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Experience two wine tastings and explore a historic cellar inside Montalcino's ancient walls with expert guides, stunning views, and digital itineraries for a memorable day.

This guided tour in Montalcino, Italy, offers an enriching blend of wine tasting, historic exploration, and scenic views, all for $79.45 per person. With a duration of 6 to 8 hours, it’s ideal for those wanting a comprehensive experience of the town’s wine and history. The tour features pick-up options, group discounts, and mobile tickets, making it convenient and flexible.
What sets this tour apart are the two tastings—one at a historic wine bar in the heart of Montalcino, and another at a family-run cellar inside the old city walls. A digital itinerary with maps and tips complements the experience, providing a stress-free way to explore the town at your own pace. This tour suits wine lovers and history enthusiasts alike, especially those eager to explore Montalcino beyond the usual sights.
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This tour begins in Montalcino’s old center, a place known for its medieval charm. Travelers walk through narrow streets, filled with medieval architecture, and get a true sense of the town’s history. The digital itinerary guides visitors on a 4-hour walk around the Palazzo dei Priori and surrounding sights, helping them appreciate the medieval ambiance and discover hidden corners.
Exploring on foot, visitors get a chance to see the medieval narrow streets, which add a sense of stepping back in time. The digital guide offers insights and directions, making the walk enjoyable and stress-free. It’s a great way to absorb the local atmosphere and learn about the town’s history without feeling rushed.

A highlight of this tour is the guided visit to a historic cellar located inside the ancient walls of Montalcino. This family-run winery has been producing wine for more than 20 generations, and the guide shares the secrets of traditional winemaking passed down through the centuries.
Visitors learn about winemaking techniques, the history of the family, and the local vintages that have gained international fame. The cellar visit lasts about 2 hours, offering an intimate look at Montalcino’s wine heritage. The gorgeous setting inside the old city walls makes this experience particularly special, providing a visual connection to the town’s past.

The second tasting takes place at a historic wine bar in Montalcino’s old center. Here, visitors sample three local wines, including a free glass of Brunello di Montalcino, one of the most renowned wines in the world. Guests receive a wine card worth 5 euros to extend their tasting experience further, allowing exploration of additional vintages.
This informal tasting in a charming, historic setting allows a deeper appreciation of Brunello’s complex flavors and winemaking traditions. The 2-hour duration provides enough time to enjoy the wines, ask questions, and soak in the atmosphere of the town’s core.

Included with the tour is a detailed digital 1-day itinerary designed to enhance the experience. It contains maps, tips on what to see, what to taste, and what to buy. This resource is perfect for self-guided exploration, giving visitors the confidence to navigate Montalcino independently after the guided portions.
The itinerary helps travelers identify key sights, local shops, and points of interest, making the entire day more organized and enjoyable. It turns a day of sightseeing into a stress-free adventure tailored to individual interests.
The tour offers transportation for the entire day if the transfer option is selected. The meeting point is in Montalcino’s town (address: 53024 Montalcino, Siena province). The tour begins and ends at this location, providing a convenient start and finish to your day.
The private nature of the tour ensures only your group participates, adding a personal touch and flexibility. The confirmation is received immediately upon booking, and free cancellation is available up to 24 hours in advance.
Reviews praise the guides for their friendly demeanor and wealth of knowledge. Sara, for example, impresses with her insightful storytelling about the history of wine and the cellar, making the experience memorable. Lucia is also highlighted for her warm personality and expertise, particularly during the cellar visit.
This personal attention enhances the overall experience, making the learning about wine and exploring Montalcino’s history more engaging and enjoyable. The guides’ passion for the region and its wines shines through and leaves a lasting impression.

This tour is ideal for wine enthusiasts eager to taste Brunello di Montalcino and learn about local winemaking traditions. It suits those interested in history and architecture, thanks to the historic cellar and medieval streets. Travelers who appreciate scenic views will enjoy the vista over Val d’Orcia during the tasting.
It’s a good choice for small groups or private tours, especially if you value personalized service and flexibility. Since lunch is not included, it’s best suited for those prepared to find a nearby spot for a meal later in the day.
While the tour offers a comprehensive experience, it does not include lunch, so plan to eat before or after. The duration of 6 to 8 hours requires a reasonable level of physical mobility—comfortable walking shoes are recommended for exploring the streets and cellar.
The cost of $79.45 is competitive considering the two tastings, guided visits, and digital itinerary provided. Given that most bookings are made roughly 84 days in advance, it’s wise to reserve early, especially during peak seasons.
This wine and history tour in Montalcino offers an authentic look into the region’s winemaking heritage through two tastings, a guided cellar visit, and a digital self-guided itinerary. Its affordable price and personalized approach make it attractive for wine lovers and history fans alike.
The stunning views of Val d’Orcia paired with friendly guides and insider knowledge elevate the experience beyond just tasting wine. It’s perfect for those seeking a relaxed, informative day that combines scenic beauty with cultural richness. If you’re eager to explore Montalcino’s historic depths while enjoying world-famous wines, this tour fits the bill.
“Sara was so friendly and incitefull. She was taught us aloe about the history of the wine and cellar. Recommend.”
Does this tour include lunch?
No, lunch is not included. You should plan to eat before or after the tour.
What is the price of the tour?
The tour costs $79.45 per person, which covers two tastings, a cellar visit, and a digital itinerary.
Is transportation provided?
Transportation is available if the transfer option is selected, making it easier to get around the town and return to the meeting point.
How long is the tour?
The total duration is approximately 6 to 8 hours, including guided visits, tastings, and walking around Montalcino.
What do reviews say about the guides?
Guides like Sara and Lucia are praised for their friendly attitude and extensive knowledge, enhancing the overall experience.
Can I extend my wine tasting?
Yes, with the wine card worth 5 euros, you can explore additional vintages beyond the three included in the tasting.
How far in advance should I book?
Most bookings are made about 84 days in advance, so early reservation is recommended during busy periods.