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

60 Reviews 4.92 out of 5 stars Based on 60 reviews collected by City Boat Tours and TripAdvisor | Recommended by 98% of reviewers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Florence, Italy

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11 hours (approx.)
Mobile ticket

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.

What's Included

  • Snacks Tastings at a local Farm based on cured meats and bruschetta made from garden-fresh ingredients, paired with their own wine
  • 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
  • Gratuities
  • Pick up / Drop off
  • Guided walking tours of the 3 villages
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Meeting Location

Meeting point
End point

This activity ends back at the meeting point.

What To Expect

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.
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1 hour 30 minutes • Admission 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!
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1 hour • Admission 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.
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1 hour 30 minutes • Admission 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.
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2 hours • Admission 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.
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1 hour 30 minutes • Admission 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.
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1 hour 50 minutes • Admission 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
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Additional Info

  • Not recommended for pregnant travelers
  • Not recommended for travelers with poor cardiovascular health
  • Not recommended for travelers with walking disabilities
  • 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.

Frequently Asked Questions

(6)

Q: What is the cancellation policy for the Siena, Cortona, Montepulciano & Val D’Orcia in a Small Group Tour?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CEST).This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

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Activity code: C-6821P16

Traveler Photos

Reviews

4.92
60 reviews

Average 4.92 out of 5 stars based on 60 traveler reviews collected by City Boat Tours and partner sites such as Cool Destinations and TripAdvisor

5 stars
56
4 stars
3
3 stars
1
2 stars
0
1 star
0

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What's Included

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

  • SnacksTastings at a local Farm based on cured meats and bruschetta made from garden-fresh ingredients, paired with their own wine
  • Alcoholic beveragesStop 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
  • 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

Additional Info

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

  • Not recommended for pregnant travelers
  • Not recommended for travelers with poor cardiovascular health
  • Not recommended for travelers with walking disabilities
  • Travelers 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
  • Please note, the tour requires a minimum of 3 participants. If not reached, a private option with a supplement will be offered.
  • This tour/activity will have a maximum of 8 travelers

Report Product Issue

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

Language & Country

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

Free Cancellation

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

100% refund
No refund

You can cancel up to 24 hours in advance of the tour for a full refund.

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CEST).
  • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

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American Museum of Natural History Admission Ticket

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