TUSCANY · DESTINATION
Most booked first.
Our shortlist of the 9 most-booked pienza & pecorino tours around Siena, ranked by what travellers actually rated. Who runs them, how long they take, what they cost.
Small-group Siena day trip to Pienza and Montepulciano via Crete Senesi and Val d’Orcia, with pecorino farm lunch and wine tastings.
“Guillermo was excellent guide, careful driver, extremely funny and knowledgeable and we enjoyed the day immensely.”
Siena day trip to Pienza and Montepulciano with panoramic drives, organic-farm lunch, pecorino tasting, and Vino Nobile cellar sampling.
“We had an amazing day in Tuscany! Our guide was wonderful! Would go again in a heartbeat!”
Private Siena day trip to Val d’Orcia and Montalcino for wine, pecorino, Pienza sights, and UNESCO backroad views.
“This was an absolutely incredible day and Dario was a great guide. He is full of knowledge and brought us to really incredible places. The food, the wine, the company, the scenery... all A+”
Private Pienza and Montalcino cheese-and-wine day with organic farm visits, Brunello tastings, and stress-free transport from Siena.
“This was the perfect tour to experience the wine and cheese of the area. Our guide, Daniele was very knowledgeable and friendly!”
Small-group wine tour from Siena with Chianti Classico and Brunello tastings, Tuscan lunch, and Pienza in Val d’Orcia.
“An absolutely perfect day! Morad was super knowledgeable and friendly and we had the best experience. Both wineries we went to were amazing as well as the other 2 stops where we got to walk around. Highly recommend this tour it exceeded my expectations!”
One day in Tuscany with Montepulciano, a cheese-farm lunch near Pienza, and two Nobile-area wine tastings, with hotel pickup.
“Stephan was an amazing guide and driver for our day. He knowledge about the region made our day fun and informative. We would highly recommend this tour and exploring the hidden gems.”
Sunrise hot air balloon over Pienza, Montalcino and Val d’Orcia from Buonconvento, with a small group and smooth flights.
“My Mother-in-law wanted to check off a bucket list Hot Air Balloon ride. And this could not have been better. The staff took care of getting the balloon ready and packing it up after. They were professional and competent. The basket held 6 people plus the pilot. The winds were almost non-existent. The take off…”
Private day trip from Florence to Pienza and Montalcino for a guided Brunello tasting, UNESCO Val d’Orcia views, and time in Pienza.
“We had the most amazing experience exploring the beautiful wineries of Siena! Roberto truly knocked it out of the park with his charisma and incredible knowledge & passion for the local wines, giving us wonderful stories and background. We specifically love Brunello from Montalcino, and this tour gave us an excellent taste! He also took…”
Fly over Val d’Orcia from Pienza and Montalcino with a 1-hour hot air balloon ride, champagne, and breakfast. Weather-safe planning.
“Super well organized and professional from booking, having to change date due to poor weather organizing a pick up and a magical flight over the Chianti Region. Breakfast was great too. Thank you to the entire team for a wonderful experience”
