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

Discover the charm of Chianti with this eno-excursion featuring vineyard visits, a medieval village, and wine tastings—perfect for wine lovers and history buffs alike.
Exploring Chianti’s rolling hills and ancient villages is a dream for many travelers, and this Chianti eno-excursion offers a well-rounded taste of the region’s most captivating sights and flavors. Priced at around $70 per person, this 3-5 hour tour takes you through picturesque landscapes, historic sites, and charming towns, with the chance to learn about local winemaking and taste regional wines.
What really stands out is the combination of a guided visit to the Castello di Montefioralle, a medieval village still echoing centuries past, and the opportunity to wander the lively streets of Greve in Chianti, a hub for artisan food and wine lovers. The highlight, according to most reviews, is the visit to an authentic cellar with a guided tasting of some of the best wines Chianti has to offer.
One consideration to keep in mind is that wine tasting itself isn’t included in the price, which might be a downside for those seeking a fully immersive experience without additional costs. However, the tour’s structure makes it flexible, appealing especially to those who want a taste of authentic Tuscany without breaking the bank. This tour seems best suited for travelers who want a concise, informative experience that combines history, scenery, and wine in a friendly, small-group setting.

Looking for more options in Chianti? Here are some other experiences worth considering.
The tour kicks off at Piazza Giacomo Matteotti in Greve in Chianti at 9:30 am, a convenient starting point for travelers staying nearby or arriving via public transportation. The group size is limited to a maximum of 10 people, which ensures a more personal experience—something many travelers appreciate for better interaction and tailored insights.
First Stop: Castello di Montefioralle
We loved the way this ancient village-castle manages to keep its medieval charm alive. Surrounded by rolling vineyards and the Greve valley, the castle offers stunning views that are ideal for photos or just soaking in the scenery. The guide explains the original architecture, giving us a sense of how life must have been centuries ago. With free admission and about an hour here, you get a relaxed introduction to the region’s history.
Second Stop: Greve in Chianti
Next, we wandered into this lively medieval town, famous for its bustling square filled with artisan shops, food stalls, and wine bars. Travelers will find plenty of opportunities to sample local cheese, olive oil, and cured meats, which are part of the region’s renowned gastronomic scene. The guide’s insights about the local products add depth to the experience, and the town’s atmosphere makes it a perfect spot for a casual stroll and some photo ops. Guests have noted the charm of the square and the plentiful food and wine shops.
Third Stop: Wine Cellar Visit and Tasting
The final part involves visiting an authentic Chianti cellar, where you’ll enjoy a guided tasting of regional wines. While the tasting itself isn’t included in the ticket price, many reviewers recommend budgeting around €5 per wine if you want to sample a good selection. The host’s knowledge about winemaking was especially highlighted—“Michel was thoughtful and explained everything including the plant species,” one reviewer shared, emphasizing the personalized nature of this part of the tour.
The praise for guides like Michel is consistent across reviews. Guests rave about their knowledge, kindness, and ability to make complex topics understandable. One reviewer noted Michel’s spot-on wine recommendations, which suggests the guides are both passionate and well-versed in the region’s wines and plants. This personal touch turns a simple sightseeing trip into an educational and memorable experience.
For $69.81, the tour offers a fairly comprehensive introduction to Chianti’s landscapes, history, and wine culture. The inclusion of the visit to the castle and the guided cellar tour provides good value, especially considering the small group size and attentive guides. The tour does not include lunch or wine tastings, which allows travelers to choose their preferred wines at their own pace—perfect for those who want to control their wine budget or prefer sampling a wider variety.
The tour duration of 3 to 5 hours strikes a good balance—it’s enough time to explore without lingering too long, making it suitable for a morning or early afternoon activity. The meeting point is central and accessible, and the tour ends back at the starting location, so no additional logistics are needed.
Since the experience is weather-dependent, poor weather may lead to rescheduling or refunds. The free cancellation policy up to 24 hours before the tour offers flexibility if plans change unexpectedly, making it a low-risk option for travelers.

This experience is ideal for wine enthusiasts, history buffs, and scenery lovers looking for an authentic taste of Chianti’s rural charm. It’s especially suited for small groups and travelers who appreciate guided insights without a heavy price tag. If you’re interested in learning about the region’s winemaking, exploring medieval towns, and enjoying stunning views, this tour ticks all those boxes.
However, if your main goal is a fully immersive wine tasting or a gourmet lunch, you might find this tour somewhat limited in those aspects. The focus here is more on the cultural and scenic aspects rather than an all-inclusive wine experience.

This Chianti eno-excursion offers a balanced mix of history, scenery, and wine education, making it a great pick for those who want a genuine taste of Tuscany’s heartland without excessive costs. The small-group setting and knowledgeable guides elevate the experience, making it personal and engaging. It’s perfect for travelers who enjoy a relaxed pace, want to see a medieval village, and appreciate authentic wine culture.
If you’re seeking a well-rounded introduction to Chianti’s landscape and heritage, with some wine tastings thrown in, this tour delivers excellent value. It suits those with a curiosity for history, a love of scenic views, and an interest in regional wines—just remember to budget a little extra for the tastings themselves.
Is the tour suitable for all ages?
Yes, most travelers can participate, and it’s especially friendly for those interested in history and scenery. Alcohol cannot be served to those under 18, but non-drinkers can still enjoy the sightseeing and guided explanations.
How long does the tour last?
The tour duration is approximately 3 to 5 hours, depending on how long you spend at each stop and whether you participate in tastings.
Where does the tour start and end?
It starts at Piazza Giacomo Matteotti in Greve in Chianti at 9:30 am and finishes back at the same meeting point.
Are the visits to the castle and cellar included in the price?
Yes, entrance and visits to Castello di Montefioralle are included in the ticket price. The wine tastings are not included but are available at additional cost.
What should I bring?
Comfortable shoes for walking, some cash or card for additional wine tastings or purchases, and sun protection if visiting during warmer months.
Can I cancel the tour if my plans change?
Yes, free cancellation is available up to 24 hours before the experience, making it a flexible option for spontaneous plans.
This Chianti eno-excursion offers a well-balanced glimpse into Tuscany’s timeless charm, combining scenic views, historical insights, and the region’s best wines—perfect for curious travelers eager to explore the heart of Chianti.