Small Group Chianti & San Gimignano Sunset Wine Tour

Food, wine & beautiful sights


Your meeting point is at the Basilica of 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 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.

This tour is available from 1st April to 31st October, periods with more daylight.

On some occasions, due to availability or last minute changes, the itinerary might vary a little. In this case the tour could be modified slightly. However the day will maintain a similar general imprint, same duration and have all the same inclusions.

Have a look at our Activities Calendar to see what tours are running during your stay in Tuscany!

  • Visit of Monteriggioni
  • Wine cellar tour
  • Visit San Gimignano without the crowds of the day
  • Enjoy viewing the sunset on tour
  • Personal and laid back tour and chance of making new friends
  • No rushed schedule
  • Small group of maximum 8 people
  • Tasting of Chianti Classico at winery
  • Complete Tuscan dinner on farm with wines
  • Expert English speaking Guide

Tour details

  • Duration: 8.5 hours
  • Start time: 2:30pm
  • Price per adult from: 200.00€


Wednesday 2:30pm to 11:00pm Saturday 2:30pm to 11:00pm