Where to Eat and Drink in Tuscany

Restaurant Category — Tuscany
Best Tuscan Wineries Borgo Vescine

Borgo Vescine

Wineries
Set within a restored medieval village in Chianti Classico, Borgo Vescine combines a working winery with a place to stay. Vineyards surround the borgo, and tastings are often paired with long lunches or dinners on site. The wines reflect the region, structured and balanced. It’s easy to see why it’s included among the best Tuscan wineries for the overall experience.
Best Tuscan Wineries Fattoria di Sammontana

Fattoria di Sammontana

Wineries
Fattoria di Sammontana feels less like a formal winery and more like a place you’re welcomed into. Production stays small, with a focus on traditional Tuscan varieties and straightforward methods. Visits are often guided by those who know the estate personally. Among the best Tuscan wineries, it stands out for its scale and the sense of being shown something rather than sold to.
Best Tuscan Wineries Montechiaro Organic Winery

Montechiaro Organic Winery

Wineries
Just outside Siena, Montechiaro sits within a large working estate where vines, olive trees, and farmland exist side by side. The wines follow organic principles, with minimal intervention and a focus on Sangiovese. Tastings often happen overlooking the hills. It’s one of the best Tuscan wineries if you’re looking for something quieter and more closely tied to its landscape.
Best Tuscan Wineries Ruffino 1877

Ruffino 1877

Wineries
Ruffino is not a single estate but a historic Tuscan wine house with vineyards spread across the region, from Chianti Classico to Montalcino. Founded in 1877, it offers a broader view of Tuscan wine than most visits. Tastings often reflect that range. When talking about the best Tuscan wineries, Ruffino represents the scale and legacy behind the region’s reputation.
Best Tuscan Wineries Avignonesi

Avignonesi

Wineries
Near Montepulciano, Avignonesi has quietly become one of the leading biodynamic estates in the region. Vineyards are worked without chemicals, and the wines, especially Vino Nobile, feel precise but still shaped by the soil they come from. Tastings move slowly through the estate. Among the best Tuscan wineries, this is one where the philosophy behind the wine really shows.
Best Tuscan Wineries Fattoria Corzano e Paterno

Fattoria Corzano e Paterno

Wineries
In the hills south of Florence, Corzano e Paterno still feels like a working farm rather than a polished winery. The Corsini family produce Chianti alongside pecorino made from their own sheep, often tasted together at the table. Visits are simple and personal. It’s easy to understand why it’s considered among the best Tuscan wineries for something genuinely rooted.
Places To Eat In Tuscany Osteria Le Logge

Osteria Le Logge

Best Places to Eat
Inside Siena’s old streets, Osteria Le Logge blends the character of a traditional osteria with a slightly more thoughtful kitchen. Fresh pasta, Tuscan meats, and seasonal vegetables move across the menu with care. The room stays lively but relaxed. Among the many places to eat in Tuscany, it’s a restaurant people return to again and again.
Places To Eat In Tuscany Trattoria di Sor Paolo

Trattoria di Sor Paolo

Best Places to Eat
In the hill town of Anghiari, Trattoria di Sor Paolo has the warmth of a place that has been feeding locals for years. Plates of handmade pasta, wild boar ragù, and slow-cooked meats arrive without fuss. The dining room fills quickly with conversation. It remains one of those places to eat in Tuscany that people remember long after the meal.
Places To Eat In Tuscany Il Borgo Machiavelli

Il Borgo Machiavelli

Best Places to Eat
At Il Borgo Machiavelli just outside Florence, history sits quietly in the background. The estate once belonged to Niccolò Machiavelli, and today tables look across vineyards and olive groves that still shape the landscape. Tuscan dishes arrive simply, grilled meats, pasta, local wine. Among places to eat in Tuscany, the setting here carries just as much weight as the food.
Places To Eat In Tuscany Casa Masi

Casa Masi

Best Places to Eat
Finding Casa Masi means driving a little deeper into the Tuscan countryside. The reward is a farmhouse kitchen where plates arrive generous and familiar, handmade pasta, grilled meats, vegetables gathered close by. Lunch often drifts into the afternoon with wine on the table. It’s the sort of place to eat in Tuscany that feels discovered rather than planned.
Places To Eat In Tuscany Osteria Miranda

Osteria Miranda

Best Places to Eat
In the small hill town of Montisi, Osteria Miranda keeps things grounded in the cooking people know here. Pici pasta with ragù, slow-braised meats, and vegetables from nearby farms appear on a menu that moves with the seasons. The room is small and lively most evenings. Among places to eat in Tuscany, it feels firmly rooted in village life.
Places To Eat In Tuscany Oltre il Giardino

Oltre il Giardino

Best Places to Eat
Just beyond Siena’s busy streets, Oltre il Giardino feels like a quiet pause from the city. Tables sit among greenery while the kitchen sends out Tuscan favourites, fresh pasta, grilled meats, vegetables dressed simply with olive oil. Dinner tends to stretch late into the evening. It’s the kind of place to eat in Tuscany where locals settle in and stay awhile.
Places To Eat In Tuscany Podere il Casale

Podere Il Casale

Best Places to Eat
High above the Val d’Orcia outside Pienza, Podere Il Casale looks across rolling fields where the farm’s sheep still graze. Much of the meal begins there, pecorino made on site, vegetables from the garden, olive oil pressed nearby. Lunch unfolds slowly on the terrace with wide valley views. Among places to eat in Tuscany, few feel this connected to the land.

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At Calisto and Dinette, the evening stays easy, small rooms, tables close together, nothing pushed too far. Somewhere like Cantine de Caron shifts the pace entirely, louder, longer tables, the room building as plates keep coming. Then there are places like Café De Klepel and Van Puffelen, where everything slows again, wine, water outside, the feeling of staying longer than planned. arrives.

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At places like Café Twee Prinsen and GlouGlou, the evening often starts outside, stools filling early, glasses moving between tables as the light lingers. Somewhere like Bar Centraal or Parlotte pulls things inward again, smaller rooms, closer tables, the pace settling once you sit down and the first bottle arrives.

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At Café ’t Papeneiland and Tabac, the room never feels like it’s trying to change, candles, wood, and a steady flow of people coming and going without much shift in pace. Somewhere like Café ’t Smalle opens out to the canal, afternoons stretching outside before the evening pulls things back in. Then there are places like Café de Wetering, where everything centres around the fire, the room settling as the night moves on.

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At places like Louf and SAINT-JEAN, the day starts early, queues forming, shelves already thinning before midday. Somewhere like Knock Knock or Salvo sits more within the neighbourhood, people dropping in on their way past, bags in hand, not much said. Then there are stops like Uncommon, where coffee stretches things out a little longer, or Pat’s, where it’s less about staying and more about eating something warm on the street.