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A Connoisseur’s Guide to Chianti: Inside Castello di Albola with This Time Tomorrow
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A Connoisseur’s Guide to Chianti: Inside Castello di Albola with This Time Tomorrow

Thursday, 19th February 2026

Do you know your Chianti Classico from your Brunello? This Time Tomorrow visits famed winemaker Alessandro Gallo of Castello di Albola to talk tasting notes, high-altitude viticulture and all things Tuscany….

As you wind through the cypress-lined roads of Radda, the air cools, the light shifts and the landscape unfurls into a patchwork of vine-garlended greens. It’s here where you’ll find the medieval village of Castello di Albola perched atop the postcard-pretty hills of the Chianti Classico region. Spread over 900 hectares, the estate boasts a storied past, having passed through the hands of esteemed Tuscan families who have cultivated these slopes since the 15th century. Today, under the ownership of the Zonin family, Albola’s oenophilic tradition prevails thanks to the pioneering vision of Alessandro Gallo, the estate’s visionary Director and Winemaker, whose hands-on approach has come to shape the modern identity of Chianti Classico.

The privileged position of Castello di Albola — undulating between 400 and 680 meters above sea level — gives Gallos wines a distinct edge. Benefitting from a sharp microclimate and significant temperature variations, the estate produces pours that are defined by freshness and longevity. But to really understand Albola’s altitudinous wines, we take you beyond the tasting room and straight to the source, sitting down with Alessandro Gallo to discover the truth behind the terroir. From medieval legends to insider sipping tips, discover Albola through the eyes of the man who shapes it.

 

FIVE MINUTES WITH… ALESSANDRO GALLO 

 

– Which wine from your portfolio are you most proud of and why ?

Every wine must have a character and personality that makes us proud! It’s easy to think that the most powerful or structured wine is the best, but this isn’t always the case. At Castello di Albola, the greatest expression of these values ​​is found in the single vineyard crus, whether Sangiovese (Santa Caterina, Marangole and Solatio) but also from different grape varieties, such as Acciaolo (Cabernet Sauvignon) and Poggio alle fate (Chardonnay).

– Can you explain the difference between Chianti and Chianti Classico? Technically and philosophically 

There is a huge difference between the two denominations: first of all the production area. Chianti is a very large denomination that covers many areas within the Tuscan region while Chianti Classico covers a very limited, historically defined area between the cities of Florence and Siena. Five municipalities in their entirety (Radda, Castellina, Gaiole, Greve and San Casciano) and some portions of other municipalities (Tavarnelle, Barberino, Castelnuovo Berardenga, Poggibonsi). 

These are the highest parts of the territory and certainly among the most suitable. The production specifications are also different: both in terms of ampelographic basis (in classic Chianti more space is given to sangiovese) and in terms of analytical values ​​(more restrictive in classic Chianti). From an organoleptic point of view, Chianti is a fresher wine, easier to approach and to be consumed young; Chianti Classico aims to be a more structured and elegant wine, with greater longevity, to be appreciated a few years after its production.

– Can you briefly tell us about the Gallo Nero legend?

The legend behind the Black Rooster is a favorite of mine. In the Middle Ages, the rival cities of Florence and Siena sought to settle a bitter border dispute. They agreed on a race: at the first crow of a rooster, a knight would depart from each city, and where the two riders met would mark the official boundary. 

Siena chose a white rooster — well-fed and pampered — who predictably slept late into the morning. Florence, however, chose a black rooster. They kept him in a small, dark crate and barely fed him, ensuring he was hungry, irritable, and awake long before dawn. Because the hungry Florentine rooster crowed so early, their knight was miles down the road before the Sienese rider had even mounted his horse. By the time they met at Fonterutoli — within sight of Siena’s walls — Florence had claimed nearly the entire Chianti territory. To this day, the Gallo Nero remains the symbol of our region’s grit and history

 

ALESSANDRO’S INSIDER TIPS FOR WINE LOVERS

 

Master Florence’s food and wine scene

Florence offers a spectrum of ways to experience Tuscan flavors, depending on your mood. For a deep dive into the region’s labels, head to Galleria del Corso for a dedicated bottle shop experience, or visit the historic Pegna Delicatessen to pair your wine with artisanal pantry staples.

When it comes to dining, you’re spoiled for choice. For soulful suppers, visit a traditional trattoria like Trattoria dell’Oste, La Casalinga, Paoli, or Quattro Leoni. Or, for a more refined, contemporary take on Tuscan cuisine, seek out Atto di Vito Mollica or Il Locale.

Know your notes: Chianti vs. Chianti Classico

To taste like a local, look for the evolution of the grape. A standard Chianti is often defined by its bright, youthful energy and notes of fresh red berries. However, a Chianti Classico only comes into its own after three or four years. Look for ‘tertiary’ notes that emerge with age — elegant floral hints of violet, savory spices like pepper and tobacco, and distinct, iron-like qualities.

The ultimate Bistecca Fiorentina pairing 

While almost any Albola wine complements a traditional Bistecca alla Fiorentina, the best pairings respect the ruggedness of the meat. For a truly elevated experience, choose the Solatio — a Sangiovese cru grown on a steep, rocky hectare 550 meters above the sea. If you prefer something bolder, reach for the Acciaiolo, a Super Tuscan Cabernet Sauvignon.

The Winemaker’s secret? Both of these bottles are at their absolute peak when they have about ten years of age behind them.

GO DEEPER WITH THIS TIME TOMORROW 

 

As a guest of This Time Tomorrow, the Albola estate is yours to explore with unparalleled access. Whether you’re looking to sharpen your palate with a private tasting led by the estate’s leading sommeliers, or venture into the hills for a ‘Cuvée and Cashmere’ tour combining vineyard visits with tours of the region’s finest artisans — our concierge handles every detail. Explore our full menu of exclusive local experiences, or discover our top suites for your next gastronomic getaway.

Plus, you’ll find a curated selection of Castello di Albola’s bottles waiting in your suite’s private bar, perfect for a city-gazing sundowner.







Last modified: Thu, Feb 19, '26

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