Tuscany isn’t just a region—it’s a feeling. It’s the golden glow of the vineyards at sunset, the clink of glasses over a long lunch, and the warmth of locals who treat you like famiglia.
While its wines (hello, Chianti, Brunello, and Super Tuscans) have earned global acclaim, it’s the way they’re served—alongside homemade tagliatelle, views of cypress-lined hills, and stories from the winemakers themselves—that makes Tuscany unforgettable. These are the wineries that do it all.
Castello di Ama – Gaiole in Chianti
Picture/Castello di Ama/ALESSANDRO MOGGI
This hilltop estate fuses wine, contemporary art, and fine cuisine. After sipping their award-winning Chianti Classico, guests can tour a world-class collection of installations across the estate before settling into the on-site restaurant, Il Ristoro. Expect traditional Tuscan dishes with a refined twist—think wild boar ragù with hand-rolled pici.
Castiglion del Bosco – Montalcino
Picture/Exclusive Italy Weddings
Founded by Massimo Ferragamo (of the fashion dynasty), this luxury estate combines centuries-old winemaking with modern indulgence. Tour the cellars, enjoy a chef’s tasting menu, or stay at the Rosewood resort set within the estate. Brunello tastings are often paired with truffle dishes and sweeping views of Val d’Orcia.
Tenuta di Ghizzano – Peccioli (Pisa Province)
Picture/Winalist.com
A hidden gem away from the Chianti crowds, this estate is one of Tuscany’s oldest family-run wineries, producing organic wines with minimal intervention. Visitors are welcomed like friends, and lunch is often shared al fresco with the owners. Their “Veneroso” red blend is a standout, best enjoyed with fresh bread and local cheese.
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Fattoria La Vialla – Castiglion Fibocchi (Arezzo)
Picture/Enjoy The Good Life
An organic, family-run estate that feels like authentic Tuscan hospitality with a slow-living philosophy. La Vialla is as much about sharing a way of life as it is about wine. Visitors can enjoy cellar tours, hearty homemade meals made with farm produce, and generous tastings of biodynamic wines and olive oil. They even send guests home with recipes.
Tenuta di Capezzana – Carmignano
MTV/Toscana
This estate has been making wine since the days of the Medici. Alongside their elegant Carmignano DOCG reds, the highlight is the onsite cooking school. Book a class to learn how to make Tuscan staples like pappa al pomodoro or cantucci, then enjoy your meal paired with their wines.
Podere il Casale – Pienza
Picture/Nils-Peter Töpfer, JustPhotography?!
Perched above the Val d’Orcia, this organic farm and winery offers a full sensory feast. From making pecorino cheese and picking herbs from the garden to dining under the stars with a glass of their natural wine, it’s all about connection to the land and its bounty. This is a holistic food-and-wine immersion that feels deeply rooted in Tuscan culture.
Antinori nel Chianti Classico – Bargino (near Florence)
Picture/World’s Best Vineyards
The Antinori family has been making wine for over 600 years, but this futuristic winery proves they aren’t stuck in the past. The architecture is a stunner, seamlessly blending into the landscape. Pair their iconic Super Tuscans with bites from Rinuccio 1180, their rooftop restaurant.
Avignonesi – Montepulciano
Picture/Avignonesi Winery
Known for its elegant Vino Nobile, this estate also champions biodynamic practices and regenerative farming—a conscious luxury experience that’s deeply nourishing. Their “wine and food experience” includes a five-course seasonal lunch that highlights ingredients from their estate garden and farm, perfectly paired with each wine.
Castello Banfi – Montalcino
Picture/Banfi
This is your one-stop Brunello haven. A luxury hotel, fine-dining restaurant, and sprawling wine estate all rolled into one, Castello Banfi offers tastings, vineyard picnics, and chef-curated meals showcasing local flavours like truffles and pecorino.
Badia a Coltibuono – Gaiole in Chianti
Picture/Bella Toscana
Once a 12th-century monastery, this atmospheric estate is now a peaceful retreat where heritage and hospitality intertwine. Guests can enjoy guided tastings of organic Chianti Classico, followed by a slow lunch in the rustic osteria, which uses ingredients from the estate garden. Cooking classes and vineyard stays round out the experience.
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