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Montepulciano Wine Tasting and Tours

The Ultimate Guide to Tuscany's Finest Vintages

Welcome to Montepulciano, a medieval hilltop town that feels like a dream. It sits between the Val d'Orcia and Val di Chiana, regions known for their stunning landscapes, medieval villages, and winemaking traditions. This is Tuscany at its most timeless.

How about Montepulciano wine tour? The town is best known for its flagship wine, Vino Nobile di Montepulciano, one of Italy’s finest red wines. This is your guide to experiencing the best Montepulciano offers—from tastings in ancient cellars to vineyard strolls with a view.

Why Montepulciano?

This isn’t just wine country—it’s a sensory slowdown. The air tastes like history. Vino Nobile di Montepulciano has graced royal tables since the Renaissance, favored by kings and popes. It’s not just a drink. It’s a legacy in a glass.

Made primarily from Sangiovese—Prugnolo Gentile to the locals—this DOCG wine is blended with native gems like Canaiolo or Mammolo. Aged for years, it unfolds in layers: cherry, plum, leather, spice, and earth. Elegant. Structured. Timeless. Alongside Brunello and Chianti Classico, Vino Nobile completes Tuscany’s holy trinity of reds. And it all begins here.

Great Montepulciano Wineries to Visit

1. Avignonesi

A pioneer in biodynamic viticulture, Avignonesi creates wines with character, elegance, and depth. Their Vino Nobile is silky and expressive; the golden Vin Santo is a must for sweet wine lovers. The estate offers great experiences: guided tastings, vineyard lunches, and hands-on cooking classes that bring Tuscan flavors to life.

Tip: Don’t miss their Vertical Tasting—a rare opportunity to experience how Vino Nobile gracefully evolves.

2. Boscarelli

Family-run and steeped in tradition, Boscarelli channels generations of passion into every bottle. Their Vino Nobile di Montepulciano is celebrated for its balance, vibrant minerality, and subtle whisper of spice. Visits feel personal—you’re often welcomed by a member of the family, making the experience as heartfelt as it is flavorful.

Tip: Opt for a private tasting to get an intimate, behind-the-scenes look at their meticulous winemaking process.

3. Poliziano

Their iconic Asinone—a single-vineyard Vino Nobile—is among the region’s most celebrated wines: bold, structured, and refined. The estate pairs sleek architecture with panoramic views, making every visit a feast for the senses.

Tip: Feeling adventurous? Ask about their Super Tuscan-style blends for a bold twist on classic Tuscan.

4. Cantine Dei

Striking both in glass and stone, Cantine Dei is as renowned for its wines as it is for its breathtaking travertine winery. Their Vino Nobile di Montepulciano is bold, expressive, and artfully crafted. This experience blends architecture, wine, and nature beautifully.

Tip: Time your visit for one of their music-themed events or evening tastings—a perfect pairing for warm summer nights.

Best Wine Experiences

Underground Cellar Tours

Beneath Montepulciano’s streets are centuries-old wine cellars carved into the rock. You’ll find aging barrels, cool stone walls, and history in every corner. Start with: 

  • Contucci: One of the oldest families in town. Their cellars date back to the 13th century.
  • Talosa: Offers an immersive tasting in a stunning underground cave. 

Vineyard Walks and Picnics

Many Montepulciano estates now offer vineyard walks followed by picnics—a perfect way to savor the region’s natural beauty and culinary delights. Imagine wandering through rows of sun-kissed vines, breathing in the crisp Tuscan air, before settling down with a carefully prepared basket filled with local specialties. Inside, you’ll find a selection of seasonal delights: creamy fresh pecorino cheese, delicate slices of prosciutto, aromatic truffle-infused dishes, and, of course, a bottle of the estate’s finest Vino Nobile to toast the moment. 

The sweeping views of rolling hills and golden fields set the scene for a leisurely meal that feels intimate and unforgettable. Whether it’s spring’s fresh produce or autumn’s rich harvest, each picnic reflects the best of the season—and the heart of Tuscany.

E-bike Wine Tours

E-bike wine tours take you through stunning Tuscan landscapes, stopping at Montepulciano’s finest wineries. Glide effortlessly up rolling hills and along quiet country roads, enjoying fresh air and spectacular views without breaking a sweat. It’s the perfect way to explore multiple estates in a single day—sampling exquisite wines, learning from passionate winemakers, and soaking in the scenery—all while staying active and guilt-free. These tours offer a fun, eco-friendly way to explore the region with ease and style.

When to Visit

The best times to visit are:

  • Spring (April–June): Green fields, wildflowers, and fewer crowds.
  • Harvest Season (September–October): Watch the grape harvest in action. Many wineries host festivals and special events.
  • Fall (October–November): Crisp air and wine festivals, including the Festa del Vino Nobile.

What to Taste

Here’s a quick guide:

  • Vino Nobile di Montepulciano DOCG
    Aged minimum 2 years (3 for Riserva). Ruby red, full-bodied, with notes of cherry, plum, tobacco, and spice.
  • Rosso di Montepulciano DOC
    Younger, fresher, perfect for lunch or aperitivo. Great value and very food-friendly.
  • Vin Santo
    A traditional dessert wine made from dried grapes. Sweet, rich, and perfect with cantucci (almond cookies).

Where to Stay

Agriturismo options (farm stays) are abundant—and magical. You wake up to birdsong, walk among vines, and end your day with wine under the stars. Here are a few top picks:

  1. La Bruciata: Family-run, beautiful pool, homemade breakfasts.
  2. Salcheto WineHouse: Eco-friendly suites right in the vineyard.
  3. Il Tosco: Boutique elegance with tastings and private cooking lessons.

Why This Trip Matters

Montepulciano isn’t just about wine. It’s a journey that goes beyond the bottle, inviting you to slow down and fully experience the Tuscan way of living.

However, planning the perfect trip can be overwhelming. That’s where Winera steps in. Whether you’re searching for authentic winery visits, curated tastings, or exclusive vineyard experiences, Winera simplifies it all. It helps you discover hidden gems, book unique activities, and tailor your itinerary—all in one place. No more endless searching or guesswork!

Discover Winera’s Finest Tuscan Wine Experiences

On the Winera website, you’ll find top experiences like guided vineyard walks, intimate cellar tours, cooking classes with local chefs, and great wine and food pairings. Whether it’s a sunset picnic overlooking rolling hills or a vertical tasting of aged Vino Nobile, these curated adventures bring Tuscany’s spirit to life.

Montepulciano wine tasting is wine tourism at its best. If Tuscany is on your list, please make Montepulciano a priority. Cheers to your next great adventure!

Italy, Tuscany, Il Molinaccio Di Montepulciano - Wine tasting and tour

Stroll through sunlit vineyards where cicadas softly sing, then savor three wines in a rustic cottage, surrounded by nature’s beauty and timeless Montepulciano tales.

Italy, Tuscany, Tenuta Golo - Sip & Savor

Taste four wines—rosé, red, local, and international variety—guided personally by the winemaker in an intimate, private setting. Alongside the wines, you’ll also have the chance to enjoy the estate’s olive oil, discovering the true flavors of Tuscany.

Italy, Tuscany, Tenuta Golo - Barrels & Reds

Explore the heart of Montepulciano at Tenuta Golo with a guided tour of the vineyards and cellar, where sustainable practices meet tradition. The experience ends with a tasting of four estate wines and their own olive oil, led by an expert sommelier. 

Italy, Tuscany, Icario - Gold Tour & Tasting Experience

Indulge in Icario Winery’s Gold Tour & Tasting, where Tuscan elegance meets sensory delight. Wander the cellar, then savor six top wines and rich olive oil, all set against Montepulciano’s stunning landscape. In just 80 minutes, experience a perfect blend of heritage and passion in every sip—a memorable journey for the true wine lover.

Italy, Tuscany, Icario - Platinum Tasting Experience

At Icario Winery, Tuscany’s breathtaking Montepulciano countryside meets award-winning wines and stunning modern design. The Premium Tasting invites you to savor seven exquisite wines, rich olive oil, and traditional grappa, all served with panoramic valley views.

Italy, Tuscany, Podere Della Bruciata - Wine Tasting at The Panoramic Terrace

At Podere della Bruciata, tour organic vineyards and the wine cellar. Taste three natural crus wines—white, rosé, and red—paired with a generous platter of local specialties. All of this takes place on a panoramic terrace, offering stunning views of the Tuscan countryside. The tour is guided in both English and Italian.

Italy, Tuscany, Fattoria Della Talosa - Taste of Talosa Light Lunch

At Fattoria della Talosa, explore the historic cellar—an ancient underground network dating back to the Etruscans. Taste four outstanding wines, from Nobile di Montepulciano DOCG to the Super Tuscan ‘Pietrose,’ paired with bruschetta drizzled with estate olive oil, creamy Pecorino di Pienza, and traditional Tuscan cold cuts. This is a rich, 90-minute taste of Tuscany’s heritage.

Italy, Tuscany, La Combarbia - Standard Wine Experience

Discover the rich heritage of Tuscan winemaking at La Combarbia with a guided tour of the authentic cellar, where spontaneous fermentation and barrel aging reveal the craft behind each wine. Then, savor a curated tasting of four exceptional wines—including Vino Nobile di Montepulciano DOCG, Rosso di Montepulciano DOC, and Toscana IGT.

Italy, Tuscany, Salcheto - Wine tour and tasting

Salcheto Winery invites you to experience Tuscan wine culture through a guided cellar tour and tasting of three distinctive organic wines, all set amidst the scenic Montepulciano vineyards. Known as Italy’s first energy-independent winery, Salcheto blends tradition with innovation, championing sustainability at every step.

Italy, Tuscany, Tiberini Wines - Wine Enthusiast

Discover the essence of Montepulciano at Tiberini Winery with a guided tasting of their full range of wines, including exclusive barrel samples. Paired with local cheeses and cured meats, this experience offers a true taste of Tuscan tradition.

Have you been to Montepulciano?

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