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Experience authentic Brunello di Montalcino wines with a guided tour of two historic wineries, a pairing lunch, and stunning Tuscan views, all from Siena.
The Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch offers an engaging day exploring Tuscany’s renowned wine region. Priced at $371.54 per person, this 8-hour experience departs from Siena, providing a well-rounded taste of Brunello di Montalcino and nearby Nobile di Montepulciano. This tour stands out for its small group size, with a maximum of 8 travelers, ensuring a personalized experience. It includes transportation in a luxury air-conditioned vehicle with Wifi onboard, hotel pickup and drop-off, and an English-speaking driver-guide.
The tour’s key appeal is the visit to two historic wineries, each offering tastings of Brunello di Montalcino reds, combined with a pairing lunch in a centuries-old winery in Montalcino. Visitors also enjoy a scenic drive through the Val d’Orcia, with spectacular views of Tuscany’s rolling hills. The reviews highlight the knowledgeable guides, the quality of wines, and the value of combining tastings, a delicious lunch, and transport in one package.


The tour begins with a visit to a first Brunello winery, where the cellar tour reveals the production process and the history behind the wines. Guests enjoy tasting all the products of this historic cellar, giving insights into centuries-old wine-making traditions. This stop lasts about an hour, and the free admission allows everyone to appreciate the craftsmanship involved.
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Following the initial winery, the driver-guide takes guests on a spectacular drive through Val d’Orcia, a region famous for its rolling hills, cypress trees, and picturesque landscapes. As the vehicle glides through this iconic scenery, the guide shares stories and facts about the territory and wines, enriching the experience. The one-hour drive offers plenty of opportunities for photos and to appreciate Tuscany’s unbeatable views.

The highlight for many is the two-hour visit to a centuries-old vineyard in Montalcino. Here, guests taste exceptional Brunello di Montalcino reds directly from vintage cellars, surrounded by historic vineyard landscapes. The focus on quality and tradition means that visitors get a genuine taste of Tuscany’s wine heritage. The free admission to this location makes it a genuine highlight of the tour.

A pairing lunch in a historic winery is included in the tour, and recent updates have made this experience even more generous. It now features three courses, each paired with wines from the winery’s collection, culminating in a dessert wine served with Tuscan cookies. This meal offers an authentic taste of local cuisine and wine pairing traditions. The lunch duration fits comfortably within the schedule, providing a reprieve before the final stop.

As a bonus, the tour includes a visit to a nearby winery in Montepulciano. This is an opportunity to experience another acclaimed Italian wine region, with a cellar tour and tasting. Guests learn about different winemaking styles and enjoy more tasting opportunities, rounding out the day’s wine exploration.
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Guides like Vincenzo and Niccolò receive praise for their knowledge and engaging storytelling. They explain wine-making processes, highlight regional differences, and share local stories that make each stop more meaningful. Their friendly demeanor and expertise are often mentioned as key reasons why this tour feels personal and informative.

The luxury vehicle features air conditioning and wifi, making for a comfortable, connected journey. Hotel pickup and drop-off are included, making logistics straightforward for visitors staying in Siena. The driver-guide is at your disposal throughout the day, with most travelers able to participate without difficulty.

The start time is 9:00 am, and the entire experience lasts approximately 8 hours. The itinerary is designed for a relaxed pace, allowing enough time at each stop for tasting, sightseeing, and enjoying the scenery. Some reviews note that the drive time from Siena to the Brunello region can extend the day’s length, but this is expected given the distance.
With a perfect 5.0/5 score from 96 reviews, this tour is highly regarded for its quality of wines, expert guides, and overall experience. Many reviews mention it as a highlight of their trip to Tuscany, praising the value of including tastings, lunch, and transport in one package. The small group size contributes to a personalized feeling that many visitors appreciate.
Some reviews mention that the original expectations about specific winery visits might differ from the actual experience, especially regarding the size and type of wineries visited. There are also notes that traffic delays can impact the schedule, but the driver’s local knowledge often helps mitigate these issues. The tour length may be longer than some expect, particularly if coming from distant locations like Florence.
This experience suits wine enthusiasts eager to learn about Brunello di Montalcino and Nobile di Montepulciano, as well as those who enjoy scenic drives and authentic Tuscan villages. The small group setting makes it ideal for travelers seeking a more intimate and engaging day. It’s also a good option for those who prefer not to drive while enjoying wine tastings.
“We had a great time. Vincenzo, our guide did a fantastic job. I would definitely recommend the tour.”
Is hotel pickup available for this tour?
Yes, pickup and drop-off are included, with services available near your hotel or immediate surroundings in Siena.
How long is the total tour duration?
The tour lasts approximately 8 hours, starting at 9:00 am and ending in the late afternoon or early evening.
Are the wine tastings included in the price?
Yes, tastings at two wineries are included, along with a pairing lunch in a historic winery.
Is transportation comfortable and modern?
Absolutely, the tour uses an air-conditioned vehicle with wifi onboard for a comfortable journey.
What makes this tour different from other wine experiences?
Its small group size, expert guides, and visits to historic wineries provide an authentic and personalized experience that many reviews highlight.
Can I cancel the tour if my plans change?
Yes, free cancellation is available if you cancel at least 24 hours before the scheduled start.
Is this tour suitable for most travelers?
Yes, most travelers can participate, and service animals are allowed. The experience is designed to be accessible.
Is there any recommended prep before the tour?
Wearing comfortable shoes is advised, especially since some stops involve walking in vineyard areas. No other special preparation is necessary.
This Brunello di Montalcino wine tour from Siena offers a balanced blend of wine, scenery, and culture in a small-group setting. With expert guidance and authentic winery visits, it stands as a highly-rated choice for those looking to deepen their appreciation of Tuscan wines in a relaxed and informative environment.