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

Discover Montepulciano's best with a wine tasting and traditional Tuscan lunch in an authentic underground cellar—perfect for wine lovers seeking genuine local flavors.
This Montepulciano experience offers a blend of luxurious wine tasting and a delicious Tuscan lunch, all set in a centuries-old underground cellar. It’s ideal for those who want to deepen their understanding of Italian wines while enjoying regional cuisine in a historic setting. The tour is led by knowledgeable guides and includes four significant local wines, paired with regional snacks and a hearty two-course meal.
One of the standout features of this tour is the underground cellar visit—a beautifully preserved, atmospheric space dating back to the 16th century, possibly built on Etruscan foundations. The combination of history, wine, and food makes it not just a tasting but an experience that captures the essence of Montepulciano.
A potential consideration is the group size and timing. While the tour offers a lot of value, reviews suggest that the experience can be somewhat crowded, especially in high season, and some guests have found the wine pours to be modest. Still, this experience is best suited for travelers interested in authentic wines, local cuisine, and learning from seasoned sommeliers. If you’re a dedicated wine enthusiast or a curious food lover, this tour will likely meet your expectations.


When you consider a visit to Montepulciano, the timeless charm of its wines and historic cellars naturally draws visitors. This tour captures that charm, offering not just a tasting but an immersive glimpse into the traditions that define the region. The journey starts at the Via Talosa, where you’ll meet your guide and group. From there, an easy walk takes you into a XV-century underground cellar, an atmospheric maze of vaults and tunnels that, according to reviews, may date back to the Etruscan era—adding layers of history to your tasting.
For more Montepulciano culinary adventures, you might enjoy these food and drink experiences
What elevates this experience is the cellar exploration. As you descend beneath Montepulciano’s streets, you’re walking through a space teeming with stories, storage, and aging barrels. Reviewers like Susan and Lisa highlight how striking the contrast of old and new is, with the old cellar offering a sense of stepping back in time. Guides such as Barbara and Luigi are praised for their knowledge and friendliness, bringing the space alive with stories of wine-making techniques and traditions.
Some guests, like Paula, appreciated the depth of explanation about the cellar’s history, storage methods, and the local craftsmanship that has kept this place alive for centuries. Others, like Adrian, enjoyed discovering where the ingredients for Montepulciano wines specifically come from, emphasizing the educational aspect.
After the cellar walk, the focus shifts to the wine tasting. You sample four important wines produced locally, notably Rosso di Montepulciano DOCG and Nobile di Montepulciano DOCG, both world-renowned for their quality. The tasting is led by a professional sommelier—most reviews mention Flavio, who provides insightful commentary on each wine’s characteristics, aging potential, and what makes Montepulciano wines unique.
Guests repeatedly note the generous selection of wines, with some calling the experience “amazing” and others praising the guide’s depth of knowledge. The wines are served with regional snacks, which enhance the tasting experience. Notably, vegetarian options are available for those who prefer plant-based bites.
Following the wine tasting, you settle into a two-course lunch in the cellar’s elegant dining space. The menu is a showcase of local products: cured cold cuts, cheeses, and a choice of pasta—ranging from Lasagna to Pappa al Pomodoro, depending on the season. Reviewers like Diane and Lisa have raved about the quality of the food, saying the lasagna was “excellent” and the overall meal was a highlight of their trip.
Vegetarians will be pleased to find suitable options, ensuring everyone can enjoy what is genuinely a hearty, authentic Tuscan meal. The focus on fresh, local ingredients makes this more than just a tourist trap; it’s a genuine taste of regional traditions.
Most reviews indicate a small, intimate group, often capped at 15 travelers, which helps facilitate questions and interaction. Guides like Luigi and Barbara are praised for their friendly and approachable manner, making the experience both educational and fun.
However, some guests mention the larger crowds (up to 50+), which can make the experience feel less personal and more hurried, especially during peak season. The wine pours have also been noted as somewhat modest—so if you’re expecting generous glasses, keep that in mind.
Wine enthusiasts might appreciate these other Montepulciano tasting experiences
At around $63.62 per person, this tour offers a comprehensive look into Montepulciano’s winemaking heritage, combined with a quality lunch and authentic cellar experience. Considering the inclusion of four wines, a guided tour, and a meal, many guests see it as good value—especially given the historic setting and expert commentary.
Some reviews, however, point out that free wine tastings are available elsewhere in Montepulciano, which might appeal to budget travelers. Still, those looking for a curated, educational experience in a historic underground cellar will likely find this worth the cost.
The journey begins promptly at 1:00 pm at Via Talosa, where you’ll meet a small group and your guide. After a brief overview, you’ll descend into the underground cellar, walking through tunnels that have stored wine since the 16th century—an experience many compare to stepping into a living museum.
Expect to spend around 1.5 hours in the cellar, learning about wine production, aging, and the cellar’s history. Your guide will share stories and insights, making the space come alive.
Following the cellar walk, you’ll move to the tasting area, where the sommelier will guide you through each of the four wines, explaining their characteristics and what makes them unique. Guests praise Flavio for his knowledge and engaging style.
The meal then follows, served in a cozy, rustic dining area. You’ll be treated to a traditional Tuscan lunch that combines regional ingredients—cold cuts, cheeses, and pasta—created with seasonal freshness.
The tour ends back at the starting point around 3:30 pm, leaving you with plenty of time to explore Montepulciano further or visit local shops.

This experience is perfect for wine enthusiasts eager to learn about Montepulciano’s DOCG wines in a historic setting. It’s also a fantastic choice for food lovers who want to enjoy a hearty, authentic lunch paired with quality regional wines. The small group size and guided approach make it suitable for travelers seeking an interactive, educational experience.
While some might find the crowd size or modest wine pours less appealing, most reviewers agree that the authentic ambiance, knowledgeable guides, and delicious food outweigh these considerations. If you’re looking for a well-rounded, immersive taste of Tuscany’s wine culture, this tour delivers.

How long is the tour?
The experience lasts approximately 1 hour and 30 minutes, starting at 1:00 pm and ending around 3:30 pm.
Where does the tour start?
It begins at Via Talosa, 8, Montepulciano.
Are vegetarian options available?
Yes, vegetarian options are available for the lunch.
What wines will I taste?
You will sample four important Montepulciano wines, including Rosso di Montepulciano DOCG and Nobile di Montepulciano DOCG.
Is the tour suitable for people with mobility issues?
The tour involves descending into underground cellars, which might involve some stairs, so people with impaired mobility should check with the provider.
Is the tour family-friendly?
Most travelers, including families, can participate, but keep in mind the walking involved and the age of children.
Can I purchase wines at the end?
Yes, guests often have the opportunity to buy wines tasted during the tour.
How many people are typically in a group?
Most tours are capped at 15 travelers, but some reviews mention larger groups of 50+, which can affect the experience.
Is transportation provided?
No, the tour does not include hotel pick-up or drop-off, and you’ll need to make your way to the meeting point.
What should I wear?
Comfortable shoes are recommended due to walking in the cellar, and dress according to the season, as some parts are underground and may be cool.
To sum it up, this Montepulciano tour provides a rich, authentic experience blending history, wine, and regional cuisine. It’s especially suited for travelers wanting an educational and tasty introduction to Montepulciano’s wine culture in a stunning, historic setting. Expect knowledgeable guides, excellent wines, and a hearty Tuscan lunch—an experience that’s as flavorful as the region itself.