
Compare Brunello di Montalcino Wine Tours from Siena
Immerse yourself in the rolling hills of Tuscany with a curated Brunello di Montalcino wine tour departing from historic Siena. Compare top-rated experiences ranging from intimate small-group tastings to private vineyard visits, allowing you to discover the region's most prestigious DOCG wines. Explore renowned wineries nestled within the medieval landscape, savor exceptional local cuisine paired with rich reds, and uncover the stories behind centuries-old winemaking traditions. Whether you are a connoisseur or a casual enthusiast, find the perfect itinerary that suits your pace and budget. Book verified tours from trusted local operators to ensure an authentic journey through one of Italy’s most celebrated wine regions.
Tourteller Selected
We've carefully curated the top activities.




Enjoy an exclusive wine tasting combined with a typical Tuscan lunch in a medieval Castle in the heart of Montalcino.
- Wine tasting
- Professional Sommelier
- Food & drinks
- Winery & Castle Tour
- Lunch (3-courses)
- Gratuities (optional)
- Pick-up/Drop-off hotel
- Extras
For a full refund, cancel at least 24 hours before the scheduled departure time.
Brunello di Montalcino, a collector’s favorite, is internationally recognized as one of the best Italian red wines. On this full-day guided tour from Siena, discover the cellars where these incredible wines age, meet the local producers, and learn about the passion that goes into making this wine. E...
- Visit to wine cellars and wine tasting
- Local Guide
- Hotel pickup and drop-off
For a full refund, cancel at least 24 hours before the scheduled departure time.
Taste Tuscany's delicious cheeses and the great Brunello di Montalcino red wines on a full-day private guided tour. See the beautiful Val d'Orcia and receive a tour of an organic dairy farm followed by a cheese tasting. Visit the beautiful Renaissance gem that is the hilltown of Pienza and enjoy lun...
- Private tour
- All taxes, fees and handling charges
- Wine tasting
- Driver/guide
- Hotel pickup
- Food tasting
- Lunch
- Buonconvento
- Pienza
- Piazza Pio II
- Montalcino
For a full refund, cancel at least 24 hours before the scheduled departure time.
Enjoy 1.5 hour wine tasting experience in an elegant medieval Castle in the heart of Montalcino. Together with an expert sommelier, don't miss the chance to discover and taste some of the best Tuscan wines in an exclusive location.
- Wine and food tasting experience
- Professional Sommelier
- Food ( "bread sticks")
- Drinks (wine & water)
- Winery Tour
- Gratuities (optional)
- Pick-up/Drop-off hotel
- Extras
For a full refund, cancel at least 24 hours before the scheduled departure time.
All Related Tours & Activities
Products loading...
Frequently Asked Questions
Get answers to the most common questions travelers ask before visiting.Across the 32 options we compare, prices generally range from $64 to $269, with a median around $140. The full spread can extend as low as $38 or as high as $664 depending on exclusivity and inclusions. For most travellers, the sweet spot for a well-rounded experience sits comfortably within that primary band.
Yes, especially if you are travelling during peak season. While roughly 84% of the options we compare (27 listings) offer instant confirmation, the high demand for private experiences means slots fill up quickly. Booking ahead ensures you secure your preferred date and language guide rather than risking limited walk-up availability.
Most packages are comprehensive, but what you get varies by format. Key inclusions across the options we compare include:
- Wine tasting: Included in about half of the tours.
- Meals: Roughly 41% of options feature a lunch or food pairing.
- Transport: About a quarter include transport, with hotel pickup offered by 19%.
- Guide: A professional guide is present in 59% of the tours.
If you prefer a self-driven itinerary, you may find more bare-bones options, but the majority of highly-rated tours bundle logistics and tastings together.
Absolutely. Unlike many standard city tours, this category has an unusually high share of private experiences. Approximately 31% of the options we compare (10 listings) are private tours. These are ideal for groups wanting a bespoke pace, though they naturally sit at the higher end of the price spectrum compared to group departures.
Duration varies significantly based on whether you choose a quick afternoon visit or a full-day immersion. Tours typically last between 1.5 and 8.5 hours, with a median duration of about 5.2 hours. If you have a tight schedule, look for shorter walking-focused tastings; if you want to explore multiple estates, aim for the longer minivan or car-based itineraries.
You will find good coverage for major European and Asian languages. The options we compare are offered in 7 languages: English, Italian, French, Spanish, Portuguese, Chinese, and German. Since only about 59% of tours explicitly list a guide as included, always double-check the description to ensure your preferred language is supported for the specific listing you choose.
The consensus is overwhelmingly positive. With an average rating of 4.72 stars across 2,032 pooled reviews, travellers consistently describe the experiences as wonderful and excellent. Common praise highlights the quality of the wine and cheese pairings, the friendliness of local hosts, and the scenic beauty of the Montalcino region. Few negative signals appear in the data, making this a reliably safe choice for a day trip.
Wear sturdy shoes. The historic center is hilly and paved with stone, making walking difficult without proper footwear.
No, unauthorized entry results in heavy fines. Use parking garages on the city perimeter and walk or take a shuttle bus to reach your hotel.
The Palio occurs twice yearly. July 2 and August 16 are the main dates. Book accommodations months in advance due to high demand.