Siena, Cortona, Montepulciano and Val D'Orcia Semi-Private Guided Tour
Excursions & day trips

Siena, Cortona, Montepulciano and Val D'Orcia Semi-Private Guided Tour

from
£209.00
Free cancellation
Language: English
Mobile voucher accepted
Duration: 12 hours
Do this because
  • Visit three historic Tuscan towns
  • Enjoy the visit in a small group with a local guide
  • Travel through the iconic Tuscan countryside
  • Make the most of limited time with roundtrip transportation to and from Florence
What to expect

Meet your local tour leader by Porta Romana in Florence and embark on a scenic journey through Tuscany in a private 8-seat minivan. Your first stop is Cortona, famous for its olive groves and featured in "Under the Tuscan Sun". Explore cobbled streets, artisan shops, and landmarks from Frances Mayes’ novel—perfect for a Tuscan love story.

Next, 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 organised for you, cured meats and bruschetta made from garden-fresh ingredients, paired with their own wine. This unforgettable experience will leave lasting memories.

Afterwards, head to Montepulciano, known for the "Twilight Saga: New Moon" scenes and renowned DOCG wine. Your tour leader will provide local insights during the journey, information about specific film scenes, and other attractions of Montepulciano, allowing you to discover the town at your leisure. Enjoy free time to explore, followed by a complimentary wine tasting in a 14th-century underground cellar. Then, relax as you drive through the Val d’Orcia’s rolling hills and iconic cypress trees.

Your final stop is Siena, famous for its medieval charm and "Letters to Juliet" scenes. Enjoy an hour of free time to explore Piazza del Campo and artisan shops before returning to Florence at 8:00 PM.

Read more
What's included
  • check Wine tasting
  • check Snacks
  • check Transportation in air-conditioned vehicle
  • check Local guide
What's not included
  • x_not_included Tips (optional)
  • x_not_included Hotel pick-up
Where

Piazza della Calza, Florence, Metropolitan City of Florence, Italy

Meeting point:
Meet the guide right in front of Porta Romana, at the blue P (parking) sign.
What to remember

Know in advance:

  • This experience requires a minimum number of travellers. If it’s cancelled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
  • You will have orientation walks and free time in all three cities Siena, Cortona and Montepulciano

Read more
Provider
Italy on a Budget tours
Booking fee
Good news! No extra fees are applied to this booking.
Cancellation policy
Receive a 100% refund if you cancel up to 24 hours before the experience begins.

What people say about this experience

0%
0%
0%
0%
0%

You might also like

Opa Si Pass: access to Siena Cathedral complex
Must see
Attractions & guided tours

Opa Si Pass: access to Siena Cathedral complex

Buy your Opa Si Pass to the Siena Cathedral complex: visit the Crypt, the Baptistery and the Museum saving 50% on the total of single admissions!

free cancellation
Instant Confirmation
Entrance tickets to Siena Cathedral and Piccolomini Library
Monuments

Entrance tickets to Siena Cathedral and Piccolomini Library

Secure your skip-the-line tickets to Siena Cathedral and Piccolomini Library. On selected dates, admire the wonderful floor of the cathedral.

free cancellation
Instant Confirmation
Guided walking tour of Siena
Activities

Guided walking tour of Siena

Buy your guided walking tour of Siena now. See the main monuments and landmarks of this famous medieval city in Tuscany.

free cancellation
Available in:

en, it, es 

San Gimignano, Chianti and Montalcino Tour from Siena with Wine Tasting
Excursions & day trips

San Gimignano, Chianti and Montalcino Tour from Siena with Wine Tasting

Visit the medieval San Gimignano, explore the Chianti region and taste the renowned Brunello of Montalcino.

free cancellation
Available in:

en, it, es 

Cooking Class in a Chianti Farm from Siena
Activities

Cooking Class in a Chianti Farm from Siena

Enjoy cooking class in Siena: fall in love with Tuscany through its food, learn about the secrets of Italian cooking, and eat delicious food.

free cancellation
Available in:

en, it, es, ja 

Chianti Winery Tour from Siena with Tasting and Food
Activities

Chianti Winery Tour from Siena with Tasting and Food

Enjoy Chianti tour from Siena with wine tasting, visit two wineries, small villages, and sample typical Tuscan products.

free cancellation
Available in:

en, it, es 

Tickets to the Synagogue of Siena
Attractions & guided tours

Tickets to the Synagogue of Siena

Get your tickets for the Synagogue of Siena and discover one of the most significant places for the Jewish community in Siena.

Flexible
Instant Confirmation
Fast Track
Tickets to San Pietro Museum in Colle Val d'Elsa
Attractions & guided tours

Tickets to San Pietro Museum in Colle Val d'Elsa

Get your ticket to the San Pietro Museum in Colle Val d'Elsa, which is reopening its doors after twenty years of closure.

Flexible
Available in:

en, it 

Instant Confirmation
Tickets to Palazzo Piccolomini, Palazzo Borgia, Diocesan Museum, labyrinth and crypt in Pienza
Attractions & guided tours

Tickets to Palazzo Piccolomini, Palazzo Borgia, Diocesan Museum, labyrinth and crypt in Pienza

Buy online your tickets to the best attractions in Pienza. The included audio guide allows you to discover Palazzo Piccolomini and other examples of Renaissance architecture.

free cancellation
Available in:

en, it, fr, es, de, +3  pt, ru, ja

Maxi Wine Tour in San Quirico winery
Excursions & day trips

Maxi Wine Tour in San Quirico winery

Live an intense journey through the Tuscan flavors thanks to this tasting in San Quirico winery in the Sienese countryside

Duration up to 1 hour 30 minutes
Available in:

en 

Instant Confirmation