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San Gimignano, Chianti, and Montalcino Day Trip from Siena

The first part of our day will be dedicated to the territory of Siena and starts with a visit to San Gimignano, the city of a hundred towers and it is also a UNESCO World Natural and Cultural Heritage site. Published duration: 11 hours. Check whether the option is shared or private and coordinate pickup directly before departure.

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San Gimignano, Chianti, and Montalcino Day Trip from Siena

San Gimignano, Chianti, and Montalcino Day Trip from Siena

The first part of our day will be dedicated to the territory of Siena and starts with a visit to San Gimignano, the city of a hundred towers and it is also a UNESCO World Natural and Cultural Heritage site. Our tour escort will give you all of the necessary information for enjoying your free time in the town’s historical center, where you will find local artisan shops and millenarian palazzos. San Gimignano is also the birthplace of Vernaccia, a white wine produced exclusively here, famous for its high quality and also for being the first Italian DOCG wine. After a brief visit, we will relax at a Chianti winery for an optional typical lunch of salami, cheeses, and other local products, accompanied by a tasting of Chianti wines.  We will travel to Montalcino, which from its hill dominates the 1500 hectares of Brunello vineyards that have contributed to making the area world-famous. Our last stop will be in a local wine cellar where we will taste the renowned Brunello of Montalcino, which finds its place among the first Italian DOCG wines. We will visit the wine cellar and also taste typical local products.

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Why travelers choose it

  • ✓Travel in air-conditioned minivan for up to 8 people or minibus for up to 20 people
  • ✓Expert multilingual escorts
  • ✓Wine tastings in two prestigious wineries
  • ✓Guided visit to the cellars
  • ✓Lunch
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What is included

  • ✓Travel in air-conditioned minivan for up to 8 people or minibus for up to 20 people
  • ✓Expert multilingual escorts
  • ✓Wine tastings in two prestigious wineries
  • ✓Guided visit to the cellars
  • ✓Lunch
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Not included

  • –Gratuities (optional)
  • –TIP OR GRATUITY
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How your experience unfolds

  1. 01
    15-60 minutes

    Pickup or meeting point

    Confirm the start location with the local team.

  2. 02
    120-240 minutes

    Main activity

    Enjoy the verified Proactivitis experience.

  3. 03
    15-60 minutes

    Return or closing

    Finish with local coordination and support.

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Frequently asked questions

How long does San Gimignano, Chianti, and Montalcino Day Trip from Siena take?+

The published duration is approximately 11 hours. Confirm the exact pickup and return window for your selected date.

Is pickup available for San Gimignano, Chianti, and Montalcino Day Trip from Siena?+

Pickup or meeting point confirmed by WhatsApp according to the selected option.

What happens after I book?+

You receive a reservation reference and the local team confirms the schedule, pickup instructions and any remaining operational details.

Can I cancel or change the date?+

Free cancellation or date change when requested at least 24 hours before the activity, unless the selected supplier option states a stricter policy.

From search to a confirmed booking

1Choose date and travelers

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3Pay securely and receive confirmation