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

Florence, IT
91% of travellers recommend this
Excellent (107 reviews)

Included

  • inclusion
    Visit of Siena with free time to explore
  • inclusion
    Alcoholic beverages
  • inclusion
    Snacks
  • inclusion
    Transport on a 8 seat minivan
  • inclusion
    Visit of Montepulciano with free time to explore
  • inclusion
    Your local Tour leader providing directions, stories and info about all places.
  • inclusion
    Visit of Cortona with free time to explore

Excluded

  • exclusion
    Gratuities
  • exclusion
    Guided walking tours of the 3 villages

Meeting Point

Are you staying in Chianti or San Gimignano? Join the tour from our office Tuscany on Wheels located on Strada di Sant'Appiano 9/i. You can park your car for free!

Meeting point

Strada di Sant' Appiano, 9/i, 50028 Barberino Tavarnelle FI , Italy

End point

End Point

Are you staying in Chianti or San Gimignano? Join the tour from our office Tuscany on Wheels located on Strada di Sant'Appiano 9/i. You can park your car for free!

Meeting point

Strada di Sant' Appiano, 9/i, 50028 Barberino Tavarnelle FI , Italy

End point

What to expect

1

Meeting Point

Meet us in Piazza della Calza right in front Porta Romana at the blue P ( parking ) sign at 08:00am.

2
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.

Duration 90 minutes
3
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!

Duration 60 minutes
4

Montepulciano

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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.

Duration 90 minutes
5
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.

Duration 120 minutes
6

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.

Duration 90 minutes
7
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.

Duration 110 minutes
8
Porta Romana

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

9

End Point

Meet us in Piazza della Calza right in front Porta Romana at the blue P ( parking ) sign at 08:00am.

The experience can be subject to change due to bad weather or unforseen circumstances. We always endeavour to give you the best possible experience.

Additional Information

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

What our experts say

  • icon
    Sample local cheese at Montepulciano
  • icon
    Visit artisan shops in Cortona
  • icon
    Take photos at Val d'Orcia's hills
  • icon
    Enjoy sunset views in Siena
  • icon
    Reserve a table at a local trattoria

More About this Experience

Introduction

Experience the picturesque beauty of Tuscany like never before on the Siena, Cortona, Montepulciano & Val D'Orcia semi-private tour. This carefully curated tour takes you on a journey through the most enchanting Tuscan towns that have been made famous through films. With a passionate local driving guide and the comfort of an 8-seat van, you'll have the opportunity to explore these iconic locations and immerse yourself in the rich history, culture, and natural landscapes that have captivated artists and filmmakers for centuries.

What to expect?

On this tour, you can expect to be enchanted by the charm and beauty of Siena, Cortona, Montepulciano, and Val D'Orcia. Wander through the winding streets of Cortona, where Diane Lane walked in "Under the Tuscan Sun," and soak in the romantic atmosphere. In Montepulciano, keep an eye out for the vampires of the Twilight saga "New Moon" while indulging in the famous Noble of Montepulciano wine. Explore the locations that served as backdrops for films like "A Midsummer Night's Dream" and "The English Patient." Marvel at the iconic rolling hills of Tuscany, as seen in "Letters to Juliet."

Who is this for?

This tour is perfect for anyone who wants to experience the magic of Tuscany and delve into the world of film and art. Whether you're a film enthusiast, a wine lover, or simply a traveler seeking to immerse yourself in the beauty of Italy, this tour is for you. It caters to a wide range of interests and is suitable for solo travelers, couples, families, and groups of friends. Everyone can enjoy the captivating landscapes, historical sites, and delicious local cuisine that Tuscany has to offer.

Why book this?

Embarking on the Siena, Cortona, Montepulciano & Val D'Orcia tour is an opportunity to discover the hidden gems and iconic locations of Tuscany. With a passionate local driving guide, you'll gain insider knowledge and insights into the history, culture, and stories behind these enchanting towns. The semi-private tour ensures a personalized experience and allows you to fully immerse yourself in the beauty of Tuscany, without the crowds. Indulge in the region's famous wines, cheeses, and other local products, and savor a delicious lunch overlooking the rolling hills of Montepulciano. This tour promises to create lasting memories and provide a unique perspective on the beauty of Tuscany.

Good to know

During the tour, an air-conditioned vehicle will transport you comfortably between the towns, ensuring a pleasant journey. The itinerary includes an orientation walk of Siena, Cortona, and Montepulciano, allowing you to explore at your own pace during free time. Lunch and alcoholic beverages are included, providing you with a taste of the local lifestyle and cuisine. Gratuities and pick-up/drop-off services are not included, so make sure to plan accordingly. If you're staying in Chianti or San Gimignano, you can conveniently join the tour from the Tuscany on Wheels office located on Strada di Sant'Appiano 9/i.

Reviews

Travelers who have experienced the Siena, Cortona, Montepulciano & Val D'Orcia tour have been delighted by the captivating beauty of Tuscany and the unique insights provided by the local driving guide. They have praised the personalized experience and the opportunity to explore famous film locations. The delicious lunch and wine tasting have been highly appreciated, as well as the chance to sample local products. Overall, travelers have expressed their satisfaction and gratitude for the unforgettable memories created on this tour.

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