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Siena, Cortona, Montepulciano & Val D'Orcia - Small Group tour

Name: Siena, Cortona, Montepulciano & Val D'Orcia - Small Group tour
Start: 2025-06-15T08:00:00Z
Location: Florence

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Summary

Experience Details

What You’ll Experience

Where to Meet

Location

Florence

Duration

11 hours

Number of Guests

1 - 8 guests

Language

English

Digital Ticket

Mobile or paper ticket accepted

Discover Tuscany on an intimate tour from Florence. Visit Siena, Cortona, and Montepulciano in a comfy van, savor local wines and explore towns famous from films with a passionate guide.

For each guest that attends this experience, byFood will donate
10 meals

Experience Details

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.

What You Get

Alcoholic beverages

Stop at a 14th century cellar with possibility to have a complimentary wine and cheese tasting

Visit of Cortona with 1h approx free time to explore

Transport on a 8 seat minivan

Gratuities

Pick up / Drop off

Guided walking tours of the 3 villages

Good To Know

Please note, the tour requires a minimum of 3 participants. If not reached, a private option with a supplement will be offered.
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
Not recommended for travelers with poor cardiovascular health
Suitable for all physical fitness levels
Not recommended for pregnant travelers

What You’ll Experience

Porta Romana

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 minutesAdmission Ticket Free

Cortona

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 hourAdmission Ticket Free

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 minutesAdmission Ticket Free

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 hoursAdmission Ticket Free

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 minutesAdmission Ticket Free

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 minutesAdmission Ticket Free

Porta Romana (Pass By)

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

Meeting & Pickup

Meeting Point

Search a point

Tuscany on Wheels tours from San Gimignano

Tuscany on Wheels tours from San Gimignano, Strada di Sant' Appiano, Barberino Tavarnelle Città Metropolitana di Firenze Toscana, Italy, IT, 50028

Parcheggio Oltrarno

Parcheggio Oltrarno, Piazza della Calza, Firenze Città Metropolitana di Firenze Toscana, Italy, IT, 50125

End Point

This experience ends at the meeting point.

Cancellation Policy
Cancel your booking at least 24 hours before the experience start time to receive a full refund minus a 3.2% transaction fee.
Read more

from $228.20

Book Now

Please note: The price varies based on group size. The time is in Central European Time.

Free cancellation (24 hours notice)

Book This Experience

Adult(1)

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Number of Guests

Adult

(18 - 79)

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Date

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Date

June

2025

Package Options

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Time

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Time

Available Tomorrow

from $228.20 per guest

Book Now

Please note: The price varies based on group size. The time is in Central European Time.

Free cancellation (24 hours notice)

For each guest that attends this experience, byFood will donate
10 meals

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Siena, Cortona, Montepulciano & Val D'Orcia - Small Group tour

Experience Details

What You Get

Good To Know

What You’ll Experience

Porta Romana

Cortona

Montepulciano

Piazza Grande a Montepulciano

Val D'Orcia

Piazza del Campo

Porta Romana (Pass By)

Meeting & Pickup

Cancellation PolicyCancel your booking at least 24 hours before the experience start time to receive a full refund minus a 3.2% transaction fee.Read more

Cancellation Policy
Cancel your booking at least 24 hours before the experience start time to receive a full refund minus a 3.2% transaction fee.
Read more