Tastings

Brunello and Rosso di Montalcino Tasting: Discovering Sangiovese

Visiting a winery in Montalcino means stepping into one of the places that made Italian wine famous around the world. But truly understanding Brunello di Montalcino takes more than tasting it. It means observing how a single grape variety is transformed by the land, the climate, time and human work.

Roberto Cipresso
23 September 2026
5 min read
#wine tasting #brunello #rosso di montalcino
Montalcino is one of the places that helped write the history of Italian wine. Every year, thousands of wine lovers come to this Tuscan hill to taste Brunello, visit its wineries and understand why Sangiovese reaches here one of its most complete expressions.

But truly knowing Montalcino means going beyond tasting a single bottle. It means observing how the land, the climate, time and human work turn the same grape into profoundly different wines.

This idea is the starting point for the Brunello and Rosso di Montalcino tasting created by Roberto Cipresso: a guided journey that leads visitors to discover Sangiovese through five wines and a comparison between two vintages of Rosso and two of Brunello.

More than a tasting, it is a journey into how a mountain can change the voice of a single grape variety.

Montalcino: One Mountain, Many Identities

When people talk about Montalcino, they often picture a uniform territory. In reality, it is a mountain made up of very different environments.

The vineyards stretch from around 150 to over 600 metres above sea level. Exposures change constantly, and so do the winds, the temperatures and the ripening times of the grapes. Monte Amiata shields the area from the most severe storms, while the constant ventilation keeps the vines healthy throughout the growing season.

The soils, too, tell different stories. Galestro, alberese and ancient marine sediments coexist within the same territory, helping to create wines with distinct personalities.

This is why there is no single Brunello di Montalcino. There are many interpretations of the same place, each able to express different nuances of the same mountain.

Sangiovese and the Character of Place

At the heart of the tasting is Sangiovese, the grape that more than any other defines Montalcino.

It is a variety extraordinarily sensitive to the environment in which it grows. Change the soil, the light, the altitude or the climate, and the way the wine expresses itself changes too, while its identity remains recognisable.

It is precisely this ability to interpret its terroir that makes Sangiovese one of the world's great grape varieties.

The tasting was created to show how the same variety can tell different stories without ever losing its own voice.

Five Wines, One Story

The tasting includes five wines, chosen to guide visitors through a progressive reading of the territory.

The experience opens with Punto Rosa, continues with a comparison of two vintages of Rosso di Montalcino and concludes with two vintages of Brunello di Montalcino.

Each wine is a chapter of the same story and prepares the way for the next, revealing how time and place transform Sangiovese.

Punto Rosa: A First Glimpse of Sangiovese

The tasting begins with Punto Rosa, a rosé made exclusively from Sangiovese.

It is born from the combination of an early harvest, which preserves freshness and acidity, and a portion of must drawn off by saignée during the production of Rosso and Brunello di Montalcino.

The result is a fragrant wine with notes of strawberry, raspberry, cherry and pomegranate, introducing visitors to the character of Sangiovese with lightness, precision and balance.

It is not a preview of Brunello, but the first step towards understanding its identity.

Rosso di Montalcino: The Energy of Youth

Rosso di Montalcino is often seen as Brunello's younger brother. In reality, it is another interpretation of the same territory.

Its character favours freshness, immediacy and energy. Shorter macerations and a shorter ageing period preserve the fruit and allow Sangiovese to speak in a more direct language.

During the tasting, two different vintages are compared precisely to show how climate shapes the wine. Each harvest tells the story of a different season, changing aromas, structure, acidity and balance.

Rosso thus becomes the youngest voice of the mountain, expressing the territory with spontaneity and vitality.

Brunello di Montalcino: When Time Becomes Wine

With Brunello, the pace changes completely.

Time becomes an integral part of its identity. Long ageing in wood, followed by further evolution in bottle, allows the wine to develop complexity, depth and elegance.

The two vintages served during the tasting show how Brunello evolves over the years, moving from youthful strength towards an ever more refined balance.

Rather than seeking power, the tasting invites you to observe how the wine gains harmony, precision and the ability to tell the story of time.

Why Taste Two Vintages?

Comparing two vintages of the same wine means observing the work of nature.

Rain, temperature, sunshine and the pace of ripening change with every harvest, leaving a recognisable trace in the wine.

Tasting two vintages side by side reveals that a wine is never identical to itself. Every bottle is an unrepeatable snapshot of the relationship between climate, terroir and human work.

It is precisely this comparison that makes the tasting so engaging, both for those approaching wine for the first time and for enthusiasts who want to explore how Sangiovese behaves over time.

An Experience to Truly Discover Montalcino

This experience is designed for anyone who wants to understand the territory through wine.

No technical knowledge is required: the comparison between Rosso and Brunello makes the differences between the two interpretations of Sangiovese immediately perceptible.

By the end of the tasting, visitors will not simply have tasted five wines; they will have observed how a single variety can transform according to climate, time, place and human choices.

This is the truest meaning of Montalcino.

Book your Brunello and Rosso di Montalcino tasting and discover how Sangiovese tells a different story every year, while always being born from the same mountain.

→ Book the tasting
Roberto Cipresso

Roberto Cipresso

Winemaker. Author

Search Blog

Recent Articles

Categories

Popular Tags

Related Articles

Continue reading with other articles that might interest you

Tasting at a glance

A guided tasting to discover Montalcino Sangiovese through five wines, including a comparison of two Rosso and two Brunello vintages.

Booking is subject to confirmation. For last-minute enquiries, message us on WhatsApp.

Booking and practical information

How much is a Brunello and Rosso di Montalcino wine tasting?

The guided tasting costs €60 per person and includes five wines: Punto Rosa, two vintages of Rosso di Montalcino and two vintages of Brunello di Montalcino.

How long does the Brunello tasting take?

The tasting lasts approximately 90 minutes. When planning other stops in Tuscany, allow extra time to reach the winery and for any wine purchases.

How do I book a tasting at Roberto Cipresso winery?

Email segreteria@robertocipresso.it or send a WhatsApp message to +39 342 3657743. Include your preferred date, time, number of guests and language; the winery will confirm availability.

Can I book a last-minute tasting or walk in without a reservation?

You can enquire about same-day availability via WhatsApp on +39 342 3657743. If you are already nearby, contact the winery first: walk-ins depend on available spaces and staff.

Is the winery open on Saturdays, Sundays and weekends?

Yes. The winery is open every day, including Saturdays and Sundays, from 9 am to 6 pm. Please check tasting availability, especially on popular dates.

Can I arrange a private wine tasting outside regular hours?

You can request an alternative time for a private experience or group. Contact the winery with your date, group size and requirements; arrangements are subject to confirmation.

Which languages are available for the wine tasting?

Standard tastings are available in Italian, English, French and Spanish. Russian may be requested for private events and team building. Please specify your preferred language when booking.

How can I pay for the tasting?

You can pay in cash or by credit card. PayPal can be arranged, and bank transfer is available for advance bookings. Please agree on any online payment with the winery.

Can I book for one person or for two?

You can enquire for one guest, two guests or a larger party. The winery will confirm your requested date and time; larger groups and exclusive sessions are best arranged in advance.

The wines and the tasting experience

Which wines will I taste during this experience?

You start with Punto Rosa, a Sangiovese rosé, followed by two vintages of Rosso di Montalcino and two vintages of Brunello di Montalcino. Specific vintages depend on the selection available.

What is the difference between Rosso di Montalcino and Brunello?

Both are made from Sangiovese grown in Montalcino. Rosso generally expresses a younger, more immediate style, while Brunello undergoes longer maturation. Tasting them side by side helps reveal differences in style and development.

Why are two vintages of Rosso and two of Brunello compared?

Comparing vintages highlights the influence of weather, ripening and time. It is central to this experience and shows how the same grape and territory can produce different expressions.

Is the tasting suitable for beginners?

Yes. This is a guided experience and no technical wine knowledge is needed. Five wines introduce you to Sangiovese, the region and the differences between Rosso and Brunello; enthusiasts can explore vintage variation in greater depth.

Does the tasting include a vineyard or production-area tour?

The standard experience described here is a guided tasting of five wines. If you would like to visit the vineyards or specific production areas, ask about the options before booking; these visits are not guaranteed in this format.

Will Roberto Cipresso personally host the tasting?

The experience follows a tasting journey designed by Roberto Cipresso. His personal attendance is not included or guaranteed in the standard tasting; if you wish to meet him, enquire about the available experiences in advance.

Are cheese boards, food pairings or lunch included?

This experience includes the guided tasting of five wines; food, lunch and pairings are not listed as included. Please enquire about any additional options before booking.

Can I buy the wines I tasted and have them shipped?

Yes. Ask about bottles available for purchase at the winery or explore the online Wine Shop. For shipping, provide your destination country to check the applicable arrangements.

Visiting Montalcino on a Tuscany trip

Where exactly is Roberto Cipresso winery located?

The winery is at Località Bivio dell’Asso 1, 53024 Montalcino (SI), Tuscany. Search for “Roberto Cipresso Winery Montalcino” on Google Maps for up-to-date directions; free guest parking is available.

Can I include a Montalcino tasting in a Val d’Orcia or Siena itinerary?

Yes. The winery can be a stop on a trip through Montalcino, Val d’Orcia and Siena. Allow around 90 minutes for the tasting, plus travel time, and confirm your appointment before scheduling other visits.

When is the best time of year for a Brunello tasting in Montalcino?

Tastings are offered throughout the year during opening hours, subject to availability. Spring, summer, harvest season and winter offer different atmospheres; book ahead for weekends and busy periods.

Can I visit a Montalcino winery with children?

Children accompanied by an adult are welcome at the winery but cannot take part in alcoholic tastings. Mention them when booking so the visit can be arranged appropriately.

Can I bring my dog to the winery?

Pets are welcome in permitted winery areas when kept on a lead. If you have particular requirements, please mention them when booking.

Can I taste Brunello if I am driving?

A spittoon is available for tasting without swallowing. For road safety, arrange a non-drinking driver or transport; using a spittoon does not guarantee a zero blood-alcohol level.

Can I arrange a tasting for a couple, as a gift or for a small group?

Yes. You can enquire for a couple or group and mention the occasion when booking. For a gift or a private experience, ask the winery which options and arrangements are available.