its role in Twilight Saga: New Moon and its renowned Montepulciano DOCG wine. Visit a 14th-century underground wine cellar for a tasting of exquisite wines and regional delicacies. Your guide will provide fascinating insights into film locations and local history, followed by free time to explore this enchanting town.
The journey then takes you through the Val d’Orcia, a UNESCO World Heritage landscape of rolling hills, cypress-lined roads, and postcard-perfect views. Relax and take in the beauty of this iconic Tuscan region.
The final stop is Siena, the medieval jewel featured in films like Letters to Juliet and Stealing Beauty. Wander its winding streets, marvel at its striking squares, and soak in the timeless charm of this historic city as the sun begins to set.
After a day filled with cinematic views, culinary delights, and cultural discoveries, enjoy a relaxing ride back to Florence, arriving at approximately 7.30pm
Start your journey into the heart of Tuscany at 8am, meeting your local tour leader by Porta Romana in Florence. Board a comfortable private 8-seat minivan and embark on a 1.5-hour scenic drive through the iconic Tuscan countryside, featured in countless films.
Your first destination is Cortona, a hilltop gem renowned for its olive groves and immortalized in "Under the Tuscan Sun." Stroll its charming streets, explore artisan shops, and visit landmarks from Frances Mayes' beloved novel. Perhaps you’ll begin your own Tuscan love story!
Next, just 40 minutes away, arrive at a picturesque local farm in the heart of Tuscany. Discover the free-roaming Cinta Senese pigs, wander through olive groves and vineyards, and enjoy a delicious tasting board of farm-fresh products, including cured meats, bruschetta, and local wine.
Continue to Montepulciano, a stunning walled town celebrated for its role in Twilight Saga: New Moon and its renowned Montepulciano DOCG wine. Visit a 14th-century underground wine cellar for a tasting of exquisite wines and regional delicacies. Your guide will provide fascinating insights into film locations and local history, followed by free time to explore this enchanting town.
The journey then takes you through the Val d’Orcia, a UNESCO World Heritage landscape of rolling hills, cypress-lined roads, and postcard-perfect views. Relax and take in the beauty of this iconic Tuscan region.
The final stop is Siena, the medieval jewel featured in films like Letters to Juliet and Stealing Beauty. Wander its winding streets, marvel at its striking squares, and soak in the timeless charm of this historic city as the sun begins to set.
After a day filled with cinematic views, culinary delights, and cultural discoveries, enjoy a relaxing ride back to Florence, arriving at approximately 7.30pm
