Why choose this Siena tour ?

On this afternoon and evening tour from Siena to Chianti and San Gimignano, explore the beautiful Chianti region – an area rich with dense oak forests and cypress trees – and discover its famous wine by visiting a local producer, touring their cellars and tasting their wines. Then head to the UNESCO World Heritage town of San Gimignano, famous for its medieval towers. Enjoy the main sights and browse the streets and boutique stores just as the day’s crowds begin to dwindle. Visit a local farm and enjoy a farm-to-table dinner of its products and wines during sunset, in a stunning location overlooking the San Gimignano towers and the rolling, vine-covered hills.



Make the most of your Siena adventure

What makes Small-Group Chianti and San Gimignano Sunset Trip from Siena a unique experience ?

Meet your tour guide at 2.30pm in front of the church of San Domenico in Siena and begin the tour with a comfortable drive through the Chianti countryside. Visit a Chianti wine estate, where you’ll tour the grounds and wine cellars while learning about the wine-making process. Sit down and savor a tasting of Black Rooster Chianti Classico wine.

After visiting a Chianti winery, visit a historic town that was once of fortress, Monteriggioni, to marvel at the medieval towers that are still intact. Monteriggioni is a perfectly preserved medieval town with a complete ring of walls and turrets, once Siena’s main bastion of defense against the armies of Florence. Today it is a quiet hamlet and you can enjoy leisure time exploring the charming streets and stores of local crafts.

In the late afternoon, arrive in San Gimignano as the crowds begin to dwindle and the many streets and squares of this medieval town of towers that flourished thanks to the via Francigena, an important trade route. Enjoy free time to enter its impressive church, the Collegiata di San Gimignano, or to explore the Civic Museum (entrance fees at own expense). Alternatively, shop the artisan boutiques for leather goods and hand-painted pottery; sample the fruits of the soil in the food shops and wine bars or discover the town’s many hidden beauties.

After your time in San Gimignano, head out of town to a nearby rustic farmhouse, where you’ll be treated to a classic Tuscan dinner accompanied by wine. Enjoy the farm’s products and wine over a convivial dinner with the others on tour that you can now call new friends.

Tour Description & Additional Info:

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
  • Customers who have not reached Italy’s legal drinking age of 18 will not be served alcohol


Options To Choose for Your Trip:

  • Small-Group Chianti and San Gimignano Sunset Trip from Siena
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Small-Group Chianti and San Gimignano Sunset Trip from Siena Inclusions:

Included with Your Ticket

  • Traditional dinner at farm
  • Professional Guide
  • Transport by air-conditioned minivan
  • Tour of winery with wine tasting
  • Hotel pickup and drop-off
  • Entrance fees to attractions in San Gimignano

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Special Instructions:

    Please be advised..

  • This Tour is Provided by Tuscan Escapes by Papilio SRL.
  • Tour Timezone & Starts at Europe/Rome.
  • Mobile or paper ticket accepted.
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • This Tour is Rated 4.5 Stars based on 55 valid reviews on VIATOR.
  • Minimum 1 Travelers is required to book.
  • Maximum 9 Travelers is accepted for booking.