• No booking or credit card fees
  • Best Price Guarantee
  • Free cancellation

Small Group Chianti & San Gimignano Sunset Tour from Siena

  • No booking or credit card fees
  • Best Price Guarantee
  • Free cancellation

Climb the scenic hills of the Chianti, tour wine cellars and taste local wines. 

Visit the fortress of Monteriggioni and take in the magic of San Gimignano, best appreciated when the crowds of the day have thinned out and the town reveals itself to the warm evening light. 

In the evening enjoy dinner on a local farm overlooking the towers of San Gimignano and the soft rolling vine covered hills.

Your meeting point is at Piazza San Domenico in Siena at 2:30pm, easy to find even if you are arriving from out of town or with your own car as there is parking in the vicinity. Here you will meet the driver guide for the start of the tour. 

The tour begins in the afternoon with a drive through the Chianti. An area rich with dense oak wood forests and cypress trees, neat rows of vineyards and landscapes shaped into works of art by the combined action of nature and man. From here we make our way to a Chianti wine estate, where we will visit the grounds and the wine cellars and learn about the winemaking before sitting down to enjoy a tasting of Chianti Classico wine and olive oil. We then descend to Monteriggioni, a medieval and perfectly preserved fortress with a complete ring of walls and turrets built in the 13th century and mentioned by Dante in his Devine Comedy. This was Siena’s main bastion of defense against the armies of Florence and today is a quiet and charming hamlet. 

In the late afternoon we will finally arrive in San Gimignano, when hopefully the crowds of the day have left. Here we visit this beautiful and romantic town of towers at a leisurely pace. You then have personal time for entering the Cathedral or Civic museum, shopping in the many boutiques of artisanal manufactures such as leather and hand painted pottery, sampling the fruits of the soil in the food stores and wine bars, or spending your time exploring the town and its many hidden beauties. 

After San Gimignano we head out of town to an organic farm and enjoy a full Tuscan dinner with tastings of the famous white of San Gimignano, the Vernaccia and the red Chianti. Weather permitting, dinner will be served on a terrace overlooking the cultivated fields and the ‘skyline’ of San Gimignano during sunset.

During colder months or bad weather conditions dinner will be served indoors.

What's included

  • English speaking Driver/Guide
  • Chianti winery visit with tasting
  • Visit to Monteriggioni and San Gimignano 
  • Full Tuscan dinner on farm with wines

What's not included

  • Gratuities (optional)
  • Guided tours of the hill towns

Meeting point

Piazza San Domenico, Siena

From EUR 150 per person

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8 hours

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  • Offer type: Shared
  • Fitness level: Easy

Cancellation policy

Full refund is guaranteed if the cancellation is made 48 hours prior the offer's start date. We don't apply any refund if the cancellation is made less than 48 hours before offer start date.

Info about offer

Offer ID: 2310

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