Florence: day trip to Montalcino with 2 Wineries and Lunch

Traveling through Tuscany’s rolling hills and vineyards is a dream for many, and a well-organized day trip like this offers a fantastic taste of the region’s renowned Brunello wine and authentic local charm. This particular tour, offered by We Like Tuscany, promises a full day of wine tasting, scenic drives, and cultural exploration—all wrapped in a small-group setting that keeps things cozy and personal.

What we love about this experience is how it balances wine education with genuine Tuscan atmosphere. The chance to meet local winemakers, explore their boutique cellars, and enjoy a traditional Tuscan lunch paired with organic wines really brings the region’s essence to life. Plus, the stunning views of the Val d’Orcia—a UNESCO World Heritage site—are a highlight that turns this into more than just a wine tour.

However, a potential consideration is that the tour’s slightly longer itinerary might be a bit demanding for some travelers, especially if you prefer ultra-relaxed mornings or have mobility issues. Still, for those eager to experience the authentic land of Brunello and its scenic beauty, this tour hits the spot.

This experience suits travelers who are curious about wine craftsmanship, want to explore historic towns, and appreciate the beauty of rural Tuscany. It’s particularly ideal if you’re looking for a small-group tour that offers personalized insights without the hassle of self-driving.

Key Points

• Authentic Visits: Two boutique wineries with guided tastings and insights into Brunello production.
• Cultural Charm: Free time to stroll through Montalcino’s historic streets and soak up medieval atmosphere.
• Scenic Routes: Travel along one of Tuscany’s most beautiful panoramic roads with gorgeous views of the Val d’Orcia.
• Local Cuisine: Enjoy a multi-course Tuscan lunch paired with organic wines, giving a true taste of regional flavors.
• Small Group: Limited to 8 participants, ensuring a personalized experience and more interaction with guides and hosts.
• Value for Money: For around $293, you get transportation, tastings, lunch, and expert guide, making it a well-rounded day out.

You can check availability for your dates here:

The Full Experience: What to Expect

The Journey Begins in Florence

Starting from Florence’s Via del Campuccio, the tour picks up early (check the available times) with a comfortable van ride through Tuscany’s famed landscape. The route itself is a treat—rolling hills dotted with cypress trees, fields, and vineyards—setting the scene even before you arrive at your first winery.

Visiting the First Boutique Winery

The first stop is at a small, family-run winery, where you’ll be greeted by passionate winemakers eager to share their craft. The setting offers sweeping views over the valley of vineyard hills—a sight that immediately transports you into the heart of Brunello country. Here, you’ll go on a guided tour that explains the region’s long-standing tradition of winemaking and how Brunello di Montalcino is crafted. You’ll learn about the meticulous process of producing this prestigious wine and the specific steps involved with Rosso & Brunello di Montalcino.

The tasting at this estate is carefully curated, offering you a chance to sample their wines in a relaxed environment. As one reviewer noted, the expertise of the guide added value, making the experience both informative and enjoyable. They appreciated the way the guide’s passion made the visit engaging.

Montalcino’s Historic Streets

After the first winery, you’ll have free time to explore Montalcino’s charming historic center. This medieval town—with its fortress, cobbled streets, and cozy cafes—feels like stepping back in time. Walk at your own pace, browse local craft shops, or simply soak in the authentic atmosphere. Many travelers find this a highlight, as it offers a glimpse into local life outside the vineyards.

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The Second Family-Run Winery & Lunch

The tour continues with a visit to a second, equally passionate winery where you’ll get to see how wine is made from start to finish. Here, the group walks through production areas and learns about the story and the land that give Brunello its unique character.

The highlight is the multi-course Tuscan lunch, paired with some of the estate’s best wines. This meal is more than just sustenance; it’s an experience—featuring local specialties and organic wines that perfectly complement each dish. The reviews praise the generous tasting (three wines in total) and the friendly host, whose warmth and knowledge make the meal memorable.

The Final Views and Return to Florence

As the day winds down, you’ll enjoy the scenic drive back along the panoramic route, with sweeping views that make it clear why Tuscany’s landscape is so celebrated. The tour concludes back in Florence, providing a convenient and relaxing end to a full day.

The Value Proposition

At $293.41 per person, this tour offers a comprehensive package: transportation, expert guide, visits to two boutique wineries, tastings of multiple wines, and a traditional Tuscan lunch. For wine lovers or those wanting an immersive experience without the hassle of self-driving, it’s a smart choice.

The small-group format (up to 8 people) ensures personalized attention and a more intimate experience. Many travelers have praised the guides’ knowledgeable and friendly approach, which helps deepen understanding of the region’s deep-rooted wine traditions.

The inclusion of free time in Montalcino is a thoughtful touch, allowing a bit of personal exploration amid the structured visits. The option to purchase and ship products provides a nice opportunity to take home a piece of Tuscany.

Who This Tour Is Best For

This experience is ideal for wine enthusiasts eager to learn about Brunello’s unique qualities in an authentic setting. It’s perfect for those who appreciate scenic drives, historic towns, and a relaxed, small-group atmosphere. If you’re interested in local food and organic wines, this tour offers a genuine taste of Tuscany’s culinary culture.

It’s also well-suited for travelers who value guided insights over self-exploration, especially if they want to avoid the complexity of managing their own transportation and schedule. However, those seeking a very luxurious or ultra-luxurious experience might find it more down-to-earth than high-end.

FAQ

How long is the tour?
The tour lasts approximately 8 hours, with the start time depending on availability. Expect a full day of sightseeing, tasting, and exploring.

Where does the tour begin and end?
It starts at Via del Campuccio 90 in Florence and finishes back at the same point, making it convenient for travelers staying in Florence.

What is included in the price?
Your fee covers transportation, visits to two boutique wineries, wine tastings, a multi-course Tuscan lunch, and the services of an English-speaking guide.

Is the tour suitable for vegetarians or special diets?
While specific dietary accommodations aren’t mentioned, the lunch features locally-produced specialties. It’s best to inquire beforehand if you have specific dietary needs.

How many people are in the group?
The tour is limited to 8 participants, ensuring a small-group experience that’s more personal.

Can I buy wine during the tour?
Yes, purchases are available, and shipping options are offered, so you can take some of Tuscany home with you.

Do I need to be particularly fit?
The tour involves walking around Montalcino’s streets and visiting wineries, which may include some walking on uneven surfaces. It’s advisable to be comfortable with casual walking.

What should I wear?
Comfortable shoes are recommended, especially for walking around the historic town and winery grounds. Dress appropriately for the weather, with layers for the changing temperatures.

Final Thoughts

This day trip to Montalcino offers a thoughtful blend of wine education, cultural exploration, and scenic beauty. The chance to meet passionate winemakers and taste authentic Brunello in its native land makes it stand out from more generic wine tours. The inclusion of a delicious Tuscan lunch and free time in Montalcino adds to the experience’s value.

Travelers who want to see the real Tuscany—beyond the tourist malls—will find this tour an excellent choice. It’s especially suited for those who appreciate small-group intimacy, expert guidance, and the chance to truly understand what makes Brunello wine so special.

If your idea of a perfect day involves stunning views, good company, and authentic flavors, then this trip to Montalcino is well worth considering. It’s a rewarding journey into Tuscany’s celebrated wine country, leaving you with great memories—and perhaps a few bottles to share back home.

You can check availability for your dates here: