Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Exploring the charming towns of Montepulciano and Pienza from Siena is an enriching day trip for travelers. This small-group excursion offers an intimate experience, showcasing the region’s stunning landscapes, architecture, and local cuisine. With a maximum of 8 participants, guests can explore the heart of Tuscany’s cultural heritage. The tour’s highlights include free time to wander Pienza’s picturesque streets, a delightful lunch at an organic dairy farm, and a guided stroll through Montepulciano’s impressive historic center. For those seeking an authentic taste of Tuscany, this day trip promises an unforgettable experience.
You can also read our reviews of more tours and experiences nearby.
The Small-Group Montepulciano and Pienza Day Trip from Siena is a highly-rated excursion that offers travelers the opportunity to discover the picturesque Val d’Orcia, a UNESCO World Heritage Site.
Discover the picturesque Val d’Orcia, a UNESCO World Heritage Site, on this highly-rated Small-Group Montepulciano and Pienza Day Trip from Siena.
This full-day tour takes a maximum of 8 people for personalized attention, departing from Siena at 9:30 am.
The itinerary includes free time in the charming town of Pienza, a lunch with Pecorino cheese tasting at an organic dairy farm, and a guided stroll through the historic center of Montepulciano.
Guests can also opt for an optional winery visit for a cellar tour and wine tasting.
Transport, driver/guide, and select beverages are included.
Departing from Basilica Cateriniana San Domenico in Siena at 9:30 am, the tour takes guests on a scenic drive through the Crete Senesi region to the charming town of Pienza.
Visitors enjoy free time to explore the town and indulge in local shopping.
Next, the group visits an organic dairy farm for a Pecorino cheese tasting complemented by wine.
The tour then moves to Montepulciano, where guests take a guided stroll around Piazza Grande.
An optional winery visit allows for a cellar tour and wine tasting experience.
Throughout the day, guests marvel at the UNESCO-protected Val d’Orcia landscape.
This small-group day trip from Siena includes a knowledgeable driver/guide and transportation by air-conditioned minivan accommodating up to 8 passengers. Lunch at an organic dairy farm with a Pecorino cheese tasting is provided, along with alcoholic beverages. Hotel pickup and drop-off, as well as gratuities, are also included.
| Inclusions | Details |
| — | — |
| Transportation | Air-conditioned minivan, max 8 passengers |
| Guiding | Knowledgeable driver/guide |
| Dining | Lunch at organic dairy farm, Pecorino cheese tasting, alcoholic beverages |
| Logistics | Hotel pickup/drop-off, gratuities |
| Accessibility | Not wheelchair accessible, stroller accessible |
The tour offers a seamless and enriching experience, allowing visitors to fully enjoy the beauty of Tuscany.
Travelers overwhelmingly recommend this small-group day trip, with an impressive 97% endorsement and a 4.9-star average rating based on 207 reviews.
Travelers overwhelmingly recommend this small-group day trip, with an impressive 97% endorsement and a 4.9-star average rating based on 207 reviews.
Guests consistently praise the knowledgeable and accommodating guides, who elevate the experience.
Key highlights include:
As the tour makes its way to Pienza, travelers are immediately captivated by the town’s charming medieval architecture and picturesque piazzas.
Pienza, a UNESCO World Heritage Site, is known for its harmonious Renaissance design, with the main Piazza Pio II at its heart.
Visitors have free time to explore the historic center, browsing local shops and boutiques or savoring the region’s renowned Pecorino cheese.
The tour guide provides recommendations on the best spots to visit, ensuring travelers make the most of their time in this quaint Tuscan gem.
With its idyllic setting and authentic charm, Pienza leaves a lasting impression.
After exploring the charming town of Pienza, the tour group heads to a nearby organic dairy farm for a memorable lunch experience.
At the farm, they’re welcomed by the owners and treated to a delightful meal featuring:
The group learns about the farm’s sustainable practices and gets to see the cheese-making process firsthand.
Guests witness the farm’s sustainable practices and observe the traditional cheese-making process first-hand.
This authentic, farm-to-table lunch provides a unique glimpse into the region’s culinary traditions and highlights the group’s immersion in the Val d’Orcia’s pastoral beauty.
Next, the small group travels to the historic town of Montepulciano. Perched atop a hill, the city offers panoramic views of the surrounding countryside.
The guide leads the group on a stroll through the charming Piazza Grande, highlighting the impressive 14th-century Cathedral and the Palazzo Comunale.
Visitors have free time to explore the town’s narrow streets, pop into local shops, and perhaps visit an esteemed winery for a cellar tour and tasting.
The group savors the rich flavors of Montepulciano’s celebrated wines and takes in the captivating atmosphere of this quintessential Tuscan hilltop town.
For those interested in sampling the renowned wines of the region, the tour includes an optional visit to a local winery.
During this visit, guests can expect:
This winery visit provides a delightful complement to the day’s exploration of the historic town and the surrounding countryside.
We've Also reviewed these nearby tours and experiences
The tour doesn’t have a minimum age requirement, but it notes that infant seats are available. Participants must be at least 18 years old to consume the included alcoholic beverages during the experience.
This tour does not offer the option to customize the itinerary. The pre-set program includes visits to Pienza, a dairy farm, and Montepulciano. Travelers can choose to add an optional winery visit, but the overall schedule is fixed.
Yes, the tour operator offers group discounts for bookings of 4 or more people. The more people in the group, the greater the discount per person. Specific discount rates are available upon inquiry with the tour provider.
No, you can’t bring your own food and drinks on the tour. The tour includes a lunch at an organic dairy farm with Pecorino cheese tasting and alcoholic beverages. Outside food and drinks are not permitted.
The tour information does not mention if there is Wi-Fi available on the minivan during the day trip. Travelers should assume there is no in-vehicle Wi-Fi provided and plan accordingly for their connectivity needs during the tour.
The Small-Group Montepulciano and Pienza Day Trip from Siena offers an immersive exploration of Tuscany’s charming towns. Travelers will discover the picturesque streets of Pienza, savor delectable Pecorino cheese at an organic farm, and marvel at Montepulciano’s stunning architecture. Whether you choose to visit a local winery or simply stroll through the historic center, this day trip promises an enriching and memorable experience.