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Medieval Tour in Monteriggioni and Val d'Orcia from Florence

Florence, Italyby Sightseeing Experience

  • 11 hours
  • Free cancellation
  • Instant confirmation
  • Up to 49 travelers
  • Mobile or paper ticket accepted
  • Guide: Portuguese, English, Spanish

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Overview

Our first stop is Pienza, a charming Renaissance village located in the heart of the Val d'Orcia. Famous worldwide for its delicious Pecorino di Pienza, this stop is the perfect opportunity to stroll through picturesque streets and taste one of Tuscany’s most iconic cheeses. After visiting Pienza, the tour continues to Montalcino, a medieval hill town internationally renowned for its prestigious wines, especially Brunello di Montalcino. Here you will have the opportunity to enjoy local wine tastings and traditional Tuscan products, experiencing the authentic flavors of the region. The journey then takes us to Monteriggioni, one of the best-preserved fortified villages in Italy. Surrounded by impressive 13th-century defensive walls, this small medieval town is famous worldwide for inspiring settings in a popular video game where the protagonist battles the legendary Knights Templar. A dedicated museum is included in the tour experience.

What's included

  • Wine and olive oil tasting with local Tuscan products in Monteriggioni (If option selected)
  • Round-trip air-conditioned coach transportation with onboard Wi-Fi from Florence
  • Access to the medieval walls in Monteriggioni (not for Transfer Only)
  • Tasting of 1 Brunello di Montalcino + 1 Rosso di Montalcino + cold cuts and cheeses (if selected)
  • Entry ticket to the Templar Knights Museum in Monteriggioni (If option selected)
  • Professional multilingual tour escort (not for Transfer Only)
  • Hotel pickup and drop-off
  • Full lunch meal

Itinerary

  1. 1

    Stop 1

    Pass by

    Tour leaves from Florence city centre in the early morning , to reach Pienza, Montalcino and Monteriggioni

  2. 2

    Pienza

    1.5 hours

    Perched on a hilltop overlooking the stunning Val d'Orcia, Pienza is a charming village of 2,000 residents widely celebrated as the "touchstone of Renaissance urbanism." During this stop, you will have the opportunity to explore its picturesque streets and admire the architectural harmony that earned it UNESCO World Heritage status.

  3. 3

    Duomo

    Pass by

    Built on the ancient church of Santa Maria, it was designed to be placed scientifically in the main square of the village.

  4. 4

    Piazza Pio II

    Pass by

    Explore the heart of Pienza, where the village’s historic layout was built around the ancient city walls. This central square serves as the primary hub of the village and offers a perfect vantage point to admire the stunning Renaissance architecture that defines the town.

  5. 5

    Palazzo Piccolomini

    Pass by

    Located adjacent to the cathedral, this three-story palace is constructed from Pietraviva, a traditional Tuscan stone characteristic of the region's historic architecture.

  6. 6

    Montalcino

    2 hours

    Discover the charming medieval village of Montalcino, nestled on a 567-meter-high hill in the heart of the Val d'Orcia. Home to approximately 6,000 residents, this historic town is world-renowned for its production of prestigious Brunello wine and offers breathtaking panoramic views of the surrounding Tuscan landscape.

  7. 7

    Fortezza di Montalcino

    Pass by

    The fortress has a new structure for the time of its construction as it had a pentagonal plan as opposed to the square plan adopted by the fortifications of a previous era. The fortress has a tower at each corner.

  8. 8

    Palazzo dei Priori

    Pass by

    The Palace constitutes one of the most typical elements of the village. Built in the 13th-14th century, it has a high crenellated tower and a portico with lowered vaults where there is a 16th-century statue of Cosimo I dei Medici. On the façade and on the side facing the square it features numerous heraldic coats of arms of the podestà families who have governed the city over the centuries. The urban evolution of the village forced the building into the alleys of the center, depriving it of its original public space.

  9. 9

    Monteriggioni

    1.3 hours

    Monteriggioni, the small fortified village with walls dating back to 1200 AD which you can travel for an unprecedented immersive experience

  10. 10

    Stop 10

    20 min

    Visit the Templar Knights Museum, the perfect way to immerse yourself in the medieval world featuring authentic historical armors.

  11. 11

    Stop 11

    Pass by

    Come back in the evening at the same meeting point in the city centre

Meeting and pickup

Meeting point: 20 minutes before the start of the tour at our Sightseeing Experience Visitor Center located inside the Santa Maria Novella train station in the ticket hall

End point

Meeting point: 20 minutes before the start of the tour at our Sightseeing Experience Visitor Center located inside the Santa Maria Novella train station in the ticket hall

Good to know

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Infants are required to sit on an adult’s lap
  • Not recommended for travelers with spinal injuries
  • Travelers should have at least a moderate level of physical fitness
  • In order to reserve the seat also for children under 4 years of age, it is necessary to select the free rate 'children (0 - 3)' during the purchase phase.
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  • The tour involves walking, it is recommended to wear comfortable shoes
  • the tasting of wine with typical products is not a lunch
  • Transfer time on board bus is already included in the total duration
  • No refunds are given in case of delay at the meeting point at Sightseeing Experience Visitor Center
  • Maximum punctuality is recommended at each meeting points during the excursion. For the success of the tour, no waiting times are expected in case of delays by customers and no refunds will be granted
  • The order of visits may change
  • Transfer Only option includes only bus and assistance on board.
  • From November 2, 2026, to March 21, 2027 Availability: Sundays Languages: Min. 2 people for English and Spanish / Min. 4 people for Portuguese

Cancellation policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

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