Siena, Cortona, Montepulciano & Val D’Orcia from Florence – Semi private tour

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 lunchoverlooking 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.

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.

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!

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.

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.

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.

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.

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

• Not recommended for pregnant travelers
• Not recommended for travelers with poor cardiovascular health
• Suitable for all physical fitness levels
• 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 3 participants. If not reached, a private option with a supplement will be offered.

• Tour from Chianti
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  Departure Point: Join the tour from Tuscany on Wheels office located on Strada di Sant’Appiano 9/i, Barberino di Tavarnelle.
  Starting point:
  Tuscany on Wheels tours from San Gimignano, Strada di Sant’ Appiano, 9/i, 50028 Barberino Tavarnelle FI, Italy
• Tour from Florence
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  Depart from Florence: Meet us at 8:00am in Piazza della Calza, by the “P” parking sign
  Starting point:
  Parcheggio Oltrarno, Piazza della Calza, 1, 50125 Firenze FI, Italy

• Visit of Cortona with 1h approx free time to explore
• 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
• Visit of Montepulciano with free time to explore

• Gratuities
• Pick up / Drop off
• Guided walking tours of the 3 villages

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Please be advised..

• This Tour is Provided by Italy on a Budget tours.
• Tour Timezone & Starts at Europe/Rome.
• Mobile or paper ticket accepted.
• For a full refund, cancel at least 24 hours before the scheduled departure time.
• This Tour is Rated 4.5 Stars based on 33 valid reviews on VIATOR.
• Minimum 1 Travelers is required to book.
• Maximum 8 Travelers is accepted for booking.