Reviewed · WINE TASTINGS & WINE TOURS
Italian Wine Tasting with Professional Sommelier in Montepulciano
Montepulciano is one of Tuscany’s best places to learn wine, and this tasting makes the subject easy to grasp without sending you from vineyard to vineyard. You begin on the terrace of Osteria del Borgo, then move below street level for a guided tasting of Italian wines, including Vino Nobile, Brunello di Montalcino, Chianti Classico, and Super Tuscan styles.
I like two things right away: the tasting compares wines from several Italian regions rather than showing you only one local label, and the guides make room for real teaching, from grapes and soil to appellation rules and changing weather. The setting, snacks, water, and chance to stay for dinner add useful value. The main consideration is that this is a cellar-based wine class, not a visit to a working winery or vineyard.
Key points to know before you book

- Seven Italian wines in one sitting: Expect a broad look at Tuscan wine, with possible additions that have brought some tastings to eight or nine pours.
- Guides with different strengths: Francesco, Erica, Tassos, and other staff members lead tastings, bringing personal stories, humor, and strong knowledge of Italian wine.
- A terrace aperitif begins the experience: The 4 pm start opens at Osteria del Borgo before the group moves into the cellar room.
- Food is part of the lesson: Water, bread, local cheese, cured meats, snacks, and sometimes biscotti for Vinsanto help you taste with more context.
- A good choice for serious wine students: The format covers grapes, regions, labeling, production methods, terroir, and wine standards in a focused session.
- The tasting ends where it begins: You return to Osteria del Borgo, where you can arrange a separate meal if you want to continue the evening.
What the 4 pm Montepulciano tasting is really about
This experience is best understood as a wine masterclass held at an inn and restaurant, not as a traditional winery tour. You do not spend the afternoon walking among vines or looking at production tanks. Instead, you sit with a sommelier and taste several wines side by side, which gives you a clearer way to compare them.
That distinction matters. A winery visit can show you how grapes are grown and wine is made in one particular estate. This tasting gives you a wider view of Tuscany and Italy in about one hour and 45 minutes. You can sample different styles without arranging several winery visits or finding transport through the countryside.
The meeting point is Osteria del Borgo at Via Ricci, 5, in Montepulciano. The scheduled start is 4 pm, and the activity finishes back at the same place. Its location near public transportation is useful if you are exploring Montepulciano without a car, though the supplied details do not specify a walking route from your accommodation.
The group can reach 25 people. That is a reasonable maximum for a hosted tasting, but the atmosphere may vary with attendance. Some sessions have been described as very small, with only a few people or around ten participants. A smaller group gives you more space for questions, while a full group may feel more like a formal class.
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Starting on Osteria del Borgo’s terrace

The first part takes place on the renowned terrace of Osteria del Borgo, where you receive an introductory aperitif. This opening helps you settle in before the more structured tasting begins, and it gives the experience a pleasant connection to the restaurant above.
The terrace is also one reason to consider booking this instead of a plain shop-counter tasting. You get a sense of the restaurant and its setting before heading into the cellar room. Some participants have chosen to remain for dinner afterward, using the sommelier’s advice to match local dishes with wine.
Keep your timing in mind. The activity starts at 4 pm, and arriving late cuts into a relatively short session. One family arrived about ten minutes late and was still welcomed warmly, with help getting a stroller downstairs, but that should not be taken as a reason to build lateness into your plans.
Seven wines, with a wider Italian view

The central tasting features seven Italian wines and premium Extra Virgin Olive Oil. The stated focus is on major Tuscan categories, including Vino Nobile di Montepulciano, Brunello di Montalcino, Chianti Classico, and Super Tuscan wines.
The exact bottles can change, and the tasting may include more than seven wines. Several descriptions refer to eight or nine wines, so you should think of seven as the promised baseline rather than a fixed final count. The selection has included white wine, several expressions of Sangiovese, Amarone, and Vinsanto.
That range is valuable because Tuscan wine can seem confusing when you first encounter its labels. You may hear the same grape discussed under different regional names and rules. The sommelier’s job is to help you connect the bottle to its place, production standards, climate, and style.
You can expect discussion of:
- Grape varieties and how they affect aroma, acidity, body, and tannin
- The growing regions of Tuscany and other parts of Italy
- Soil, weather, and local microclimates
- Appellation standards and labeling
- Winemaking methods and bottling
- The difference between traditional regional wines and more flexible Super Tuscan styles
- The effect of climate change on an old wine-producing area
This is where the session earns its price. You are not only tasting seven glasses. You are being given a framework for reading Italian wine lists and labels later in your trip.
Francesco, Erica, and Tassos bring the lesson to life
The experience is led by professional sommeliers connected with the Perbacco Wine Club. Francesco is frequently associated with the tasting, while Erica and Tassos have also led sessions. The tone seems to depend partly on who is hosting, but the common thread is clear: the guides explain wine in plain, engaging English and encourage questions.
Francesco is presented as both a sommelier and the person behind the wine club. Erica is praised for being articulate, warm, and good at making the lesson fun. Tassos brings humor, storytelling, and a particularly strong focus on geography, terroir, production methods, and the people behind each bottle.
I would choose this experience if you want more than a string of pours. The guides talk about why a wine tastes as it does, not just whether it is good. One tasting used six different versions of Sangiovese to show how grape expression changes with place, weather, and local rules. That kind of side-by-side comparison is useful for beginners and for anyone studying wine more seriously.
The style is not stiff or academic. You may take notes, ask detailed questions, or simply listen and enjoy the wine. The information provided includes both casual visitors and a participant preparing for a Level 2 sommelier exam, which suggests the session can work at several levels.
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Local meats, cheese, bread, and olive oil
Wine is easier to understand with food, and this tasting includes complimentary water and snacks. The food has included local cured meats, cheeses, bread, and, in some sessions, biscotti served with Vinsanto.
These are not just filler between glasses. Salty meats can make a wine seem fuller, cheese can soften the perception of tannin, and bread gives you a neutral bite between samples. Premium Extra Virgin Olive Oil adds another distinctly Italian tasting lesson, letting you focus on aroma, texture, and finish outside the wine itself.
Still, this is not advertised as a full meal. If you are hungry, plan to eat separately at Osteria del Borgo or elsewhere. The restaurant has been praised for its food, and staying for dinner is a natural add-on, but dinner is not included in the stated $83.27 price.
The water is a practical touch. Wine tastings can move quickly, and having still or sparkling water helps you stay comfortable. The snacks also make the session more generous than a tasting that offers only small pours and no food.
Cellar atmosphere instead of vineyard machinery
After the terrace aperitif, you move into a cellar room lined with wine bottles and used as a private tasting area. This setting gives the class a cool, intimate feel and keeps attention on the glasses and the guide.
The cellar is attractive, but you should know what it is not. You are not being shown the complete production process of each wine. There is no promise of meeting winemakers, touring vineyards, or seeing barrels at work. If your main goal is to understand harvest operations or visit a producer’s estate, a dedicated winery tour may suit you better.
For learning, the cellar has an advantage. You can concentrate on tasting without the distractions of a long drive between estates. The session also lets you compare wines from smaller vineyards and different parts of Italy in one place, something a single-producer visit cannot offer.
Is $83.27 a fair price?

At $83.27 per person, this is not a budget wine stop. It is also more than a quick tasting at a retail enoteca. The value depends on how much you want from the hour and 45 minutes.
I think the price is reasonable if you would otherwise book several tastings, pay for transport to wineries, or buy separate bottles while trying to work out what you like. You receive a guided comparison of seven wines, food, water, an olive oil tasting, and access to a professional sommelier. The terrace setting and the possibility of staying for dinner make the stop more useful during a short stay in Montepulciano.
The price is less appealing if you already have several winery visits planned or mainly want to drink a single local wine. It is also worth remembering that wine purchases and dinner cost extra. The wine club may be discussed, and some people choose to have bottles or cases shipped home, but joining is optional and the tasting does not require a membership.
The high rating and full recommendation rate suggest a reliable experience, though I would still judge it by your interests. A wine student, curious beginner, or couple planning a food-and-wine evening is likely to get more from it than someone seeking a hands-on vineyard visit.
Who should book this experience

I would recommend it most strongly for:
- First-time visitors who want a clear introduction to Tuscan wine
- Couples looking for an evening activity in Montepulciano
- People who enjoy food, stories, and guided tasting
- Wine drinkers who want to compare Vino Nobile, Brunello, Chianti Classico, and Super Tuscan styles
- Students preparing for wine exams
- Visitors without a car who prefer one central tasting rather than several rural stops
The session also works for people who know little about wine. You do not need to recognize grape varieties or understand Italian labels before arriving. The guides explain the basics and then add detail as the tasting progresses.
I would be more cautious if you dislike group instruction, cannot drink several wines in one sitting, or specifically want to meet the producers. The maximum group size is 25, and the experience is built around spoken explanation. It is social and educational, not a quiet private tasting by default.
Practical details that affect your choice
Book ahead if your schedule is fixed. The experience is often reserved well in advance, with an average booking lead time of 44 days. You receive confirmation at booking, and a mobile ticket makes arrival simple.
The tasting is offered in English. Service animals are allowed, and most people can participate. The meeting point is near public transportation, but the details do not state that the cellar is step-free. If you need specific access arrangements, contact the provider before booking rather than assuming the layout will work for you.
Free cancellation is available up to 24 hours before the 4 pm start time. A cancellation made inside that window is not refunded, and changes made then are not accepted. The cut-off follows local Montepulciano time.
Should you book the Perbacco tasting?
Book it if you want a focused, friendly introduction to Tuscan wine with enough range to make the subject click. The combination of terrace aperitif, cellar lesson, seven or more wines, local snacks, olive oil, and guides such as Francesco, Erica, and Tassos gives you much more than a basic pour-and-smile stop.
Skip it if your ideal afternoon means walking through vines, touring a winery, and speaking with the people who make one estate’s wines. This is a classroom-style tasting in a restaurant setting. For everyone else, especially if you are staying in Montepulciano and want one well-organized wine experience, the $83.27 cost is justified by the variety and the quality of instruction.
FAQ
Where does the wine tasting start?
It starts at Osteria del Borgo, Via Ricci, 5, 53045 Montepulciano SI, Italy.
What time does the experience begin?
The scheduled start time is 4 pm.
How long does the tasting last?
The listed duration is approximately 1 hour and 45 minutes. Some sessions have lasted around two hours.
How many wines are included?
The experience includes seven Italian wines. Some tastings have included eight or nine wines, so the final number may vary.
What types of wine might I taste?
The tasting focuses on Italian and Tuscan wines such as Vino Nobile di Montepulciano, Brunello di Montalcino, Super Tuscan wines, and Chianti Classico. Other examples have included Sangiovese styles, Amarone, Vinsanto, and white wine.
Is food included?
Yes. Complimentary water and snacks are included. The snacks may include local meats, cheese, bread, and sometimes biscotti. Premium Extra Virgin Olive Oil is also part of the tasting.
Is the tasting offered in English?
Yes. The experience is offered in English.
Can I cancel for a full refund?
Yes, if you cancel at least 24 hours before the experience start time. Cancellations or changes made less than 24 hours in advance are not accepted for a refund.
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