Florence: day trip to Montalcino with 2 Wineries and Lunch

Travelers craving a taste of Tuscany’s famed wine country often look for experiences that combine scenic beauty, authentic local culture, and of course, excellent wine. This day trip to Montalcino from Florence promises just that, offering a well-rounded glimpse into the world of Brunello di Montalcino. While we haven’t personally taken this tour, a careful look at reviews, itinerary details, and what’s included suggests it’s a thoughtfully curated experience designed for wine lovers and curious travelers alike.

What really catches the eye are the two boutique winery visits, the authentic Tuscan lunch paired with local wines, and the chance to explore Montalcino’s charming streets. A highlight for many seems to be the chance to meet passionate Brunello winemakers, learn about their craft, and enjoy spectacular views of Tuscany’s rolling hills. One potential consideration is that the tour is quite full — at 8 hours long, it’s packed—but that means you’ll get a comprehensive taste of the area. This trip is particularly well-suited for those who want an authentic, small-group experience with a focus on high-quality wines and scenic landscapes.

Good To Know

• Authentic winery visits: Meet passionate Brunello producers and learn about their craft.
• Beautiful scenery: Travel along one of Tuscany’s most stunning panoramic routes.
• Local flavor: Enjoy a traditional Tuscan multi-course lunch with organic wines.
• Small-group intimacy: Limited to 8 participants for a personalized experience.
• Expert guidance: Led by a knowledgeable, friendly English-speaking guide.
• Flexibility: Includes transportation, entrance fees, tastings, and the option for product purchases.

You can check if your dates are available here:

An Introduction to the Montalcino Day Trip

This full-day tour from Florence offers a chance to step into the heart of Tuscany’s wine country, specifically around the Val d’Orcia—a UNESCO World Heritage site known for its stunning landscapes and historic towns. The journey begins with a scenic drive along a panoramic route, with a guide who’s clearly passionate about both the landscape and wine.

The core appeal of this experience lies in its focus: two boutique wineries, which are often family-run, and a traditional Tuscan lunch featuring locally-produced specialties and organic wines. The small-group size, limited to just 8 participants, ensures a more personalized, engaging experience, with plenty of opportunities to ask questions and connect with the guides and hosts.

What to Expect from the Itinerary

The Scenic Drive and First Winery Visit

Once you depart Florence, you’ll travel along what many describe as one of Tuscany’s most beautiful roads, with sweeping views of vineyards and rolling hills. This is the perfect intro to what makes this region so special—lush, green landscapes dotted with historic farmhouses and medieval towns.

The first stop is at a boutique winery with a panoramic view of the valley. Here, you’ll be welcomed into a family-run estate that prides itself on tradition and quality. The guide, often praised for their expertise and friendly attitude, will lead you through a guided tour, revealing the estate’s history and the specific processes that go into making Brunello di Montalcino and Rosso di Montalcino wines. Reviewers mention the knowledgeable guides—some even named by the host as particularly passionate about explaining the nuances of winemaking.

Tasting and Exploration of Montalcino

After the first visit, you’ll have some free time to wander Montalcino’s historic streets. This medieval town offers charming cobblestone lanes, craft shops, wine bars, and cozy cafés. Travelers note that this is a highlight for many, as it allows for some personal exploration and photos.

More Great Thing To Do Nearby

The Second Winery and Lunch

The second stop involves a walk through the production areas of another family-run winery. Here, you’ll taste different wines, gaining a broader understanding of Brunello’s varieties. The tasting is often described as generous—some reviewers appreciated being able to ship bottles home to share later.

A multi-course Tuscan lunch follows, served with organic wines. This meal is not just about nourishment but about savoring local flavors through authentic dishes. Reviewers mention the guide’s storytelling during the meal, sharing insights about the region’s culinary traditions.

Final Remarks and Return

The day wraps up with some additional tastings or free time in Montalcino before heading back to Florence. The return journey offers more picturesque views, perfect for relaxing and reflecting on the day.

The Value and What You’re Paying For

At $293.41 per person, this tour offers a solid value for those eager to explore Brunello’s world without the hassle of planning every detail. Included are visits to two boutique wineries, tastings, a well-curated lunch, transportation along scenic roads, and the guidance of a knowledgeable English-speaking host.

While some reviews pointed out that adding an additional winery could enhance the experience, many felt the two stops offered enough diversity and depth for a full, satisfying day. The price also includes the convenience of door-to-door transportation and the opportunity to purchase and ship bottles home, making it easier for travelers to enjoy their wine souvenirs.

The Authentic Touch: Why This Tour Stands Out

What many reviewers seem to appreciate most is the authenticity of the experience. The wineries are small, family-run operations, not touristy big brands, which means you get a real taste of local craftsmanship. The guides are described as friendly and passionate, sharing their knowledge in an accessible way—perfect for those who want to learn more about wine without feeling overwhelmed.

On top of that, the scenic drive along the Val d’Orcia highlights why Tuscany is considered one of the most beautiful regions in Italy. Travelers love the chance to see vast vineyards framed by ancient towers and rolling hills, making this not just a wine tour but a full sensory immersion into Tuscany’s landscape.

Who Will Love This Experience?

This trip is ideal for wine enthusiasts eager to learn about Brunello di Montalcino, small-group seekers wanting a personalized experience, and cultural explorers keen on wandering historic towns. It also suits those who appreciate authentic, family-run wineries over commercialized experiences, and anyone who wants a beautiful, scenic day away from the hustle of Florence.

You should consider this tour if you’re comfortable spending a full 8 hours on a structured but flexible itinerary, and if you’re looking for a taste of local life and tradition rather than just a quick tasting session.

Frequently Asked Questions

Is transportation included? Yes, the tour provides transportation from and back to Florence along a scenic route.

How many wineries will I visit? You’ll visit two boutique wineries, each offering guided tours and tastings.

What’s included in the lunch? A traditional Tuscan multi-course meal with locally-produced specialties and organic wine accompaniments.

Can I buy wine during the tour? Yes, wine purchases are available and can be shipped home.

What is the group size? Limited to 8 participants, ensuring a more personal experience.

Is this tour suitable for vegetarians? The description highlights a traditional Tuscan lunch, which often includes local specialties—specific dietary options aren’t detailed, so it’s best to inquire directly.

What is the duration of the tour? About 8 hours, with starting times varying based on availability.

Is there free cancellation? Yes, you can cancel up to 24 hours in advance for a full refund.

What language is the guide? English.

Does this tour run rain or shine? Weather conditions aren’t specified, but given the outdoor nature, prepare accordingly.

Final thoughts

This Montalcino day trip from Florence offers a compelling blend of scenic beauty, genuine wine craftsmanship, and Tuscan culinary tradition. The focus on small wineries and authentic experiences makes it an appealing choice for travelers who want more than just a tasting—they want a story, a connection, and a taste of the land.

If you’re looking to truly understand what makes Brunello di Montalcino special, and if you’re eager to explore one of Tuscany’s most picturesque corners, this tour can deliver a memorable, enriching day. It’s especially suited for those who value expert guidance, authentic experiences, and scenic journeys in one package.

To sum it up, if you’re after a well-organized, intimate, and authentic wine experience in Tuscany, this trip ticks all the boxes. Expect beautiful landscapes, passionate hosts, and a chance to bring home not just bottles of wine but also stories and memories of a true Tuscan adventure.

You can check if your dates are available here: