Private Tour
Private Top Brunello Montalcino Wine Tour & Food Pairing Session
Overview
Available languages
10 hours
Mobile ticket
ALL INCLUDED wine tour to visit three boutique and awards winning wineries selected by level 3 sommelier Anna and it's an all included experience.
This tour includes a visit to all the three wineries to enjoy the cellars and to learn more about the wine making process from scratch. Duration of the cellar tour adapted to clients’ request.
Each tasting includes some snacks, extra virgin olive, others.
For lunch please advise about allergies and severe food intolerances.The selection is based on the quality of the wines, the location on the different slopes of the hills, the different terroir, and use of the barrels.
Brunello di Montalcino is the top end wine of Tuscany so we’ll provide a unique and intimate opportunity to sample the best products through an authentic experience by visiting non commercial producers.
We highly recommend you to have breakfast before the tour and not to book other activities the same day of this tour due to the overall length of the day.
Additional Info
Public transportation options are available nearby
Not recommended for pregnant travelers
Suitable for all physical fitness levels
Dress code is smart casual
Please advise any specific dietary requirements at time of booking
Vegetarian or vegan options available, please request in the notes at the time of booking
Minimum drinking age 18 years
Drinking alcohol inside the vehicles is not allowed
Breakfast before the tour is recommended
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
Florence
Drive through the historical downtown learning interesting facts about the city.
Asciano
Soft rolling hills with cypress trees, farmhouses and a lunar atmosphere made of clay....the desert of Accona as defined by Dante Alighieri
What‘s Included
Hotel pickup and drop-off
Wine tastings fees at 3 wineries
All taxes, fees and handling charges
Driver/guide
Transportation in air conditioned Mercedes
Strictly private tour
Full lunch based on local products for wine pairing
Gratuities
Alcoholic beverages are not allowed to be consumed inside the vehicles
Pickup points
Select a pickup point
Options
Selected boutique wineries
Private tour : This tour is not a group tour, it runs with a minimum of 2 people up to 8 people traveling together.
Duration: 9 hours: Due to the length of the tour we recommend not to schedule other activities after this tour
Lunch & Tastings : All wine tastings and food samples are included in the price.
Please advise in case of allergies, severe food intolerances
Mercedes minivan 8 seats max
Pickup included
Reviews
18 reviews
Total reviews and rating from Viator & Tripadvisor
Best Brunello Tour you will find
Anonymous,,Mar 30, 2025
- Review from Viator
5.00Ana is amazing. She is hilarious, fun, and really knows her wine. The places we stopped were fantastic in regards to both wine and food pairings. Highly highly recommend. If we are ever back in the area, we will book her again.
Excellent wine, gorgeous setting, family friendly
Kimberly M,,Nov 28, 2024
- Review from Viator
5.00We really enjoyed the family wineries that were chosen as a part of this tour. We learned a lot about Brunellos and other wines of the Montalcino region. The day was truly memorable and the food and wines were delicious. Max was an amazing host. Highly recommend this tour. My husband and I loved it!
Awesome Two Days With Anna Cool Tours!
CharlestonSteakEater,,Aug 30, 2021
- Review from Tripadvisor
5.00This was the second and third time we toured with Anna in the Tuscan wine country. We first worked with Anna in the fall of 2019 in the Chianti Classico area. We had such a wonderful time with Anna and loved her personality that we easily chose to spend two full days with her in the Brunello di Montalcino area enjoying some delicious brunellos, roso di Montalcino and some wonderful homemade food at 2 wineries. We stayed in downtown Florence for our trip and Anna picked us up on time each of the two days. The drive to Montalcino from Florence takes a bit of time but driving with Anna is goes by quickly! The conversation around wine, Tuscany, food, tourism, Siena...anything you want to discuss! You see some beautiful hill towns on the way to Montalcino. The wineries Anna works with and the people are wonderful. No problem if you don't speak Italian, almost everyone speaks English. Anna will interpret if need be. The wines are terrific! These are not Tuscan wines you will find at your local wine store back home. This are more boutique wineries of special care and passionate people. Each winery will gladly ship your wine to you as you desire. Or, you can bring your own wine luggage like I did. This is a very special experience with a very special person in Anna! We tell everyone about her. In fact, we are coming back in the Fall of 2022 and plan to work with Anna again with tours to Montalcino (again) and Nobile di Montepulciano. We have been going to Italy since 1999 and I can easily say Anna's tours are the most well thought out, considerate, fun and interesting I have taken. She cares about her clients and wants to get to know you before and during the tours so she can provide you with what you expect but to also exceed your expectations.
The best!
jcstew04,,Aug 27, 2021
- Review from Tripadvisor
5.00We could not recommend Anna enough! She was so fantastic. Her knowledge of the area and the history of Tuscany was such an added bonus to our day touring wineries. She very much tailored the tour for our wants and needs. We will definitely use her again if we have the opportunity!
Anna and her tours are both cool!
Traveler800591,,Jun 10, 2020
- Review from Tripadvisor
5.00Anna was great. My family of four visited Tuscany for a week in 2018. I had a rented car, but preferred to let her drive and be our guide. She had vast knowledge of wine, country, history and culture. You will count yourself lucky to find such a great and accommodating guide. Highly recommended. Don't hesitate. She will make your trip both memorable and easy. After all, that's her job and she does it well. Cool! Her van fits places those big tour buses do not, FYI.. I sent a case of Brunello home. I am so glad I did, but wish I'd sent two!
Fantastic Experience with Anna
CMSPAT,,Jun 10, 2020
- Review from Tripadvisor
5.00My family and I have traveled with Anna on several occasions. She is knowledgable, patient, and always has the best interest of the tour group at heart. We did a two week tour with her and it was fantastic, we have also done private wine tours and loved all of the wineries. If I need advice or want an expert opinion on wine, food or Tuscany in general I always touch base with Anna and Cool Tours. She is the best.
Wonderful personalized private tour
Kathi O,,Nov 30, 2019
- Review from Viator
5.00My daughter and I loved our visit to two small wineries and one large one. We had lunch with an Italian family in a farm house, which was lovely! We highly recommend this tour!!
Bravissimo
Matthew M,,Nov 18, 2019
- Review from Viator
5.00Anna was so knowledgeable and personable! Our group enjoyed the time spent with her. The vineyards we visited were stunning with very kind people to teach us about their wines. I hope to tour with Anna again on my next trip to Italy.
Wine tour in Tuscany
munio1,,Oct 13, 2019
- Review from Viator
5.00Anna was great. She has a wonderful sense of humor and knows her wines. The wineries she chose were all excellent. Would highly recommend this tour
Best wine tour ever
Juan P,,Aug 13, 2019
- Review from Viator
5.00We had a wonderful time with Anna. She is very knowledgeable and energetic. She is a great sommelier and we learned a lot with her. The 3 wineries we visited were excellent. We’ll come back for sure.
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