Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Experience a 2-hour organic wine tour in Chianti, including vineyard visits, wine tastings of 3-6 wines, and local snacks, led by passionate guides.
Discover the charm of Chianti with a tour and tasting experience at an organic winery in the heart of the Chianti Classico region. Priced at $46.50 per person, this approximately 2-hour visit is highly rated with a perfect 5.0 out of 5 from 123 reviews and a 98% recommendation rate. It is most often booked 41 days in advance, making it a popular choice for those seeking an authentic taste of Tuscany’s renowned wines.
This tour begins at the Fattoria di Montemaggio, located in Radda in Chianti, one of the most picturesque and remote wine-producing areas of Tuscany. The experience offers a comprehensive look at organic wine production paired with a guided vineyard tour and a tasting session featuring 3 to 6 wines along with local appetizers such as bread, cheese, salami, and extra virgin olive oil produced on-site. While the drive to the winery is rural and on a bumpy dirt road, the stunning scenery and intimate atmosphere make it well worth the effort.


The tour starts at Fattoria di Montemaggio, a charming organic winery situated in the Chianti Classico area. It’s set in a remote location, offering breathtaking views of the Tuscan landscape. The property is noted for producing delicious wines and high-quality olive oil, which you’ll taste during the session. The drive to the winery involves traversing a rocky, rural dirt road, which might be challenging for small cars, so planning accordingly is advisable.
Once on site, visitors are led through vineyard explanations that detail the process of organic farming and wine-making methods. The setting is described as beautiful and tranquil, providing a perfect backdrop for an educational and tasting experience.
If wine interests you, we've examined these other wine experiences in Chianti

The vineyard walk offers a detailed explanation of the organic agriculture practices used at Montemaggio. You get to see firsthand where Chianti wine begins, from grape selection to harvest. The guide provides insights into how organic methods influence the flavor and quality of the wine, making this a particularly valuable experience for those interested in sustainable wine production.
The cellar tour follows, where visitors explore the wine storage and aging areas. This walk-through provides context for the different stages of wine production and the unique characteristics of Chianti wines made here.
After the tour, the wine tasting begins, featuring between 3 and 6 different wines. These are carefully selected to showcase the varieties and styles produced at the estate. The tasting session is complemented by snacks such as bread with olive oil, cheeses, and salami, all made on-site.
The guide explains the background of each wine, helping participants understand the flavor profiles and pairing suggestions. This tasting offers a rich insight into the authenticity and craftsmanship behind Montemaggio’s wines.

The guide, often praised as knowledgeable, friendly, and enthusiastic, enhances the overall experience. Francesco, in particular, receives high praise for his passion for wine and ability to share complex information in an accessible way. His storytelling makes the experience both educational and enjoyable.
Visitors appreciate the personalized attention due to the small group size. This intimate setting allows for more interaction and opportunities to ask questions about wine-making and organic farming.

The drive to the winery is often described as breathtaking, with the rural landscape adding to the authentic Tuscan atmosphere. The property itself is beautiful, with rolling hills, vine-covered slopes, and a peaceful ambiance that enhances the wine-tasting experience.
While the remote location can pose a challenge for reaching the site, many find the extra effort well justified by the stunning scenery and personalized service.
Keen to taste more of Chianti? We've looked into these other food and drink experiences

This tour is designed for small groups, with a maximum of 14 travelers, ensuring a personalized experience. The tour starts at the Fattoria di Montemaggio meeting point in Radda in Chianti, and ends there as well, with no transportation included.
The tour lasts about 2 hours, and most travelers find it to be a well-paced and informative experience. It is not suitable for children under 21 years due to alcohol consumption restrictions.

The experience can be booked 41 days in advance on average, reflecting its popularity. It offers a free cancellation policy if canceled at least 24 hours in advance. If canceled less than 24 hours before, a full refund is not available. This flexibility allows for planning around weather or other unexpected changes.
The tour is weather-dependent, but in case of poor weather, an alternative date or full refund is provided. Service animals are allowed, adding convenience for visitors with disabilities.

High praise is given for the guide Francesco, with reviews emphasizing his enthusiasm and expertise. Visitors highlight the beautiful setting, the quality of wines and olive oil, and the informative nature of the tour. Many mention the drive as being challenging due to the bumpy road, but most agree the scenery and experience make it worth the trip.
A few reviews note difficulty in finding the location, so it’s recommended to allow extra time and drive carefully. The experience is considered highly valuable, especially for those interested in organic wine production and learning about Tuscan viticulture.
This organic wine tour offers not just wine tasting but a chance to learn about sustainable agriculture and wine-making traditions from passionate guides. Its small group size fosters a personalized atmosphere, ideal for wine enthusiasts and curious visitors alike.
While the remote location requires a bit of planning for accessibility, the scenic views, delicious wines, and friendly staff make it a worthwhile journey. The expert guidance from Francesco and the authenticity of the estate guarantee an educative and enjoyable experience in Chianti’s heart.
“This was a fantastic experience! The drive to get there was very rural and on a dirt road. Its in a remote location. We learned so much about wine …”
Is transportation provided for this tour?
No, the tour starts at the Fattoria di Montemaggio meeting point; transportation is not included.
How many wines are tasted during the session?
Participants sample between 3 and 6 wines, depending on the session, with detailed explanations for each.
Is the location easy to reach?
The drive involves a rocky dirt road, making it challenging for small cars. Allow extra time and caution when reaching the estate.
Can I cancel this tour?
Yes, full cancellation is available up to 24 hours in advance for a full refund. Cancellations less than 24 hours before are non-refundable.
What is included in the experience?
The price covers vineyard tour, wine tasting, light refreshments, and snacks such as bread, cheese, and salami made on-site.
Who is this tour best suited for?
It’s ideal for adults interested in organic wine, Tuscan scenery, and learning from knowledgeable guides in an intimate setting.