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Brunello di Montalcino Wine Tour
Brunello di Montalcino Wine Tour, 2 wineries. Taste one of the world’s most prestigious wines on this tour to the stunning Montalcino region of Tuscany. You’ll learn how Brunello di Montalcino wine is made from an expert Sommelier guide and the winemakers themselves.
Brunello di Montalcino Wine Tour from Florence or Siena, small group
There are wines you drink and wines that change how you think about wine. Brunello di Montalcino is the second kind. One of the most celebrated and age worthy reds in the world, made from 100% Sangiovese, aged for years before release, produced in one of the smallest and most beautiful wine zones in Italy. This tour takes you there.
A full day from Florence to the hills above the Val d’Orcia. Two carefully selected producers. A Tuscan lunch included. Maximum eight people.
Why Brunello
Brunello di Montalcino is not an easy wine to understand on paper. It needs to be tasted at the source, explained by the person who made it, with the vineyard visible through the window and the Val d’Orcia stretching out below. That context changes everything. A wine that might seem austere in a restaurant becomes something else entirely when you taste it in the cellar where it was aged, from a producer who can tell you exactly which slope the grapes came from and why the 2016 vintage is different from the 2015.
This is a tour for people who want to understand wine, not just drink it. And for people who want to understand one of the most beautiful landscapes in Italy, which happens to also produce one of its greatest wines.
The Story Behind Our First Stop
I first visited this winery in 2004, early in my guiding days. A close friend and I were driving the back roads around Montalcino looking for a producer to add to my tours, somewhere with beautiful surroundings and wine worth the detour. We took a wrong turn, then another, and then we spotted a long driveway lined with extraordinary iron sculptures made by a well-known local artist, a friend of the family. We turned in.
Giacomo was 23 years old. He had never done a tasting for visitors in his life. But he welcomed us with a smile that filled the room, took us through his entire cellar, a building dating to the 1200s, and opened everything: his Brunello, his grappa, his Vinsanto. All of it, without hesitation, without asking for anything in return.
He told us he had inherited the vineyards and the cellar from his grandfather. His father was an oncologist at the hospital in Siena, and it was his father who had instilled in him a deep commitment to biodynamic farming, not as a trend or a marketing choice, but as a medical conviction: pesticides and chemicals cause harm. An oncologist who farms without poison. It makes complete sense when you hear it said that way.
Giacomo was the only one of four siblings who felt the pull of the land. He had studied oenology, come back, and started making wine alone, with very little money, biodynamic from day one.
Before we left I told him I was a tour operator looking for Brunello producers to work with. Twenty years later, every time I put together a Brunello itinerary, he is the first stop I book.
What to Expect
The tour departs at 8:30am from Piazza Poggi in Florence. Montalcino is a two-hour drive south, through the Chianti hills and into the landscape of the Val d’Orcia. The drive is part of the experience.
The first visit is usually the longer one: a cellar tour followed by a seated tasting of four to four wines, with the producer present and available for questions. Brunello, Rosso di Montalcino (the younger, more approachable wine made from the same grapes), sometimes older vintages if the relationship and the occasion call for it.
Lunch is at one of the estates: a traditional Tuscan meal with Brunello wine, in a setting that makes it easy to understand why people who come to this part of Italy tend to come back.
The return is quieter than the departure, as it always is after a day like this.
You will return to Florence by approximately 5:30pm, with a different understanding of what Sangiovese can be when it is given the time and the land it deserves.
Meeting Point & more info:
When: Every Thursday at 8:30am
Where does the tour start? Piazza Giuseppe Poggi, Florence (see the map)
How long is the wine tour? 8 hours
How far? It’s a 2 hours drive from Florence to the first stop.
Min. 4 people
Price: 250€ per person (tip not included)
Dietary restrictions? Please let us know at least 24 hours in advance.
In case we don’t reach the minimum amount of people, you will automatically be moved to the Tuscan Wine Tour or 2 Wineries Chianti tour, depending on availability, and the difference in price will be removed from the balance.

Book now
Montalcino, Siena area
Meeting point: Florence, Piazza Poggi
Min 4 – max 8, mixed
Every Thursday from 8.30 am to 5.00 pm
€ 250,00 p.p.
Included in this Montalcino Wine Tour
- English speaking wine and food expert guide
- Wine tasting in three special brunello wineries
- Homemade tuscan lunch
- Extra virgin olive oil tasting
- Two cellar tours
- Map of Tuscany wine regions
- A brochure about Tuscany and its wine regions
- Air conditioning mini van
- All local taxes
Testimonials
Our Client's Words
You can read here what some of our clients had to say about our tours. Imagine what we could do for you!
This Tuscan wine tour was a perfect blend of history, stunning scenery, and incredible wines. Francesca was an awesome guide. Each vineyard offered unique tastings and insights into the region’s winemaking passion. The breathtaking landscapes and delicious local lunch made the experience truly unforgettable. A must-do for any wine lover!
Got tipsy, shipped wine back to the USA, and came home full.
Thank you
Felippo our guide was awesome. 10/10 Definitely worth every penny
Our guide Carlo was extremely informative and friendly. He got to know every one on the tour and made sure we were having a good day! Would book again next time I’m in Florence and would recommend to anyone looking to do a wine tour from Florence!
Thank you so much Carlo!
Would definitely recommend !
The wineries where beautiful with a lovely lunch included
Visiting small 3 family run wineries in Chianti with our very knowledgeable guide, Carlo who was like an old friend on the day.
The wine and food we had on the day was also amazing, only shame was that I couldn’t ship it back to Australia!
If you are looking for a good winery tour from Florence I highly suggest this one :)
They keep the group size small (HUGE plus in Florence) and the vineyards they pick are all small, family owned vineyards with some exquisite wines (see photos of the vineyards themselves). They even accommodate vegetarian and vegan diet options without compromising on any taste! Would 100% come back to do more wine tours with them!
This is a great wine tour!
The guide was great and answered all our questions along with giving us a rundown of information about wine, Italy's regulations and history on wine, etc. Very fun and good.
She is so knowledgeable and we learnt so much.
The wineries we went to were all great and we also had a lovely lunch at one of them.
This was a highlight of our trip, and we would definitely recommend it to anyone.
Tack Francesca 😊
Important Notice – Effective from October 15th
Due to new city regulations restricting access to Florence’s UNESCO area, our meeting point has changed.
📍 New Meeting Point (from October 15th):
Piazza Giuseppe Poggi, in front of the restaurant Saporium
Open in Google Maps
This location is just outside the restricted zone and within walking distance from the city center.
Thank you for your understanding — we look forward to welcoming you soon!
Meeting Point
Tuscany Tour Time
Piazza Giuseppe Poggi, in front of the restaurant Saporium
Phone: +39 351 1956127
Contact us
Any question? Feel free to write us. We will reply as soon as possible.
