Wine Tasting FirenzeVal d'Orcia Wine Day: Brunello and Montepulciano
The serious drinking day, and the only listing here that reaches the Val d'Orcia. Keys of Italy runs it over 10.5 hours by air-conditioned van from Piazza Antinori: guided tours and tastings at two wineries led by a local sommelier or the winemaker, a wine and olive-oil tasting in Montalcino, a wine and food tasting in Montepulciano, the underground cellars beneath the town, lunch in a traditional restaurant and free time in each village. $247.62 per adult, 4.8 from 285 reviews. There is no shorter Brunello di Montalcino wine tour from Florence — see what the alternatives cost in hours on the Florence wine tasting comparison.
About This Tasting
Montalcino and Montepulciano, in the Val d'Orcia
10.5 hours from Piazza Antinori
Two winery tastings plus one in each town, with olive oil and food
Included, at a traditional restaurant
4.8 from 285 reviews on GetYourGuide
$247.62 per adult, read in August 2026
Listing at a Glance
The same fields appear on every tasting page here, read from the operator's own GetYourGuide listing in August 2026. Prices, availability and terms are set by the operator and confirmed at checkout.
- Tour name Florence: Valdorcia Wine, Brunello Montalcino, Montepulciano
- Operator Keys of Italy
- Booking platform GetYourGuide
- Product ID 231402
- Starting price $247.62 USD per adult
- Price last checked August 2026
- Rating 4.8 out of 5
- Review count 285 reviews
- Review source GetYourGuide verified bookings
- Duration 10.5 hours
- Where it goes Montalcino + Montepulciano
- Departure times Morning, from Piazza Antinori
- Tastings Two winery tastings plus one in Montalcino and one in Montepulciano
- Wines poured 4 tastings, 2 appellations
- Food included Lunch at a traditional restaurant included; local food tasting in Montepulciano
- Extras Underground cellar tour in Montepulciano; free time in each village; water on board
- Transport Air-conditioned van
- Pickup / meeting point Hotel pickup and drop-off included; meeting point at Piazza Antinori, corner of Via del Trebbio
- Expected return 10.5 hours after the start
- Group size Group tour
- Guide language English-speaking driver (a driver, not a guide); tastings led by a local sommelier or the winemaker
- Minimum age None stated
- Difficulty Walking and steps in two hill towns and an underground cellar
- Wheelchair access None stated
- Tips Gratuities not included
- Cancellation Free cancellation up to 24 hours before the start time
- Reserve now, pay later Yes — no payment at booking
- Weather Val d'Orcia is exposed; the day runs regardless and the free time is outdoors
- Good to know Gratuities are not included and are expected at the restaurants and cellars
- Closest alternative here Two wineries + San Gimignano
Check Dates and Availability
Live dates and prices from GetYourGuide. Free cancellation up to 24 hours before the start.
Quick answer Four tastings, two appellations, ten and a half hours — and who this day is really for
This Val d'Orcia day trip leaves Florence for Montalcino and Montepulciano, the homes of Brunello and Vino Nobile, and takes 10.5 hours door to door. Included: transport by air-conditioned van, an English-speaking driver — the listing is explicit that the driver is not a guide — water on board, guided tours and tastings at two wineries led by a local sommelier or the winemaker, one wine and olive-oil tasting in Montalcino, one wine and food tasting in Montepulciano, an underground tour in Montepulciano, lunch at a traditional restaurant, hotel pickup and free time in each village. Gratuities are not included. Meeting point: Piazza Antinori at the corner with Via del Trebbio.
Key takeaways
- Brunello di Montalcino and Vino Nobile di Montepulciano — two appellations the Chianti days never reach
- Tastings are led by a sommelier or the winemaker, not by counter staff working through a script
- 10.5 hours is the whole day: this is a choice about the trip, not just about an afternoon
- Lunch at a restaurant is included, and so is the underground cellar tour in Montepulciano
- The driver drives — the listing says so plainly, and the guiding happens at the estates
Brunello and Vino Nobile, and Why They Are Worth the Drive
Two appellations Chianti cannot give you
Brunello di Montalcino is made from a single grape — Sangiovese Grosso, locally called Brunello — and released only after years of ageing, which is why the bottles cost what they cost and why the tasting is the point of the day. Vino Nobile di Montepulciano, forty minutes away, is a different expression of Sangiovese with its own long history and a lower entry price.
No listing that stays in Chianti pours either. If your interest in Tuscan wine has moved past a comparison of Chianti Classico tiers, this is the day that answers it; if it has not, the tiers themselves are a cheaper lesson closer to home.
Led by the people who make it
The tastings at the two wineries are led by a local sommelier or the winemaker. That is a materially different experience from a pour by winery staff, and it is the reason this costs more than two Chianti half-days put together.
The underground tour in Montepulciano adds the other half of the story: the town sits over Etruscan-era cellars cut into the tufa, and several are still working wine stores.
Chianti, Montalcino or Montepulciano compares the three regions on distance, hours and what ends up in the glass.
What a 10.5-Hour Day Costs You
The arithmetic, plainly
Ten and a half hours from a morning meeting at Piazza Antinori means a day of your trip is gone. On a three-night stay that is a third of your Florence time spent mostly south of Siena, and the city sees you only at breakfast and after dark.
That is the right trade only if the wine is the reason you came. If it is not, the 4.5-hour two-estate trip or the seven-hour San Gimignano day leave far more of Florence intact for a fraction of the price.
Practical notes
Meeting point is Piazza Antinori at the corner with Via del Trebbio — a precise address, unlike most listings here. Hotel pickup is also offered. Gratuities are not included, and there are several places on a day like this where a tip is expected: the restaurant, the cellars, the driver.
Bring comfortable shoes; both towns are hill towns with steps, and the underground cellar is uneven. Pets and large luggage are not allowed in the van.
What Travellers Say
Short excerpts from verified GetYourGuide reviews of this listing, with the month they were left.
We learned a lot about the winemaking process while tasting some of the best red wines.
We brought friends on this tour because we had done it back in 2023. Could not have been happier.
Questions About This Tasting
Is this the only tour from Florence that reaches Brunello country?
Among the listings compared on this site, yes. Montalcino and Montepulciano sit 110–120 km south of Florence, and no half-day from the city can reach them — which is why this one runs 10.5 hours.
Who leads the tastings?
A local sommelier or the winemaker at each of the two wineries. The English-speaking driver is a driver, not a guide — the listing states this explicitly.
What is the underground tour in Montepulciano?
Montepulciano sits over cellars cut into the tufa, some of them Etruscan in origin and still used as wine stores. The tour goes down into them and is included in the price.
Is lunch included on the Val d'Orcia day?
Yes, at a traditional restaurant, alongside the food tasting in Montepulciano and the olive-oil tasting in Montalcino. Gratuities are not included.
Where does the day start?
At Piazza Antinori, on the corner with Via del Trebbio in central Florence. Hotel pickup and drop-off are also included on the listing.
Page last reviewed August 2026. Price, rating and review count read from the listing on August 2026. Prices, availability and terms are set by the operator and confirmed at checkout.
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