Siena, Cortona, Montepulciano & Val D'Orcia in a Small Group Tour

4.8
(99 reviews)

12 hours (approximately)
Offered in: English

Explore in the comfort of a 8 seat van the most beautiful Tuscan towns made famous through films together with a passionate local driving guide. Enjoy lunch overlooking the rolling hills of Montepulciano while tasting famous wine.

Wander the winding streets of Cortona walked by Diane Lane in "Under the Tuscan sun", watch out for the vampires of the Twilight saga " New Moon" in Montapulciano and taste the famous Noble of Montepulciano wine. Explore the locations made famous by Michelle Pfieffer in "A Midsummer night's dream" and Ralph Fienes in " The English patient". Spot the iconic rolling hills of Tuscany from " Letters to Juliet" and enjoy a taste of the local lifestyle by sampling fine local wine, cheese and other products from the region.

What's Included

Stop at a 14th century cellar with possibility to have a complimentary wine and cheese tasting
Transport on a 8 seat minivan
Your local Tour leader providing directions, stories and info about all places.
Visit of Siena with free time to explore
Tastings at a local Farm based on cured meats and bruschetta made from garden-fresh ingredients, paired with their own wine
Visit of Montepulciano with free time to explore
Visit of Cortona with free time to explore
Gratuities
Guided walking tours of the 3 villages

Meeting and pickup

Meeting point
You can choose from multiple locations at checkout.
End point
This activity ends back at the meeting point.

Itinerary

Duration: 12 hours (approximately)
  • 1

    Meet your local tour leader by Porta Romana, central Florence at 07:45am ready to leave by 8:00am. Travel for an hour and a half on board of a private 8 seat mini-van through the beautiful Tuscan countryside enjoyed by generations on the movie screen while listening to stories and info about the area from your tour leader.

    1 hour 30 minutes Admission ticket free
  • 2

    Our first destination is the charming hilltop town of Cortona, famous for its olive groves and immortalized by Diane Lane in Under the Tuscan Sun. Explore independently the town with its narrow streets, artisan stores, and landmarks featured in Frances Mayes' beloved novel. Who knows, you might even start your own Italian love story!

    1 hour Admission ticket free
  • 3
    Montepulciano

    Next, we travel just 40 minutes from Cortona to a picturesque local farm nestled in the heart of Tuscany. Here, Cinta Senese pigs roam semi-wild, thriving on natural feed. Stroll among olive trees and vineyards before savoring the farm's exceptional products in a tasting board we have organised for you —cured meats and bruschetta made from garden-fresh ingredients, paired with their own wine. This unforgettable experience will leave lasting memories.

    1 hour 30 minutes Admission ticket free
  • 4
    Piazza Grande a Montepulciano

    We then head to the famous MONTEPULCIANO , where vampires converge in Twilight Saga: New Moon. This beautiful walled town is also home to the renowned Montepulciano DOCG wine. Your tour leader will provide during the journey local insights, information about specific film scenes, and other attractions of Montepulciano, allowing you free time to explore the town at your leisure. Located near the entrance of the village is a 14th-century underground cellar where you will be able to enjoy a complimentary tasting of local wines and products they offer to the guests.

    2 hours Admission ticket free
  • 5
    Val D'Orcia

    After exploring Montepulciano, unwind in our comfortable van as we journey through the breathtaking Val d'Orcia. Marvel at the stunning landscapes, rolling hills, and iconic cypress trees. With ample time to relax, you can fully immerse yourself in the beauty of this enchanting region.

    1 hour 30 minutes Admission ticket free
  • 6
    Piazza del Campo

    Our last stop is the Medieval town of Siena, the backdrop for movies like Letters to Juliet and Stealing Beauty. Prepare to be amazed by Siena's charm, with its narrow streets, local artisans, and medieval squares glowing in the setting sun. Your tour leader will escort you from the parking spot to the main piazza passing by the center. From there you will have 1hour approx free time to wander around.

    1 hour 50 minutes Admission ticket free
  • (Pass by)

    We will have then 1 hour approx ride and we will finally head back to Florence for approximately 8:00pm

    Admission ticket free

Additional info

  • Not recommended for pregnant travelers
  • Not recommended for travelers with poor cardiovascular health
  • Travelers should have at least a moderate level of physical fitness
  • Please note that this tour involves a fair amount of driving due to the distance of these villages.
  • The order of the stops may change to ensure the best experience possible
  • Please note, the tour requires a minimum of 4 participants. If not reached, a private option with a supplement will be offered.
Supplied by Italy on a Budget tours

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Tags

Day Trips
Wine Tastings
Full-day Tours
Bus Tours
Walking Tours
Wine Tours
Small Group
Food & Drink
Excellent Quality
Low Supplier Cancellation Rate
Low Last Minute Supplier Cancellation Rate
Short term availability

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

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Rating

4.8 Based on 99 99 reviews
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