An aerial view of the unique circular barrel cellar at Podere le Ripi, a winery in Tuscany
August 12, 2025

Our Top 7 Wineries in Tuscany: Your Essential Guide

Rolling hills dusted with cypress trees. Honey-hued farmhouses under the Tuscan sun. And, of course, some of the finest wines on the planet. For lovers of wine and beauty, Tuscany remains one of the world’s most alluring destinations — and in 2026, it’s as captivating as ever.

Not sure where to start? This curated selection of the best wineries in Tuscany reflects the region’s extraordinary diversity, from Chianti Classico to coastal Bolgheri, from picturesque estates to boutique producers. Whether you’re drawn to bold Super Tuscans, age-worthy Brunellos or elegant Sangioveses, these wineries offer an immersive sense of place, history and artistry.

At SmoothRed, we’ve explored every corner of Tuscany to bring you the very best. Here’s our curated selection of must-visit wineries for 2026. Here are seven estates that stand out for their provenance and unforgettable tasting experiences.

Antinori, Badia a Passignano (Chianti Classico)

An aerial view of the Antinori Badia a Passignano winery in the Tuscan countryside

In the heart of Chianti Classico, Antinori’s Badia a Passignano estate is a brilliant example of elegant Tuscan winemaking. Set within a beautifully preserved 11th-century abbey surrounded by centuries-old vineyards, this is one of the most atmospheric wine destinations in the region.

Owned by one of Italy’s most revered wine families, the estate produces a celebrated Chianti Classico Gran Selezione from the ancient vineyards surrounding the abbey. Tastings take place in vaulted cellars beneath the monastery or in the refined on-site Osteria di Passignano, a Michelin-starred restaurant offering impressive wine pairings with regional dishes.

Visits are by appointment only, but leave this to us — we’ll arrange your exclusive tasting experience so you can relax and fully savour the moment.

Ornellaia (Bolgheri)

Beautiful large oak tree in the middle of the vineyards of Ornellaia in Bolgheri, Tuscany with a sunset backdrop

Few wineries carry the prestige and global recognition of Ornellaia. Set along the coastal hills of Bolgheri, this iconic estate has become synonymous with the Super Tuscan movement, producing some of the most sought-after wines in Italy and the wider world.

Visits are by appointment only, offering an intimate look behind the scenes of this benchmark producer. Beyond the sleek cellars and contemporary art installations lies a deep respect for nature and terroir. Tastings typically include the estate’s flagship Ornellaia as well as Le Serre Nuove, each reflecting the estate’s signature blend of finesse, structure and coastal vibrancy. 

For serious collectors and aficionados, it’s sacred ground — this is an estate that’s truly iconic. And, at SmoothRed, we’ll ensure every visit feels personal, memorable and exactly tailored to your tastes.

Podere le Ripi (Montalcino)

An aerial view of the lush green Podere le Ripi wine estate in the Tuscan countryside

We love recommending Podere le Ripi for clients seeking something a little different. Podere le Ripi was founded by Francesco Illy (of the Illy coffee family) and this biodynamic estate on the eastern slopes of Montalcino is redefining Brunello production with reverence and bold experimentation.

Its striking “Golden Cellar” (a spiralling, hand-built structure made from thousands of clay bricks) is as much a symbol of sustainability as it is of beauty. Tastings here are thoughtful and immersive, usually including the Brunello di Montalcino “Lupi e Sirene,” the Rosso di Montalcino and a handful of micro-vinified cuvées.

Le Macchiole (Bolgheri)

Fermentation cellar and barrel room at Le Macchiole, a winery in Tuscany

Just minutes from Ornellaia yet offering a distinctly different perspective, Le Macchiole is one of Bolgheri’s most refined and forward-thinking estates. Pioneers of single-varietal Super Tuscans (including the 100% Cabernet Franc “Paleo Rosso”) the estate has gained a devoted following for its purity of expression.

The approach here is minimal intervention, allowing the natural character of each variety and vineyard to shine. Visits are serene and personal, often including tastings of their flagship reds alongside a stroll through well-maintained vines under the soft coastal light.

If you’re intrigued by minimal intervention wines, let us craft your visit to Le Macchiole. It’s exactly the kind of authentic experience we specialise in.

Colle Bereto (Radda in Chianti)

The beautiful Colle Bereto wine estate in Tuscany, with gently rolling green vineyards and a large stone estate house

Tucked into the hills above Radda, Colle Bereto is a hidden gem that blends organic winemaking with sweeping views and boutique charm. The estate’s historic farmhouse and manicured vineyards feel wonderfully removed from the bustle of the world — yet the wines themselves are full of presence and precision.

From their elegant Chianti Classico Gran Selezione to a structured Pinot Nero that surprises even the most seasoned tasters, Colle Bereto showcases what happens when tradition meets thoughtful innovation. The estate also produces its own olive oil and offers private tastings that are relaxed yet impeccably curated.

We adore Colle Bereto for its boutique charm and privacy — perfect if you’re looking for an intimate escape, and our experts can secure your ideal tasting experience.

Le Potazzine (Montalcino)

A corridor winds through the aging cellar at Le Potazzine, a Tuscan Brunello wine estate

Family-run and fiercely dedicated to quality, Le Potazzine is a standout among Brunello producers. With vineyards located at some of the highest altitudes in Montalcino, the wines here are known for their finesse, freshness and graceful aging potential.

At SmoothRed, we guide clients here to experience Brunello at its most refined, away from the tourist routes and into the heart of authentic Tuscany.

The estate is proudly traditional, using natural yeasts and long aging periods in large Slavonian oak casks. Tastings are personal and thoughtful, reflecting both the precision of the winemaking and the warmth of the people behind it. Their Brunello di Montalcino is consistently ranked among the best: elegant, complex and unmistakably site-driven.

If you’re seeking the quieter side of Montalcino, away from crowds and tourist routes, this is the place.

Oliviera (Montalcino)

The Abbey of Sant'Antimo peacefully located amongst the Tuscan countryside, before a hill covered by lush greenery, near Montalcino, Siena, Italy.

At SmoothRed, we love introducing clients to wineries that are deeply tied to tradition, and Oliviera is exactly that. 

Set just outside the picturesque hilltop town of Montalcino, this family-run spot has been passionately stewarded by the Bandini family for over 50 years. Their philosophy is beautifully simple: creating authentic, characterful wines that express the natural variability of each vintage and their unique terroir. 

Instead of relying on modern technological shortcuts or catering to standardised international tastes, Oliviera crafts wines that speak honestly of their place — warm, fruity, enveloping and refreshingly genuine. Tastings here are wonderfully intimate, offering you the chance to experience Chianti Classico as it should be: unpretentious, vibrant and deeply tied to its roots.

Let SmoothRed craft your dream Tuscan wine getaway

At SmoothRed, we’re here to make sure your trip is as flavour-packed as it is unforgettable. Whether you’re dreaming of a weekend in a Chianti villa, a full-on food and wine adventure or a bespoke tour across Italy’s top wine regions, we’ve got you covered.

Our expert Travel Designers build every trip from scratch — so whether you want truffle hunts, Michelin-starred magic or slow mornings sipping espresso in the piazza, we’ll make it happen.

Ready to plan your Tuscan escape?

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A road winding through the stunning, lush fields of the Tuscan countryside, decorated with beautiful, pointy cypress trees, heading into the sunset.

FAQs about visiting wineries in Tuscany

What is the best wine region in Tuscany?

Brunello di Montalcino, a region of Tuscany south of Siena, is warmer and drier than Chianti and considered one of the best red wine regions in Tuscany. Made from 100% Sangiovese Grosso grapes, Brunello di Montalcino is a full-bodied red wine aged for a minimum of 5 years with highly structured notes of dark cherry, tobacco, leather and spice.

What is considered the most famous wine of Tuscany?

Chianti and Chianti Classico is one of the most famous wines of Tuscany from a minimum of 70-80% Sangiovese grapes. The Chianti Classico DOCG is a separate designation from Chianti with stricter production requirements and greater complexity. You can expect reds with vibrant acidity and savoury notes of red cherry, violet, herbs.

Is it worth doing a wine tour in Tuscany?

Yes, it is absolutely worth doing a wine tour in Tuscany! As one of the best renowned wine regions in Italy, Tuscany is picturesque with various sub-regions. On a Tuscan wine tour, you can visit small, local producers for truly authentic experiences. With SmoothRed, your wine tasting tour will be completely tailormade to your specific tastes and interests.

What's the difference between Tuscany's red wines?

Tuscany has many famous red wine varieties such as Chianti, Chianti Classico, Brunello di Montalcino and Vino Nobile di Montepulciano. Most of the red wines focus on 100% Sangiovese or Sangiovese grape blends, alongside international varieties such as Cabernet Sauvignon, Merlot, Syrah and Petit Verdot.

What is a ‘Super Tuscan’ wine?

Super Tuscan wines are premium Tuscan wines that use international grape varieties like Cabernet Sauvignon and Merlot instead of traditional Italian grapes. Created in the 1970s, famous examples include Sassicaia and Ornellaia. They’re called “Super Tuscan” because they broke traditional Italian winemaking rules but became some of Italy’s most prestigious and expensive wines.

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