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Brunello Wine Tour from Florence: Montalcino, Pienza and Montepulciano

  • 10.5 hours, 8:00am start and back at about 6:30pm depending on trafficDuration
  • 4.6 · 429Reviews on Viator
  • From $258.51per person
  • Free cancellation 24hCancellation
Quick answer The day in brief

This Brunello wine tour costs $258.51 per person, runs 10.5 hours from 8:00am to about 6:30pm and takes up to 8 guests. It includes two wine tastings, a three-course lunch with wine in Pienza and English-guided cellar visits.

Key takeaways

  • The day covers a family winery in Montalcino, 15 minutes at Montalcino castle, lunch and free time in Pienza, then the underground city cellar in Montepulciano.
  • Free cancellation applies up to 24 hours before departure. See the full terms in what the price covers.
  • Lunch is included, unlike the cheaper Val d Orcia Wine and Pecorino Day Trip, and the group is capped at 8.
  • Not sure whether Montalcino or Chianti is the better day? Compare all Florence winery tours on one table.
A host pouring red wine into large glasses for a small group at a tasting table in a stone cellar
4.6★429 reviews
$258.51per person
10.5 hours, 8:00am start and back at about 6:30pm depending on trafficduration
Freecancellation 24
Check Availability

Sold and operated by Keys Of Italy / Florence. Booked and paid through Viator. We may earn a commission if you book through our link, at no extra cost to you. Compare all winery tours from Florence

This Brunello wine tour from Florence runs by premium van with up to 8 guests through the UNESCO-listed Val d'Orcia to Montalcino, Pienza and Montepulciano. You taste Brunello di Montalcino vintages at a family estate, eat a three-course lunch with wine and water in Pienza, then go underground into a historical cellar in Montepulciano for a wine and food tasting. The day lasts 10.5 hours, from an 8:00am meet to a return at about 6:30pm depending on traffic. It costs $258.51 per person and carries a 4.6 rating from 429 reviews on Viator. If you are deciding between a Brunello day and the cheaper Chianti options, the guide to winery tours from Florence lays out the price, group size and lunch terms for each listing side by side.

About This Tour

Keys Of Italy / Florence runs this day by air-conditioned van with a maximum of 8 participants, so the group stays small. The driver is English-speaking but is not the guide. The guided parts are the vineyard and barrel cellar visit at the Montalcino winery and the underground city cellar in Montepulciano, both led in English.

The route covers three towns in one long day. Montalcino is home of Brunello, Pienza is known for its Pecorino cheese and Montepulciano for its Vino Nobile. The van crosses the Val d'Orcia, which UNESCO added to the World Heritage List in 2004. Two tastings, a full lunch and the guided cellar visits are all in the $258.51 price.

Price
$258.51 per person. It covers transport in a premium air-conditioned van, two wine tastings, the local product food tasting in Montepulciano, a three-course superior lunch with wine and water, and the two English-guided visits. Gratuities and private pick-up are extra.
Wineries and what is poured
One family winery in Montalcino with a tasting of Brunello di Montalcino vintages, then a wine tasting at a historical cellar called the underground city, below a wine shop in Montepulciano.
Food
A three-course superior lunch with wine and water in Pienza, plus local food specialities served with the Montepulciano tasting.
Length
10.5 hours, meeting at 8:00am and back in Florence at about 6:30pm depending on traffic.
Meeting point
Beside the entrance of Cantina Antinori, outside the building on the corner with via del Trebbio, at 8:00am. No hotel pickup is included.
Cancellation
Free cancellation up to 24 hours before the start for a full refund.

How the Day Runs

The listing gives a timed itinerary from the 8:00am meet to the return at about 6:30pm. The operator notes that for operational reasons the order of Montepulciano and Montalcino may swap.

Stop by Stop

You meet the English-speaking driver beside the Cantina Antinori entrance, outside the building on the corner with via del Trebbio, at 8:00am. The van then drives south out of Florence into the Val d'Orcia.

The first stop is the family winery in Montalcino at 09:45. You walk the vineyard and the barrel cellar with an English guide, then taste different vintages of Brunello di Montalcino. At 11:30 there is a quick 15-minute stop at Montalcino castle and the tiny city centre. At 12:15 the van reaches Pienza, a Papal village famous for Pecorino cheese, where the three-course lunch with wine and water is served, followed by free time for the historic centre, the viewpoints and the cheese shops.

At 2:45pm the guided visit enters the underground city, a historical cellar below a local wine shop in Montepulciano. At the exit a tasting of wine and food specialities waits, and there is time for the main square at the top of town. The van is back in Florence at about 6:30pm depending on traffic, or drops you in Montepulciano or Montalcino if you asked when booking.

Clock times as the listing gives them.

  1. 8:00am

    Meet the driver

    Beside the Cantina Antinori entrance, outside the building on the corner with via del Trebbio. Board the premium air-conditioned van, maximum 8 participants.

  2. 09:45am

    Family winery in Montalcino

    English guided visit of the vineyard and barrel cellar, then a tasting of Brunello di Montalcino vintages with the family.

  3. 11:30am

    Montalcino castle

    A quick 15-minute stop at the castle and the tiny city centre.

  4. 12:15pm

    Lunch in Pienza

    Three-course superior lunch with wine and water, then free time for the historic centre, the viewpoints and the cheese shops.

  5. 2:45pm

    Underground city, Montepulciano

    Guided visit of the historical cellar below a local wine shop, a wine and food specialities tasting at the exit, then time at the main square.

  6. About 6:30pm

    Back in Florence

    Depending on traffic, or a drop-off in Montepulciano or Montalcino if you asked when booking.

The two crenellated towers and stone courtyard path of the Fortezza di Montalcino under a blue sky

The Fortezza of Montalcino, built by Siena in the 14th century, where Brunello is poured by the glass. Photo: Anna.Massini, CC BY-SA 4.0, via Wikimedia Commons

Map of the Brunello Wine Tour

From the Cantina Antinori corner in Florence to Montalcino, Pienza and Montepulciano in a van of up to 8.

Meeting and drop-off points
Towns and villages
Order of the stops
  1. 1 Cantina Antinori, FlorenceMeeting point on the corner with via del Trebbio.
  2. 2 MontalcinoFamily winery visit and a 15-minute stop at the castle.
  3. 3 PienzaThree-course lunch with wine, then free time.
  4. 4 MontepulcianoThe underground city cellar and a tasting.

Numbers match the pins on the map.

Map data: OpenStreetMap. Lines join the stops in order, not the roads.

What the Price Covers

The $258.51 per person covers the van, the driver, two tastings with food, the lunch and two guided visits. Here is each line, as the listing states it.

What Is in and What Is Not

Two wine tastings are included, one at the family winery in Montalcino and one at the underground city cellar in Montepulciano, where local food specialities are served with the wine. The superior lunch is a three-course meal with wine and water in Pienza. The English guided tour covers the vineyard and barrel cellar at the winery and the underground city of Montepulciano. The driver speaks English but is not the guide.

Not in the price: gratuities and private pick-up. No hotel pickup is included on any standard option on this site, so plan to reach the Cantina Antinori meeting point on foot or by bus or taxi. Bottles you buy at the wineries and anything you order in your free time in Pienza are yours to pay for.

LineIn the priceNotes
TransportYesPremium air-conditioned van, maximum 8 participants, complimentary water on board
Driver and guidesDriver yes, guides yesEnglish-speaking driver, but the driver is not the guide. The vineyard and barrel cellar tour and the underground city tour are guided in English
WineriesYes1 family winery in Montalcino, guided, plus the underground city cellar in Montepulciano
Wines pouredYesBrunello di Montalcino vintages at the family estate, plus a wine tasting in Montepulciano
FoodYesThree-course superior lunch with wine and water in Pienza, local product food tasting in Montepulciano
Hotel pickupNoMeet beside the Cantina Antinori entrance at 8:00am
TipsNoGratuities are excluded
ExtrasNoPrivate pick-up is excluded. You can ask to be dropped in Montepulciano or Montalcino

The Honest Note on Price and Lunch

At $258.51 this is one of the most expensive listings among the winery tours from Florence, and the reason is on the table: lunch is included, the van is capped at 8 and the day runs 10.5 hours. If you want the same three towns at the lowest cost, the Val d Orcia Wine and Pecorino Day Trip costs $82 per person but runs as a coach and does not include lunch, so you buy your own meal in Pienza or Montepulciano.

A vineyard terrace with olive trees above rolling green hills near Montalcino

Vines and olive trees on the slopes around Montalcino, the home of Brunello. Photo: Librarygroover, CC BY 2.0, via Wikimedia Commons

Book It If, Skip It If

Book it if

  • you want the three-course lunch with wine in Pienza included, since the $258.51 price covers it
  • you prefer a small group, because the premium air-conditioned van is capped at 8 participants
  • you want to taste Brunello di Montalcino vintages at a family winery with an English-guided vineyard and barrel cellar visit

Skip it if

Who This Tour Rules Out

The limits here are mild, but a few travelers fit another listing better.

Who Should Look Elsewhere

Travelers on a budget. At $258.51 this is the premium way to see the Val d'Orcia. The Val d Orcia Wine and Pecorino Day Trip costs $82 per person and covers the same towns and two wineries, with a Pecorino tasting, but lunch is not included and it runs as a coach. Pick it if the price matters more than the small group and the meal.

Travelers with little time. The day is 10.5 hours, from 8:00am to about 6:30pm. A half-day option such as the Small-Group Chianti Wine Tasting Tour at $99 runs 4.5 hours with two Chianti Classico wineries and snacks.

Travelers who want hotel pickup. There is none here, and no standard option on this site includes it. You meet beside Cantina Antinori at 8:00am. Families are fine though: infants 0 to 5 and children 6 to 12 are listed, infant seats are available and prams and strollers are allowed. The listing also says it suits all fitness levels.

The Romanesque abbey of Sant'Antimo with its bell tower and a cypress above olive groves

The Abbey of Sant'Antimo in the valley south of Montalcino. Photo: Photo2023, CC BY 4.0, via Wikimedia Commons

Pros and Cons

The honest case for and against this listing.

What we genuinely like

  • Lunch is included: a three-course meal with wine and water in Pienza, rare at this length
  • Small group, maximum 8 participants, in a premium air-conditioned van
  • Two guided visits in English, the vineyard and barrel cellar and the underground city cellar
  • Covers three towns in one day: Montalcino, Pienza and Montepulciano
  • Families are catered for, infant seats available and prams allowed
  • Free cancellation up to 24 hours before the start

The honest downsides

  • $258.51 per person, the premium end of the Val d'Orcia days
  • No hotel pickup, and the driver is not the guide between stops
  • A long day, 10.5 hours from 8:00am to about 6:30pm
  • Gratuities are excluded
  • The itinerary order may swap Montepulciano and Montalcino for operational reasons

Who it's NOT for: Travelers who want a cheap coach day should book the Val d Orcia Wine and Pecorino Day Trip at $82 instead.

Before You Go: the Wine, the Region and What to Bring

A few facts about the wines in the glass and the rules for taking a bottle home.

Brunello, the Wine You Taste in Montalcino

Brunello di Montalcino is made from Sangiovese, called Brunello in Montalcino, with a maximum yield of 80 quintals per hectare. The rules are strict on ageing: at least two years in oak and at least 4 months in bottle, 6 months for the Riserva. No bottle can be sold before 1 January of the year following the end of the fifth year from the harvest, and the Riserva a year later.

Montepulciano's own wine, Vino Nobile di Montepulciano, must be at least 70% Sangiovese and age at least two years.

TopicWhat it saysFor this tour
Brunello ageingMinimum two years in oak and 4 months in bottle, Riserva 6 monthsYou taste different Brunello vintages at the family winery
Vino NobileMinimum 70% Sangiovese, at least two years of ageingMontepulciano's own wine, ask for it at the cellar tasting
Val d'OrciaUNESCO World Heritage List since 2004The van crosses the valley between stops
HarvestIn Chianti Classico the harvest runs from the first half of September to the second half of OctoberCellars are busiest then, book early
Bottles home, USCBP allows one liter duty-free for returning residents 21 and over, and amounts above it are dutiableBuy at the winery and pack bottles in checked luggage
Hand luggageTSA allows carry-on liquids only in containers of 3.4 ounces (100 ml) or lessWine bottles always go in checked baggage, never carry-on

Practical Before the 8:00am Meet

No licence or driving skill is needed, the van does the work, so you can taste without a second thought. Closed-toe shoes help in the cellars. If you drive yourself to the 8:00am meet, note the Florence ZTL runs Monday to Friday 7:30-20:00 and Saturday 7:30-16:00, and the historic centre is called not suitable for cars.

The homepage sections on driving yourself and the Florence ZTL and the wines you will taste cover both topics in detail. For more season advice, the section on the best time of year and the harvest is useful.

Sources: Brunello di Montalcino Consortium, Vino Nobile Consortium, Italian National Tourist Board, US Customs and Border Protection, TSA.

Understand Brunello Di Montalcino in 5 Minutes

A short explainer on Brunello di Montalcino, the wine you taste on this tour, with views of the hill town and its vineyards. Third-party video by Hourglass of Wine. This site did not shoot it and has no relationship with the creator.

Brunello Wine Tour FAQ

Which Brunello winery is the best to visit?

There is no single best estate. This tour visits a family winery in Montalcino where you visit the vineyard and barrel cellar with an English guide and taste different Brunello vintages. Compare it with the coach version on the Val d Orcia Wine and Pecorino Day Trip page.

Which is better to visit, Montalcino or Montepulciano?

The day gives you both. Montalcino is home of Brunello, and Montepulciano is known for Vino Nobile, which must be at least 70% Sangiovese and age at least two years. In Montepulciano you also go underground into the historical cellar called the underground city. See the stop times in how the day runs.

Is Brunello better than Chianti?

They are different wines rather than a ranking. Chianti Classico must be at least 80% Sangiovese, and Brunello di Montalcino is 100% Sangiovese with a much longer mandatory ageing, at least two years in oak. If you would rather taste Chianti Classico closer to Florence, the Small-Group Chianti Wine Tasting Tour runs 4.5 hours at $99.

How much does a bottle of Brunello wine cost?

Prices vary by estate and vintage, so ask at the winery. You buy bottles directly at the winery if you wish, and anything you buy is not in the $258.51 tour price. For taking wine home, US CBP allows one liter duty-free for returning residents 21 and over, and the TSA liquids rule means bottles travel in checked luggage, as the section on bringing wine home explains.

Does this Brunello wine tour include lunch and hotel pickup?

Lunch yes: a three-course superior meal with wine and water in Pienza is included. Hotel pickup no: you meet beside the Cantina Antinori entrance at 8:00am, and no standard option on this site includes pickup. The full list of inclusions is in what the price covers.

Can children join this tour?

Yes. The listing has infant 0-5 and child 6-12 rates, specialized infant seats are available and prams and strollers are allowed. If you would like a ride-based day instead, the Chianti Bike Tour with Wine Tasting is for ages 10 and up.

What if I want to stay in Tuscany after the tour?

You can ask to be dropped in Montepulciano or Montalcino instead of riding back to Florence, as long as you tell the operator when you make your reservation. Otherwise the van returns to Florence at about 6:30pm depending on traffic, as set out in how the day runs.

Compare with

Ciaoflorence Val d Orcia Day Trip with Montalcino, Pienza and Montepulciano Wine Tasting

★★★★★ ★★★★★ 4.7(1,540 reviews)· 11.5 hours

An 11.5-hour coach day to Montalcino, Pienza and Montepulciano with two winery tastings of Brunello and Vino Nobile and a pecorino tasting. Lunch is not included, and the order of stops can change.

Category
Montalcino and Val d Orcia wine tour
Cancellation
Free cancellation 24h
Operator
Ciaoflorence Tours & Travel

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This Brunello day runs with a maximum of 8 seats per van, so pick your date and lock it in.

Free cancellation up to 24 hours before departure for a full refund, booked through Viator.

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