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

By Italy on a Budget tours
8.8 out of 10
Excellent
Free cancellation available
Price is CHF 186 per adult
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Features
  • Free cancellation available
  • 12h
  • Mobile voucher
  • Instant confirmation
Overview

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.

Activity location
  • Porta Romana
    • Piazzale di Porta Romana,
    • 50123, Florence, Italy
Meeting/Redemption Point
  • Tuscany on Wheels tours from San Gimignano
    • 9/i Strada di Sant' Appiano
    • 50028, Cipressino, Toscana, Italy

Multiple meeting/redemption points available, see location information for full list

Check availability

From Chianti: Classic Tour
  • Activity duration is 12 hours12h
    12h
  • English

Departure Point: Tuscany on Wheels office, located on Strada di Sant'Appiano 9/I- Barberino Tavarnelle ( FI ). Small group tour (max 8 people)
Starting point:
Tuscany on Wheels tours from San Gimignano, Strada di Sant' Appiano, 9/i, 50028 Barberino Tavarnelle FI, Italy

Language options: English
Starting time: 08:45
Price details
CHF 186.32 x 1 AdultCHF 186.32
Total
Price is CHF 186.32
Until Tue, 23 Dec
From Florence: Classic Tour
  • Activity duration is 12 hours12h
    12h
  • English

Departure Point: Central Florence, Piazza della Calza 1, by the “P” parking sign at 8:00am. Small group tour (max 8 people)
Starting point:
Parcheggio Oltrarno, Piazza della Calza, 1, 50125 Firenze FI, Italy

Language options: English
Starting time: 08:00
Price details
CHF 260.85 x 1 AdultCHF 260.85
Total
Price is CHF 260.85
Until Tue, 23 Dec
From Florence - Private Tour
  • Activity duration is 12 hours12h
    12h
  • English

8 Seat Minivan
Starting point:
Parcheggio Oltrarno, Piazza della Calza, 1, 50125 Firenze FI, Italy

Language options: English
Starting time: 08:00
Price details
CHF 652.13 x 1 AdultCHF 652.13
Total
Price is CHF 652.13
Until Tue, 23 Dec
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What's included, what's not

  • What's includedWhat's included
    Stop at a 14th century cellar with possibility to have a complimentary wine and cheese tasting
  • What's includedWhat's included
    Transport on a 8 seat minivan
  • What's includedWhat's included
    Your local Tour leader providing directions, stories and info about all places.
  • What's includedWhat's included
    Visit of Siena with free time to explore
  • What's includedWhat's included
    Tastings at a local Farm based on cured meats and bruschetta made from garden-fresh ingredients, paired with their own wine
  • What's includedWhat's included
    Visit of Montepulciano with free time to explore
  • What's includedWhat's included
    Visit of Cortona with 1h approx free time to explore
  • What's excludedWhat's excluded
    Service charge
  • What's excludedWhat's excluded
    Guided walking tours of the 3 villages

Know before you book

  • Not recommended for pregnant travellers
  • Not recommended for travellers with poor cardiovascular health
  • Travellers 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
  • Not recommended for travellers with walking disabilities
  • Please note, the tour requires a minimum of 3 participants. If not reached, a private option with a supplement will be offered.

Activity itinerary

Porta Romana
  • 1h 30m
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 film screen while listening to stories and info about the area from your tour leader.
Cortona
  • 1h
Our first destination is the charming hilltop town of Cortona, famous for its olive groves and immortalised 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 storey!
Montepulciano
  • 1h 30m
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 savouring 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.
Piazza Grande a Montepulciano
  • 2h
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.
Val d'Orcia
  • 1h 30m
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.
Piazza del Campo
  • 1h 50m
Our last stop is the Medieval town of Siena, the backdrop for films 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 centre. From there you will have 1hour approx free time to wander around.
Porta Romana (Pass by)
We will have then 1 hour approx ride and we will finally head back to Florence for approximately 8:00pm

Location

Activity location
  • LOB_ACTIVITIESLOB_ACTIVITIES
    Porta Romana
    • Piazzale di Porta Romana,
    • 50123, Florence, Italy
Meeting/Redemption Point
  • PEOPLEPEOPLE
    Tuscany on Wheels tours from San Gimignano
    • 9/i Strada di Sant' Appiano
    • 50028, Cipressino, Toscana, Italy
  • PEOPLEPEOPLE
    Parcheggio Oltrarno
    • 1 Piazza della Calza
    • 50125, Firenze, Toscana, Italy

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