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Experience the charm of Montalcino with this full-day wine tour from Florence, featuring visits to two family-run wineries, tasting sessions, and a delicious Tuscan lunch.
This carefully curated tour offers a comprehensive taste of Tuscany’s most celebrated wine region – Montalcino. From Florence, you’ll journey into the rolling hills dotted with vineyards, explore charming villages, and taste some of Italy’s finest wines — Brunello di Montalcino and Rosso di Montalcino. The experience is designed to balance delicious wine tastings, authentic local cuisine, and cultural exploration, all within a manageable 8-hour day.
What we particularly love about this tour is the chance to visit small, family-run wineries where you get a real sense of how traditional production methods are still alive and well. The inclusion of a multi-course Tuscan lunch at one of the estates adds a hearty, farm-fresh touch that elevates the experience beyond just wine tasting.
One thing to keep in mind is that this is a small group experience—capped at just 8 travelers—which means lots of personalized attention and less rushed visits. If you’re after a relaxed, authentic introduction to Brunello, this tour hits the spot. However, for those wanting a more flexible schedule or a very independent day, it’s worth noting that transportation is included, but pick-up and drop-off are not.
This tour is perfect for wine lovers eager to learn about traditional methods, explore medieval Montalcino, or simply enjoy a well-rounded day of food, wine, and scenery with like-minded travelers.


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Starting at 9:00 am from central Florence, this tour offers the convenience of included transportation—an essential perk when venturing into Tuscany’s hilly terrain. The drive itself is a scenic highlight, with sweeping views of vineyards, cypress trees, and rolling hills that make the 1.5-hour trip pass quickly. This is a great time to get to know your guide, who—based on reviews like Kurt_T’s—tends to be engaging and knowledgeable, often adding historical context that enriches the day.
The first stop is the medieval town of Montalcino, which travelers typically report as charming and atmospheric. You’re free to wander at your own pace, exploring cobblestone streets, the fortress, and panoramic viewpoints overlooking vineyards. Reviewers like Sid_S appreciated having independent time here, which allows for photos, shopping, or simply soaking up the ambiance before the winery visits.
The core of this tour lies in its visits to two boutique wineries, both small and family-managed. These visits are described as intimate and insightful, with guides explaining the traditional production methods that have been passed down through generations. One reviewer, Kurt_T, appreciated sampling Brunello Reserva straight from the cask—an experience that’s often hard to replicate elsewhere.
The wineries’ size and management style mean more personalized tastings, often including Rosso di Montalcino and Brunello DOCG. The latter, known for its robust flavor and aging potential, is a highlight for wine enthusiasts. Several reviews mention that the wines are superb, with some describing the Brunello Reserva as “outstanding.”
A standout feature is the multi-course lunch served at the second winery. Reviewers rave about the homemade pasta and locally-produced specialties, which highlight the region’s farm-to-table ethos. The lunch isn’t just a filler but an integral part of the experience, giving you a chance to savor authentic flavors in a cozy setting.
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The tour concludes with some free time back in Montalcino or at the wineries, depending on how the schedule works out. The trip back to Florence is comfortable, with many travelers commenting on how the entire day feels well-paced and relaxed—thanks in part to the small-group setup and expert guidance.

At $298.47 per person, this tour might seem a bit premium, but the value is reflected in its intimate nature, quality of visits, and inclusions. Compared to larger group tours, the small size ensures a more personalized experience, and the multi-course lunch adds significant value—not just a quick snack but a true Tuscan meal with local ingredients. The guided visits to two boutique wineries with tastings and the inclusion of transportation make this a well-rounded, convenient option.

This tour is ideal for travelers who want to learn about high-quality Brunello, enjoy authentic Tuscan food, and prefer a small, intimate group experience. It’s perfect for those interested in wine production techniques, as guides and winery owners are eager to share their knowledge. Wine connoisseurs will appreciate the depth of tastings, including rare Brunello reserves, while those who love scenic villages will enjoy the free time in Montalcino.
If you’re after a relaxing, culturally rich day with plenty of opportunities to take photos, this tour hits all the marks. However, if you’re looking for a more flexible or independent day, or if you prefer to travel without a guided group, you might find this experience less suitable.

This Brunello di Montalcino wine tour from Florence offers a blend of cultural exploration, authentic wine experiences, and delicious Tuscan cuisine, all within a relaxed, small-group setting. The inclusion of visits to family-run wineries ensures a genuine look into traditional winemaking, often missing from larger tours. The multi-course farm-to-table lunch adds a satisfying touch that complements the wine tastings perfectly.
Travelers who enjoy learning about wine production, exploring charming villages, and savoring local flavors will find this experience both educational and enjoyable. The reviews highlight guides who are knowledgeable and personable, making the day feel both informative and fun.
While the price is on the higher side, the quality of visits, personalized approach, and authentic experiences justify the cost. This tour is best suited for those who value small-group intimacy, genuine local insights, and a memorable taste of Tuscany’s renowned wines.

Is transportation included in the tour?
Yes, transportation from Florence to Montalcino and back is included, making the trip convenient and comfortable. However, the pick-up and drop-off at your accommodation are not covered.
Is there a minimum age requirement?
Yes, the minimum drinking age is 18 years, so this tour is suitable for adult travelers.
Can I request vegetarian options for lunch?
Yes, vegetarian options are available. It’s best to advise at the time of booking to ensure your dietary needs are accommodated.
How long is the free time in Montalcino?
The free time in Montalcino is part of the 5-hour itinerary, allowing travelers to explore the town independently after the winery visits.
What wines will I taste?
You will sample Brunello DOCG, Rosso di Montalcino DOC, and possibly a Brunello Reserva, straight from the cask, giving you an authentic experience.
Is this tour suitable for all weather conditions?
Yes, the tour operates in all weather conditions, so dress appropriately for the forecast. Some parts are outdoors, so rain gear might be helpful.
This experience promises a well-balanced day of scenic views, authentic wine, and delicious food, perfect for anyone eager to deepen their appreciation of Tuscany’s renowned Brunello wines.