Small-Group Montepulciano and Pienza Day Trip from Siena
Overview
Available languages
8 hours
Mobile ticket
Experience the heart of Tuscany on this guided small-group tour day trip to the charming towns of Pienza and Montepulciano. Travel through the beautiful clay hills south of Siena and take in the idyllic UNESCO protected landscapes of Tuscany's charming Val d’Orcia region. Explore the beautiful towns, enjoy the landscapes and have lunch on a local farm!
Numbers are limited to a maximum of 8 persons on this small-group tour, ensuring you'll receive personalized attention from your guide.
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
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What‘s Included
Transport by air-conditioned minivan (maximum 8 passengers)
Alcoholic Beverages
Lunch on local farm with wine
Driver/Guide
Hotel pickup and drop-off
Gratuities
What To Expect
Basilica Cateriniana Di S. Domenico
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 Crete Senesi for 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.
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Small-Group Montepulciano and Pienza Day Trip from Siena
Reviews
254 reviews
Total reviews and rating from Viator & Tripadvisor
Wine/city tour!
Barbara P,
Sep 26, 2025
- Viator
5.00Julia was the best! Very knowledgeable and friendly. She made the day! We loved the stops to all the towns and the wine was great! The lunch stop at the farm was amazing!
Very well organised trip....
Sarah A,
Sep 25, 2025
- Viator
5.00Very well organised trip. Exactly as described. Our guide Francesconwas beyond perfect, definitely a must have experience.
What a day!
Malgorzata S,
Sep 18, 2025
- Viator
5.00It was a beautiful day from start to end. Our driver/tour guide, Guillermo , was fantastic in every regard: inteligent, knowledgeable, funny ,full of great energy and he brought us back safely to Siena. We could not ask for better guy. The tour itself was pretty long but Guillermo drove through the fames Tuscan road with views to die for and weather was perfect. After visiting Penza we had lovely lunch at the picturesque winery, Podere I’ll Casale, with breath taking views and plenty cheese and wine. The group was small and wonderful. We felt like we know them for years. Montepulciano was gorgeous and not overly crowded so we enjoyed it very much. Overall I would strongly recommend the small group tours from Siena, especially if you would be lucky to get Guillermo as a guide.
Great tour
Patti G,
Sep 12, 2025
- Viator
5.00Absolutely wonderful tour. Tour guide exceptional. Julianna was very informative kind and fun to be with. Loved seeing the countryside and the villages. Best tour I’ve been on with 8 folks. Loved the small group.
The tour guide was...
Stephen P,
Aug 28, 2025
- Viator
5.00The tour guide was fabulous, very entertaining. Farm house lunch and villages visited were great. Tour guide was very knowledgeable, fantastic day out.
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