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Discover Tuscany’s best with this full-day Montepulciano wine tour, featuring visits to two Brunello wineries, a charming town walk, and a gourmet lunch.
Exploring Tuscany’s wine country doesn’t have to be complicated or overwhelming. This highly-rated full-day tour in Montepulciano offers a seamless way to sample exceptional regional wines, enjoy stunning scenery, and learn about Italy’s famous wine-making traditions—all without the hassle of driving yourself. With a maximum group size of just eight, this experience promises intimacy and personalized attention, making it ideal for wine lovers and curious travelers alike.
One of the standout features of this tour is the combination of two wine tastings at Brunello and Nobile di Montepulciano wineries. The opportunity to explore different styles of wine production and taste regional specialties is a real highlight. Plus, the included lunch in Montepulciano, paired with local wines, elevates the experience from just tasting to truly savoring Tuscan flavors.
However, some travelers note that the day can feel a bit long, especially if you’re not used to a packed itinerary. Traffic in Florence can occasionally cause slight delays, but overall, the tour is well-paced and flexible. This experience suits those who want a well-rounded, authentic taste of Tuscany’s countryside, history, and wine scene—all in one day.

Authentic wine tasting at two renowned wineries offers varied experiences and flavor profiles.
Small-group setting ensures a more personal, engaging day with expert guides.
Scenic drives through Tuscany’s rolling hills and picturesque towns make the journey as memorable as the stops.
Delicious regional lunch enhances the tasting experience with local specialties paired with wines.
Hotel pickup and drop-off add convenience, especially for travelers staying in Siena.
Expert guides provide insights into wine production, regional history, and local culture.

This tour is designed to maximize your time in Tuscany without the stress of organizing logistics or navigating unfamiliar roads. Starting at 9:00 am with hotel pickup, you’ll be whisked away in a luxury, air-conditioned vehicle equipped with Wi-Fi, ensuring comfort and connectivity throughout the day.
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The first stop involves visiting two Brunello di Montalcino wineries. These are carefully selected for their ability to showcase the region’s finest wines. The tour includes guided tastings at each winery, where you’ll learn about the wine-making process, the terroir, and what makes Brunello so special.
One reviewer, rbeck390, called it “great wine and great history,” especially mentioning how the city of Montepulciano itself was a highlight. This suggests that the wineries are not just about tasting but also about understanding the cultural significance of these wines. You might find that the guides here are passionate and eager to share their knowledge, making the experience educational as well as enjoyable.
After the winery visits, you’ll have around two hours to explore the charming medieval town of Montepulciano. This Renaissance jewel offers stunning views of the Val d’Orcia, with its rolling hills and lush vineyards.
A reviewer, Michelle_S, shared that “the scenery and the beautiful architecture made the day,” highlighting the town’s appeal. While the tour doesn’t include a formal town tour, you’re encouraged to stroll the main square, peek into artisan workshops, or savor a slice of pecorino cheese, which is highly recommended by locals and visitors alike. The town’s medieval streets and historic buildings provide plenty of photo-worthy moments and authentic Tuscan atmospheres.
The third part of the day is a three- or four-course lunch at a boutique winery in Montepulciano. It’s not just about sitting down to eat; this is a carefully curated experience pairing local wines with regional dishes. The lunch is praised by reviews as “wonderful” and “delicious,” with many guests noting the quality of the wines served alongside the food.
Guests can expect a leisurely meal that allows ample time for tasting and conversation. One traveler, seanadams113, said that “the lunch was a once-in-a-lifetime experience,” emphasizing that the food and wine pairing is a real highlight.
Throughout the day, you’ll be riding in a luxury, air-conditioned vehicle with Wi-Fi, making the journey comfortable and connected. Pickup and drop-off are included, saving you from navigating busy streets or public transportation, especially if you’re staying in Siena or nearby. The small group size (max 8 travelers) further enhances comfort and interaction, allowing for more personalized attention from your guide.
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Based on reviews, the guides are notably knowledgeable and passionate about their craft. Michaela, for example, was praised for explaining Italy’s culture and wine history engagingly, making the journey both informative and fun. Guests also mention the “personal touch” of the driver, which adds a friendly, relaxed vibe to the entire experience.
The wine selections are diverse, with guests mentioning the distinct flavors from different wineries—some from larger producers, others from family-run vineyards. This variety allows you to compare styles and understand the nuances of Tuscan wines, particularly Brunello and Nobile di Montepulciano.
Many reviewers appreciated the scenic drives through Tuscany’s rolling hills, with some describing the views as the “most beautiful countryside” they’ve ever seen. These drives are not just transportation; they’re part of the experience, offering plenty of photo opportunities and moments to absorb the tranquility of the landscape.
At $381.99 per person, this tour offers a comprehensive full-day experience that includes two winery visits, tastings, a gourmet lunch, hotel pickup, and personalized attention. Considering the logistics, the quality of wineries, and the scenic value, many guests find it to be an excellent deal—especially when compared to the cost of organizing similar visits independently.
Some reviews mention the day feeling “long” or that certain stops could be streamlined. For example, if you’re not a big fan of lengthy winery visits or prefer more time in the town of Montepulciano, this might be a consideration. Traffic in Florence can also cause slight delays, although guides are generally flexible and accommodating.
Plus, some guests noted the lunch might not be a full sit-down meal at every winery, but rather a tasting of regional specialties, which may be a disappointment for those expecting a more traditional or filling meal. Be prepared for a relaxed, wine-focused dining experience rather than a full Italian feast.

If you’re looking for a well-organized, authentic wine experience that combines beautiful scenery, rich flavors, and cultural insights, this tour ticks all those boxes. It’s best suited for travelers who want a comfortable, educational day without the stress of driving or planning. The small-group format makes it especially appealing for those seeking a more intimate experience.
Wine enthusiasts will appreciate the opportunity to taste a variety of Brunellos and Nobile wines, while history buffs and scenery lovers will enjoy wandering through Montepulciano’s charming streets and taking in the views. It’s also ideal for honeymooners, couples, or small groups seeking a meaningful taste of Tuscany’s best without the crowds or chaos.

How long is the tour?
The tour lasts approximately 8 hours, starting at 9:00 am with hotel pickup and ending with drop-off, typically around 5 pm, depending on traffic.
What is included in the price?
You get visits and tastings at two wineries, a three-course lunch with wine pairings, bottled water, and transportation in an air-conditioned vehicle. Pickup and drop-off are included.
Is this tour suitable for everyone?
Most travelers can participate, and it’s capped at 8 people for a more personalized experience. It’s a relaxed pace, but be prepared for some walking and scenic drives.
Can I customize the itinerary?
The tour follows a set full-day schedule with three main stops, but you can always ask your guide about preferences. It’s designed to be flexible within the structure of the full-day program.
How far in advance should I book?
On average, this tour is booked about 84 days ahead, which is wise if you want to secure a spot, especially during peak seasons.
What’s the best way to get to Siena or Montepulciano?
The tour offers hotel pickup and drop-off near public transportation, making it convenient for travelers staying in Siena or nearby towns.
Are food and wine tastings enough for a meal?
The lunch includes regional specialties and wines, often described as “wonderful,” but it’s more of a tasting experience than a full sit-down meal. Be ready for a relaxed, flavorful experience.
What if traffic causes delays?
While minor delays are possible, guides are experienced and typically manage schedules well. The scenic drives are part of the appeal, so a little traffic isn’t likely to spoil the day.
Can I cancel if my plans change?
Yes, cancellations are free up to 24 hours before the tour, giving flexibility for last-minute changes.
To sum it up, this full-day Montepulciano wine tour offers a well-balanced mix of wine tasting, cultural exploration, and scenic drives—all within a comfortable, small-group setting. It’s a fantastic choice for those wanting to experience Tuscany’s wine heritage without the hassle of organizing multiple independent visits. Whether you’re a seasoned wine lover or simply curious about Italy’s famed wines, this tour is designed to leave you with delicious memories and stunning views.
Perfect for lovers of good wine, beautiful landscapes, and authentic Tuscan charm—this tour promises a day to remember.