Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Recommended by 99% of travelers
Badge of Excellence
Siena, Italy
- 9 hours (approx.)
- Mobile ticket
- Offered in: English
Why travelers loved this
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Overview
Spend a day sipping one of Italy’s top wines, Brunello di Montalcino, on this trip from Siena to Montalcino. Travel first to a small winery to explore the vineyards and cellars and taste the famous Rosso and Brunello di Montalcino wine. Then, visit a family-run winery in Montalcino, where you tour the grounds and sit down for a classic Tuscan meal with more wine. Visit the Abbey of Sant'Antimo before tasting even more wine at your third and final winery of the day.
- Round-trip transit from Siena makes exploring hassle-free
- Visit three wineries to taste Brunello di Montalcino and other wines
- Savor a generous Tuscan lunch at a family-run winery
- Small-group tour ensures an intimate travel experience
Sample Menu
Starter
traditional Tuscan starter
local cold cuts and cheeses with bruschetta (toasted bread) with extra virgin olive oil, with fresh tomatoes or with other toppings (olive patè)
Main
Pasta with sauce
Tagliatelle or other local pasta with sauce (tomato sauce, meat sauce or pesto)
Dessert
cake and coffee or biscuits and wine
cake with coffee or almond buscuits with dessert wine are typical ways to end a meal in Tuscany
What's Included
- Local Guide
- LunchAt family run winery
- Visit to wine cellars and wine tasting
- Air-conditioned vehicle
- Gratuities
- Hotel pickup and drop-off
Meeting and Pickup
Meeting point
- Piazza San DomenicoPiazza S. Domenico, 53100 Siena SI, Italy
Meet in front of the church steps of the San Domenico red brick church (also called Basilica Cateriniana)
End point
This activity ends back at the meeting point.Operating hours.9:30 am
What To Expect
Begin your day trip with pickup in central Siena. Meet your guide and hop aboard your minivan, setting off toward Montalcino with just a small group of fellow travelers.
Head into the Tuscan hills and stop first at a small winery for a walk among the vineyards. Swirl and sip the famous Brunello di Montalcino, and check out the cellars with your guide.
Next, arrive in the town of Montalcino, the region’s namesake. Enjoy free time to roam the area independently, enjoying the views of the valley below, perusing the shops, or tasting more of the celebrated Brunello wines.
Afterward, journey to a family-run winery, where you can meet the winemakers. Delve into some of the region’s culinary favorites with a traditional Tuscan lunch of antipasti, pasta or risotto and dessert, complemented by delicious local wines.
Appetites sated, continue to the ancient Benedictine abbey of Sant'Antimo. Learn about the stunning structure’s history as you follow your guide inside. On occasion, visitors will hear the monks singing Gregorian chants while taking in the scenery.
Top off your trip with a visit to a third winery for an in-depth lesson on production, the aging process, and more. Take a seat for a final tasting before returning to Siena.
Head into the Tuscan hills and stop first at a small winery for a walk among the vineyards. Swirl and sip the famous Brunello di Montalcino, and check out the cellars with your guide.
Next, arrive in the town of Montalcino, the region’s namesake. Enjoy free time to roam the area independently, enjoying the views of the valley below, perusing the shops, or tasting more of the celebrated Brunello wines.
Afterward, journey to a family-run winery, where you can meet the winemakers. Delve into some of the region’s culinary favorites with a traditional Tuscan lunch of antipasti, pasta or risotto and dessert, complemented by delicious local wines.
Appetites sated, continue to the ancient Benedictine abbey of Sant'Antimo. Learn about the stunning structure’s history as you follow your guide inside. On occasion, visitors will hear the monks singing Gregorian chants while taking in the scenery.
Top off your trip with a visit to a third winery for an in-depth lesson on production, the aging process, and more. Take a seat for a final tasting before returning to Siena.
1
Tuscan Escapes
2
Abbazia di Sant'Antimo
3
Fortezza di Montalcino
Additional Info
- Confirmation will be received at time of booking, unless booked within 16 hours of travel. In this case confirmation will be received as soon as possible, subject to availability
- Not wheelchair accessible
- Near public transportation
- No heart problems or other serious medical conditions
- Most travelers can participate
- Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol
- This tour/activity will have a maximum of 8 travelers
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Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Featured review
Mairead_R
Cannot recommend this tour enough. We visited 4 cities in Italy, and this was by far the favorite activity of the entire trip by everyone. The wineries we were brought too were non tourist trap places and most of the time people’s own homes. Delicious lunch was included. Have to shout out our guide Paolo- he was AMAZING! So knowledgeable, spoke outstanding English, and took good care of us.
Reviews
4.9
based on 1,009 reviews
Sort by: Most insightful
Linda_N, Jul 2026
A very enjoyable trip! The wine tastings at 3 wineries were well chosen being informative and fun. The group size was good. Lunch was absolutely amazing - wine, food, location and company! A perfect day.
Jesus_G, Jul 2026
Paolo was amazing! He explains and shows you around in detail! Will 100% do this again! He makes it very intimate and very interesting for everyone. Will do this again specifically for him!
Amol_S, Jul 2026
Amazing tour. Julianna our guide was awesome. Loved Cava D'Onice winery and having lunch with the owner/winemaker. Loved the entire experience
Matthew_r, Jul 2026
This was the best wine tour I have even been on. The guide was so knowledgeable, funny and professional. The wines were amazing and the owner of the vineyard on the second stop made the most amazing lunch we have ever had.
Richard_B, Jul 2026
It was a really great wine tour, all 3 wineries were fantastic and the lunch was absolutely amazing. Pablo our guide was very informative and a really nice guy. We could not recommend this tour highly enough. We have done wine tours in Nappa valley and Santa Barbra before, this was our first in Italy 🇮🇹 and it was up there with the best. (Ps we are not American)
David_M, Jul 2026
Fantastic experience. Georgia our guide was amazing. She was so knowledgeable, friendly and engaging, we could not fault her in any way. The winery visits were great and the lunch first class.
Hena_H, Jun 2026
Such great care and service by the tour provider. Clear English speaking. Will definitely book more tours with them!
Victoria_C, Jun 2026
Amazing experience. Incredible itinerary that focused on education of the area as well as the wine. We never felt bored or rushed.
Trevor_B, Jun 2026
Excellent tour. Highly recommend it. Wine estates were well chosen and wine tasting was well handled.
Knowledgeable guide, interactive, assisted where needed and was flexible when required as well.
Cameron_H, Jun 2026
Mat was a great wine tour guide! His history is deep within the region and he had lots to share! Wonderful all day wine tasting experience! Loved that we could mail back wine at every stop!
Kelley_D, Jun 2026
Excellent wine tasting experience in Montalcino with an amazing lunch! Our guide Mattia was a former award winning winemaker and had a vast find of knowledge that he shared in a very entertaining and informative manner. Highly recommend!! We shipped a lot of wine back to the USA!
Jennifer_H, Jun 2026
This tour was one of the hilights of our time in Italy. We so enjoyed our day in Montalcino. We visited 3 beautiful wineries and enjoyed lunch while overlooking a beautiful vineyard. Giovanni taught us so much about the history of wine and the Tuscan region. We cannot say enough great things about him as our guide!
Silas_S, Jun 2026
Visited 3 fantastic small vineyards and samples their wines. Had a wonderful Tuscan lunch at one of them. Also visited an Abbey and Montalcino. Air conditioner in the van wasn’t too great - that’s the only complaint. Julia was a fantastic guide!
Alison_H, Jun 2026
We had an amazing time on this tour. Leonardo was a fantastic guide, all the wineries were beautiful, full of friendly staff and delicious wine, and our group was so much fun. It was the perfect Tuscan day.
Donna_S, Jun 2026
Paulo was our guide and he did great! He is patient and kind and took care of everything. He made the day easy and relaxed.
Donna_N, May 2026
Absolutely amazing experience in the Tuscan countryside. Our tour guide Paulo was so much fun and so knowledgeable of the area and the history of Siena and the region. All three wineries offered fantastic tasting experiences and were so welcoming. Lunch with the wine maker at his home was a highlight. This tour is an absolute must!
Merissa_W, May 2026
It was wonderful! William was funny, knowledgeable and took us to great wineries. I enjoyed it a lot. I recommend doing this tour with William!
Tom_C, May 2026
Great day. Loved all the wineries. Excellent way to learn about the process and the area.
Leonardo was great.
Kathryn_Z, May 2026
This tour was a wonderful day out from Siena! Kekko was a terrific guide and driver - I learned a lot about Brunello, we tasted some great examples of it, and lunch in the family home of one of the winegrowers was just lovely! Highly recommended.
Gregory_B, May 2026
Excellent wine, very knowledgeable tour guide and beautiful scenery. Enjoyed the friendly small winery owners and staff.
Fabian_R, May 2026
Really great experience. The wineries were very beautiful. Our lunch at bellaria was prepared by the owner himself and tasted phenomenal. We bought some bottles of wine to take home at every stop.
Russell_A, May 2026
We had a fun time on this tour. Our tour guide was Georgia and she was great. She had her hands full because unfortunately the day we went had terrible weather. Pouring rain and dense fog cover. If you’ve traveled to this area you know that the scenery is beautiful. For us we had to appreciate Georgia trying to paint a verbal picture of what we would have seen. She was very informative and knowledgeable along with having a good sense of humor. On vineyard stops and wine tasting were great. I would recommend this tour and Georgia. Hopefully you’ll also get better weather than we had
Sarah_K, May 2026
Incredible experience, through and through. We had a group of 7 (including myself and my mother) in our small van. We were 3 Americans, 2 Irish, 2 Brazilians, and by the end of the day we learned so much about one another and had some great conversations over delicious wine. Our guide and driver Giovanni obviously cared greatly about Brunello and the history of the region. We visited 3 amazing wineries, all very different. The first was a beautiful, mid-sized vineyard with a lovely family where we had a tasting in their own home. The second was another beautiful vineyard with a wonderfully renovated tasting room where we were also prepared a tasty lunch. The third was a much smaller but again, beautiful, vineyard. All of the tastings had snacks (or lunch) so you did not go hungry whatsoever. Wine was plentiful. The drive (although a bit nausea-inducing on the way back down) was one of the highlights - you get to see so much of the rolling countryside that you can’t get from a coach bus tour (which we also did one of these in Chianti from Florence, and the view and experience with this small group was admittedly far superior). Worth every penny!
Joshua_T, May 2026
This was a fantastic day that we really enjoyed!! We learned a ton about the history of the region and how it’s been tied to wine making. Our guide Paulo was so nice, knowledgeable, and a joy to have as a host and driver throughout the day! Cannot thank him enough for a very memorable experience on our trip!! For sure book this trip if you can, as you will not regret it!
Andrew_Q, May 2026
Guide Georgia was very knowledgeable about area and very knowledgeable about wine. Gave valuable information before winery visits. Small group was manageable and interesting to learn about others in group and their experiences
James_E, Apr 2026
Oh boy, where do I start? This has to be one of the best tours my wife and I have ever been on. We love Brunello wine and were really eager to tour the region of Montalcino and sample the wines at a few different vineyards. The tour was about eight hours long starting from our meeting point in Siena. We had five others on the tour with us and we fit comfortably in the van driven by our host and guide, Francesco (Kekko). Francesco grew up in the area around Montalcino and was very knowledgeable regarding the area's past, it's unique geography, and about the wine-making process itself. His English was awesome and he seemed to be able to talk non-stop, but in a good way! We visited three very different wineries and had excellent presentations by the local hosts. We also made a couple of other interesting stops including one at the walled, hilltop city of Montalcino and another at an medieval Abbey that was on the way to one of the wineries. We sampled a nice variety of wines and enjoyed the company of the other guests. The whole day really flew by. Francesco was an excellent driver, even on the many gravel roads and twisting highways, and the whole trip was very comfortable. Francesco's personal stories and his explanations of some of the cultural rituals were fun to hear. We would definitely recommend this tour and Francesco as a tour guide!
Tracy_G, Apr 2026
We had a fantastic day. Traveled to 3 wineries and had a really intimate experience with the group and made wonderful memories. Our tour guide Bill/Will/Guillermo was a delight. He brought much laughter and humor.
Cynthia_D, Apr 2026
Paolo was a fabulous guide. He was very personable and humorous. We had a great time and enjoyed visiting the different wineries.
Emma_M, Apr 2026
Amazing and not to be missed! A fantastic tour of some great wines around Tuscany with lots of additional history and sights.
Maryanne_Y, Apr 2026
What a fabulous day! Mattia was our guide and was so much fun as well as knowledgeable. He used to make wine so had many insights. The wine was incredible- we went to 3 wineries and had a lovely lunch in the home of a vintner and family. Definitely a trip you don’t want to miss! Thank you Mattia!
From $220.22
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