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Project Description

Schedule 2024
Meeting point – 9:30am from Piazza San Domenico in Siena
March to December – Monday, Thursday
April to October – Monday, Thursday, Saturday

Visit the hill towns of Pienza and Montepulciano. Drive through panoramic unesco landscapes in the Val d’Orcia and enjoy Wholesome lunch at organic dairy farm

Meet your guide in front of the church of San Domenico in Siena at 9:30am, easy to find even if you are arriving from out of town with your own car, as there is parking in the vicinity.

Travel south out of town on one of the most panoramic roads of Tuscany, through the characteristic moonscapes of the Crete Senesi. Enjoy brief stops along the way for photo opportunities before visiting a quaint, non touristic medieval hamlet. Continue along this stunning landscape and reach the UNESCO heritage site of the Val d’Orcia, where you come across some of Tuscany’s most iconic postcard pictures.

Arrive to the beautiful, utopian renaissance town of Pienza, one of the first towns to be entirely planned out on paper by important architects of the time. These were called upon by Pope Pius II, the humanist pope who wanted to renovate his native town and bring it new splendor. Spend your leisure time exploring the Romanesque church of Corsignano or the ideal, Renaissance Cathedral and walk along the scenic route overlooking the valleys and hills beyond. Browse the pretty streets of this gem of a town or some of its many shops of local crafts and products.

Visit a local dairy farm for a wholesome and refreshing lunch based mainly on the fresh ingredients produced on the farm. Here you can learn about the pecorino sheep cheese making processes, visit the farm animals and learn about the lifestyle of the area. Weather permitting, lunch will be served on a panoramic terrace, overlooking the valley below.

In the afternoon, visit one of the biggest and proudest of the Tuscan hill towns, Montepulciano. This town was first under the dominance of medieval Siena and then became an ally to renaissance Florence: here you can recognize the influences of both Republics in its architecture and art. Located on a steep hill, you can look over the ledge at the the Tuscany – Umbrian border. Visit the main square, Piazza Grande, and explore one of the many old wineries carved out of the ground below the city, taste the Vino Nobile that is produced by the many important and noble families live here. After a short walk around town with your guide, enjoy some free time in town or go for a guided cellar tour with your guide.


  • Lunch on organic dairy farm with spectacular views

  • Tour historic wine cellars

  • Small group of maximum 8 people ensures a personal experience


  • Meeting point: Piazza San Domenico in Siena at 9:30am

  • Duration: 9 hours

  • Included: Round trip transportation, farm lunch, visit to Tuscan village and the towns of Pienza and Montepulciano. Tour of wine cellar and wine tasting in Montepulciano (Optional)

  • Not included: gratuities (optional)

  • Participants: Tour takes place from 2 to 8 participants

  • Languages: English

  • Requirements: Please communicate any dietary restriction or food allergy


  • 180.00 per person