San Gimignano, Chianti, and Montalcino Day Trip from Siena in Italy

Piazzale Carlo Rosselli, Siena, 53100

Enjoy a full-day tour of Tuscany villages and wine regions from Siena and travel into the heart of the beautiful Tuscan countryside. Visit the town of San Gimignano, the wine territory of Chianti and the Montalcino fortress.

Cancellation policy

Review the supplier policy below before booking.

Duration 11 hours

Duration supplied by the experience provider.

Languages

English, Spanish

Group size

1–30 travelers

Full description

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. Our day continues with a trip to Val d’Orcia, another jewel in the Tuscan territory and a UNESCO World Heritage site since 2004. 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.

What’s included

Included

  • Guide
  • Meals: 1
  • 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

Not included

  • Gratuities (optional)

Important information

Meeting point

Piazzale Carlo Rosselli, Siena, 53100

Don’t forget

Customers must be able to climb and descend stairs.Not wheelchair accessibleNot suitable for petsInfants must not sit on lapsFor any urgent communication, please contact +39 0577236330Arrive 15 minutes before departure for check-inPick up & drop off service: To arrange this service, please contact us in advance for confirmation.Shared tour. This tour will be shared with other guestsWine tastings take place in English, with your tour leader providing translation support when needed.A moderate amount of stairs and walking is involvedDuring special events, opening times can changeThe tour itinerary may change, but all tour stops will be visitedPlease meet our staff outside Siena Railway Station (Stazione di Siena – Ferrovia), in front of the clock tower at the main station entrance.

Cancellation policy

Free Cancellation Up to 48 hours in advance

Your host

VE

Verified Local Host

With GetExperience since 2026

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