REVIEW · ITALY
Tour and Tasting at an Organic Winery in the Heart of Chianti Classico Area
The best part of this experience is its close look at organic Chianti Classico winemaking. At Fattoria di Montemaggio, you walk among the vines, hear how the farm works with the soil and grapes, then follow the process into the cellar before sitting down to taste the results. Francesco, a sommelier with a family connection to winemaking, leads many of the visits.
I like the small maximum group of 14 and the tasting of estate products, not just wine. Bread, olive oil, cheese, and salami make this feel like a visit to a working Tuscan farm. The main drawback is the approach: the winery is remote, and the final road is rough and difficult in a small car. Give yourself extra time and check the directions carefully.
Key points to know before you go

- Organic farming comes first: You see the vineyard work and learn how the farm handles its grapes and olive trees.
- Francesco leads a strong tasting: He explains color, aromas, tannins, grape size, and wine styles in clear, approachable language.
- The setting is remote: Expect a rural drive and a bumpy dirt road during the final approach.
- The tasting includes food: Estate olive oil, bread, cheese, and salami accompany the wines.
- The wine count can vary: The standard plan lists five products, while some sessions have included six or seven wines.
- This is a self-drive visit: Hotel pickup and drop-off are not included, and the tour returns to the winery meeting point.
A working organic winery above Chianti

Fattoria di Montemaggio sits in the Chianti Classico area near Radda in Chianti, at Località Montemaggio, 53017 Radda in Chianti SI, Italy. This is not a tasting room in a town center. It is a farm and winery in the countryside, where the setting is part of the experience.
I like that the visit begins with the vineyard rather than a sales counter. You see where the wine starts and hear about the work cycle, grape selection, and organic agriculture before tasting anything. That order matters. A Chianti Classico wine makes more sense when you have first seen the vines, the rows, and the place where the grapes grow.
The farm also produces extra-virgin olive oil. The oil served with the bread comes from the property, so the tasting gives you a look at more than one part of the estate’s work. The simple snack is useful here. Olive oil, bread, cheese, and salami help you taste the wines in a normal Tuscan setting instead of treating each glass like an isolated laboratory sample.
The property is described as beautiful and high on a hill, with wide views over the countryside. You should come for the wine education first, but bring a camera. The drive and the setting are part of the reward.
More Organic and Biodynamic Wineries in Italy
- Wine and food tasting in an organic family winery
★ 5.0 · 170 reviews - Winemaker for a Day: Tour an Organic Winery
★ 5.0 · 135 reviews - Siena: Organic Winery Tour and Wine Tasting
★ 5.0 · 111 reviews
Walking the vines and learning organic agriculture
The vineyard visit explains the working process and the yearly cycle of the vines. You learn how the grapes are selected and how the farm approaches organic production. The exact route can change with weather and farm activity, but the focus is on connecting the finished bottle to the work outside.
This is especially useful if you know little about wine. Francesco explains subjects such as color, smell, tannins, and the effect of grape size on flavor. You do not need to arrive with a technical vocabulary. The explanations are intended to help you understand what you are tasting, not to make you feel tested.
If you already visit wineries often, the organic farming discussion gives this stop more substance. You can ask about how the vineyard is managed and how the farm’s methods affect the grapes. The experience is not only a scenic walk followed by drinks. It gives you a clearer sense of the decisions made before fermentation begins.
The farm’s personal scale also shapes the visit. Fattoria di Montemaggio is presented as a boutique winery that focuses on limited production rather than mass output. That does not mean every bottle will suit your taste, but it does mean the tasting is tied closely to the property and its own production.
Inside the cellar, where grapes become Chianti

After the vineyard, you walk through the cellar and follow the winemaking process. This is the practical center of the visit. You move from the outdoor work of growing grapes to the indoor stages that turn them into finished wines.
Francesco’s explanations make the cellar more useful than a quick photo stop. He covers the methods used at the winery and connects them to the character of the wines you later taste. You may hear about the differences between styles, how the wines develop, and what to notice in the glass.
The experience works well because the tasting does not come first. By the time you sit down, you have already heard about the vines, the farm’s organic approach, and the production steps. I find that sequence makes it easier to remember what you learn.
The tour is usually about two hours. That is enough time for a proper introduction without taking up an entire day in Tuscany. Some visits have lasted closer to three hours, especially when the conversation and tasting run long. If you have a strict onward booking, leave extra space rather than planning a tight connection.
Tasting five or more wines with Tuscan food

The standard description includes a tasting of five products. The food starts with bread and estate olive oil, with cheese and salami served alongside the wine. Some tastings have included six or seven wines, so the exact selection may vary by visit and availability.
That variation is worth understanding before you book. The advertised experience is not a fixed flight with a guaranteed list of bottles. You can expect several wines, including Chianti Classico selections, but you should not choose the tour for one particular vintage or label unless the winery confirms it directly.
The portions are described as good-sized samples, and the tasting is presented as an educational session rather than a quick sip and purchase. You learn how to look at the wine, smell it, and assess its structure. Terms such as tannin become easier to understand when you can compare several wines in the same sitting.
I particularly like the pairing of wine with the farm’s own olive oil. Olive oil tasting is often treated as an afterthought, but here it gives you another way to understand the property. The bread also keeps the tasting grounded and practical, while the cheese and salami make the session more filling than wine alone.
The minimum drinking age is 21. If you are driving, plan carefully. The winery does not provide hotel pickup or drop-off, and the remote setting means you should not assume a quick taxi ride will be easy to arrange.
More Chianti Wine Tours from Italy:
- Florence: Chianti Wineries Tour with Wine Tasting
★ 4.5 · 10,071 reviews - Half day Chianti Vineyard Escape from Florence with Wine Tastings
★ 4.5 · 2,196 reviews - From Florence: Private Chianti Hills Tour with Tasting
★ 4.3 · 809 reviews - Chianti Wineries Tour with Tuscan Lunch and San Gimignano
★ 5.0 · 793 reviews
Francesco makes the teaching easy to follow

Francesco is the guide most often associated with this experience. He works as a sommelier and has spent many years at the winery. His family connection to winemaking goes back to his grandfather, who owned another winery, and he grew up helping on a farm.
That background comes through in the way he explains the subject. He can discuss technical points without making the session feel stiff. The best part of his approach is that he connects the facts to what is in your glass. You are not simply hearing a list of production terms. You are learning why a wine smells, feels, or tastes a certain way.
He also seems comfortable with different levels of interest. If you are new to wine, you can ask basic questions without feeling out of place. If you already know the basics, the conversation can move toward organic methods, grape selection, and differences between styles.
The personal tone is one reason this small winery feels different from a large commercial operation. Staff members are described as doing many jobs around the property, from vineyard work to hosting. You may also meet the farm’s truffle dogs, Birra and IPA, an unusual and memorable detail for animal lovers.
The road to Montemaggio needs real planning

The biggest practical issue is finding the winery. The property is remote, and the final approach includes a rough, rocky dirt road. Small cars have made it there, but drivers have reported needing to proceed slowly in first gear.
Do not treat the drive as a short detour from the main road. Allow extra time, especially if you are unfamiliar with rural Italian roads. Daylight is helpful, and you should follow the exact meeting-point information carefully.
There has also been an isolated problem involving an incorrect address and a missed tour. Since the official meeting point is Fattoria di Montemaggio at Località Montemaggio in Radda in Chianti, check your confirmation before setting off. If anything looks unclear, contact the provider before the day of the visit.
This difficulty is not a reason to reject the experience, but it is a reason to plan well. The setting is part of what makes the winery feel authentic, and the remote location helps explain why this is not a polished urban tasting room. Just do not arrive with only five spare minutes before the start.
Is $48.36 a fair price?

At $48.36 per person, this is a reasonable price for a two-hour visit that includes the vineyard walk, cellar tour, wine tasting, and food. You are not paying only for five glasses of wine. The price also covers the guide’s instruction, access to the working property, and the chance to taste estate olive oil and other local products.
The value is strongest if you want context. A restaurant tasting may offer wine and snacks, but it will not show you the vines or cellar. A scenic drive through Chianti is free, but it will not explain how organic farming and wine production connect.
The price is less attractive if you are mainly looking for a quick drink or a luxury meal. This is a farm visit with a tasting, not a full lunch and not a private chauffeur excursion. Hotel transfers are not included, so transport costs are your responsibility.
The group limit of 14 helps keep the visit personal. A smaller group may allow more questions and a better conversation with Francesco. A full group will feel less private, but it should still be more manageable than a large coach-based winery stop.
Who will enjoy this winery visit?

I would choose this for anyone staying in or driving through Chianti Classico who wants more than a pretty view and a bottle to take home. It suits couples, small groups, solo visitors, and wine drinkers who enjoy learning as they taste.
It is also a good match for people interested in organic agriculture. You see the farm’s approach in the vineyard, then hear how it relates to the wines and olive oil. That makes the visit useful even if you are not an expert on Chianti.
You should think twice if you dislike rural driving, uneven roads, or a tasting that may run longer than planned. The visit also involves walking through the vineyard and cellar, so practical shoes make sense. Service animals are allowed, and most people can take part.
This is not the right choice if you need hotel pickup, a fully accessible urban venue, or a guaranteed list of specific wines. The available information does not promise a private tour, either, although small numbers and occasional individual bookings can make the experience feel personal.
Booking and cancellation details
The experience is offered in English, with a mobile ticket. Confirmation is sent within 48 hours, subject to availability, and the activity has a maximum of 14 participants.
You can cancel for a full refund up to 24 hours before the local start time. Changes or cancellations inside that 24-hour period are not refunded. Poor weather or failure to meet the minimum number of participants can lead to cancellation, in which case you are offered another date or a full refund.
Because the visit depends on outdoor vineyard time, weather can matter. Keep some flexibility in your Tuscany schedule rather than placing this immediately before an important train, flight, or dinner reservation.
Should you book Fattoria di Montemaggio?
Yes, if you want a small-scale, educational Chianti Classico visit and are comfortable driving to a remote hilltop winery. The combination of vineyard, cellar, organic farming, several wines, estate olive oil, and simple Tuscan food gives you plenty for the price.
Book it with realistic expectations. The road is rough, directions deserve attention, and the tasting list can vary. If you plan carefully and allow enough time, Fattoria di Montemaggio offers a genuine look at how a family-connected winery works, with Francesco’s clear teaching adding real value to every glass.
FAQ
Where does the wine tour begin?
The tour begins at Fattoria di Montemaggio, Località Montemaggio, 53017 Radda in Chianti SI, Italy.
Where does the experience end?
The activity ends back at the Fattoria di Montemaggio meeting point.
How long does the tour last?
The scheduled duration is approximately two hours. Some visits may last longer depending on the discussion and tasting.
How many wines are included?
The standard experience includes a tasting of five products. Some tastings have included six or seven wines, so the exact number can vary.
What food is served with the wine?
The tasting includes bread with the winery’s extra-virgin olive oil, plus light snacks such as cheese and salami.
Is transportation from my hotel included?
No. Hotel pickup and drop-off are not included, so you must arrange your own transportation to the winery.
Is the tour offered in English?
Yes. The experience is offered in English.
What is the minimum drinking age?
The minimum drinking age is 21.
Can I cancel for a full refund?
Yes. You can cancel at least 24 hours before the experience start time for a full refund. Cancellations made less than 24 hours in advance are not refunded.
More Food and Drink Experiences in Italy
- Lucca: Guided Winery Tour with Wine Tasting
★ 4.7 · 611 reviews - Montepulciano: Wine Tasting and Cellar Tour
★ 4.8 · 545 reviews - Olbia: Gallura Winery Guided Tour with Tasting
★ 4.7 · 451 reviews - Private 6-Hour Tour of Three Etna Wineries with food&wine tasting
★ 5.0 · 417 reviews
Just added around Italy
- Assisi: Wine tasting, gourmet pairing, walk in the vineyards★ 4.6 · 30 reviews
- Arezzo Experience: Winery Tour and Wine Tasting★ 5.0 · 3 reviews
- Aquileia: Winery Tour and Tasting★ 5.0 · 16 reviews
- Aosta Valley: Visit and wine tasting at the Grosjean winery★ 4.8 · 24 reviews
- Amalfi: Walking tour between Furore vertical Vineyards★ 4.7 · 3 reviews
- Apulia: Guided Vineyard Tour with Wine Tasting★ 4.8 · 7 reviews
- Alghero: Sunset Wine and Olive Oil Tour in Boutique Winery★ 5.0 · 2 reviews
- Alghero: wine tasting w/ local aperitif in the vineyard★ 4.8 · 53 reviews
Italy Vineyard Tours, compared.

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery
Read our review →
Half day Chianti Vineyard Escape from Florence with Wine Tastings
Read our review →
Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence
Read our review →
Chianti Wineries Tour with Tuscan Lunch and San Gimignano
Read our review →
Private Self-Guided E-Bike Ride in Tuscany with Vineyard Visit
Read our review →Browse the lists this tour appears in



