Brunello and Montepulciano Wine Tour from Cortona

If you’re dreaming of exploring Tuscany’s renowned wine regions without the hassle of figuring out rural roads or driving yourself, this Brunello and Montepulciano Wine Tour from Cortona might be just what you’re looking for. We haven’t done this exact tour ourselves, but based on reviews and detailed info, it seems like a well-rounded way to taste some of Italy’s best wines while soaking up the scenic beauty of the countryside.

One of the things we love about this experience is the stress-free transportation—a huge plus when navigating Tuscany’s sometimes confusing, winding roads. Plus, the focus on small-group intimacy—limited to just eight travelers—means more personalized attention and a relaxed vibe. However, keep in mind that the price point is around $390 per person, which might seem steep unless you’re really into wine or want a premium experience.

This tour is especially suitable for those who enjoy guided tasting experiences, picturesque drives, and a good dose of local culture. If you’re looking to learn about Tuscany’s most famous wines like Brunello di Montalcino and Vino Nobile di Montepulciano, and enjoy tasting them in authentic settings, this could be a great fit. It’s less ideal if you’re after a completely independent experience or are on a tight budget.

Key Points

• All-inclusive comfort: round-trip transportation, wine tastings, and a traditional Tuscan lunch included.
• Expert-guided: knowledgeable drivers and guides enhance your understanding of the wines and region.
• Curated stops: carefully selected wineries and charming stops like Pienza make for a well-rounded day.
• Scenic routes: drives through the Val d’Orcia offer some of Italy’s most stunning landscapes.
• Authentic experiences: visits to both boutique and well-known wineries let you see different sides of Tuscan winemaking.
• Flexible and convenient: hotel pickup and drop-off make logistics simple, especially for those staying nearby.

What to Expect from the Itinerary

Montalcino

The tour kicks off in Montalcino, a town synonymous with Brunello di Montalcino, one of Italy’s top wines. Here, you’ll visit a boutique winery owned by passionate locals, where you’ll get a chance to meet the owners and sample their Brunello, Riserva, and Supertuscan wines. Expect about two hours to explore the cellar, taste a variety of wines, and learn some of the secrets behind the region’s iconic reds.

According to reviews, the tastings here are quite informative. One traveler mentioned that the first winery provided a “better understanding of Nobile di Montepulciano,” even though that’s a different wine, indicating the tasting was educational and engaging. The boutique setting also means more personalized attention, and the owners often share stories that add depth to the experience.

Val d’Orcia

Next, you’ll head into the Val d’Orcia, famous for sweeping landscapes and rolling hills. This drive alone is worth the trip for many; the roads wind through picturesque fields and charming villages. Once at the second winery—a well-established and historic Brunello producer—you’ll enjoy another tasting session, this time in an estate with a long history.

Guests consistently highlight the beauty of the scenery and the quality of the wine. One review noted that the winery was “beautiful,” and the wines paired with the surroundings make for a memorable experience. The second stop is less boutique, more renowned, providing a different perspective on Tuscany’s winemaking traditions.

Pienza

After the winery visits, there’s a charming stop in Pienza, often called the “ideal city” of the region. This small town offers lovely streets, a picturesque cathedral, and the chance to stretch your legs. Here, you’ll get to sample local Pecorino cheese—a famous specialty of the area.

Travelers have loved the opportunity to stroll through Pienza’s compact streets, taking in panoramic views of the countryside. One reviewer appreciated the “hour stop to grab Pierino cheese,” emphasizing that the visit was both scenic and tasty.

Montepulciano

The final part of the day is dedicated to Montepulciano, a hilltop town with a rich winemaking tradition. Here, you’ll enjoy a pairing lunch in a historic underground cellar, dating back centuries. The setting is truly special, carved into the rock, creating an immersive atmosphere to learn about Vino Nobile di Montepulciano.

It’s not just about wine; the meal itself is often praised—local Tuscan specialties paired with Montepulciano wines make for a satisfying conclusion. One reviewer called the lunch “fabulous,” noting the knowledgeable guide who explained the culture and history behind each glass.

How the Experience Works

Transportation & Group Size

A key perk is that you’ll be traveling in a luxury air-conditioned vehicle with Wi-Fi—making the roughly 8-hour day comfortable and connected. The tour is capped at 8 travelers, creating an intimate environment that fosters relaxed conversations and personalized attention.

Guides & Staff

Multiple reviewers praised the knowledgeable drivers and guides, often mentioning their friendliness and helpfulness. As one said, “Michele was so knowledgeable about the wines and history,” confirming that you’re in good hands when it comes to learning about the region.

Meals & Tastings

The pairing lunch at the last winery is included, featuring regional specialties, which many found to be a highlight. The wine tastings themselves are well-curated, with a focus on Italy’s top wines—Brunello, Riserva, and Nobile—offering a comprehensive taste of Tuscan reds.

Cost & Value

At roughly $390 per person, this tour is priced on the higher end, but considering the included visits, tastings, lunch, and transportation, many feel it offers good value—particularly for those eager to learn, taste, and relax without the stress of self-driving.

Authentic Experiences & Notable Highlights

Many travelers mention how the guided commentary enriched the day. One said, “Our driver gave us so much history during our rides,” which added layers of appreciation to the scenic drives and tastings alike. Visiting both a boutique winery and a historic estate offers a sense of diversity—seeing different scales and styles of winemaking.

The lunch in the underground cellar in Montepulciano often receives glowing praise for its ambiance and quality, turning the meal into a memorable part of the day. Guests also appreciated the stops for pictures and photos, which made the trip feel like a true journey through Tuscany.

Downsides & Things to Consider

While most reviews are positive, some travelers felt that the wine tastings weren’t extraordinary—more good than exceptional. One review mentioned that the tastings were “good but not superior,” so if you’re a seasoned wine enthusiast, you might want to temper expectations.

The price could be a barrier for some, but it’s important to note that the tour includes transportation, tastings, and a full meal, which can add up when booked separately.

Lastly, the timing means you’ll spend about three hours of the day in Montepulciano, Pienza, and wine cellars, which might feel a little packed for those who prefer longer, leisurely visits.

Who Should Consider This Tour?

This experience is best for wine lovers eager to sample top Tuscan wines in a relaxed, guided setting. It’s great for those who want to learn about the region from knowledgeable guides and enjoy picturesque drives through iconic landscapes. If you’re traveling with friends or a small group, you’ll appreciate the intimate atmosphere.

If you’re on a budget, this might be a splurge, but those who want a comprehensive, comfortable, and engaging day will find it worthwhile. It’s also suitable for travelers who value local culture and cuisine—the lunch and cheese tasting add an authentic touch.

FAQ

Is hotel pickup included?
Yes, the tour offers pickup and drop-off right from your hotel or its immediate surroundings, making the logistics straightforward.

How long does the tour last?
The tour runs for approximately 8 hours, from around 8:30 am start time until the late afternoon, depending on traffic and stops.

Are the tastings included in the price?
Yes, all wine tastings at the two wineries are included, along with a pairing lunch at one of the wineries.

Is this tour suitable for families or children?
While most travelers of all ages participate, it’s primarily designed for adults interested in wine and sightseeing. Service animals are allowed, but check with the provider for specific policies regarding children.

What type of vehicle is used?
You’ll be traveling in a luxury, air-conditioned vehicle equipped with Wi-Fi, ensuring comfort during the drives.

Can I cancel this tour?
Yes, free cancellation is available up to 24 hours before the tour start time. Refunds are processed if canceled within this window.

Final Thoughts

If you’re keen to learn about Tuscany’s renowned wine culture while enjoying stunning scenery and local cuisine, this Brunello and Montepulciano Wine Tour from Cortona offers a well-structured, enjoyable way to do so. The combination of expert-guided tastings, scenic drives, and authentic stops like Pienza makes for a memorable day.

While it’s priced at a premium, many find that the inclusions and the convenience justify the cost—especially if you’re looking for a relaxed, informative experience without the stress of navigating rural roads. For wine enthusiasts, curious travelers, or anyone who values good food and beautiful landscapes, this tour could very well be a highlight of your Tuscany trip.

Happy travels, and may your glass always be half full!