Montalcino, the hilltop home of Brunello di Montalcino, is under two hours south of Florence by road. Tours stop in the town for Brunello tastings, often with Pienza and the Val d'Orcia.
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A Brunello tour from Florence is a full day in the Val d'Orcia: the longer options run 11 to 12 hours and name stops in Montalcino, Pienza, Montepulciano or Monteriggioni, while two shorter ones last around 8 hours and include two wineries and a lunch. The most common length is about 12 hours. We list 19 tours on this page. Travellers have left more than 2,878 reviews on the tours we list here, with an average rating of 4.6 out of 5. The trips on this page run from 8 to 13 hours.
Days of 11 to 12 hours make up this group, and some pair wine tastings with free time in the hill towns of the Val d'Orcia; Montalcino, Pienza and Montepulciano are among the stops they name. One listing, rated 4.6, includes two different wine tastings and the Pecorino cheese of Pienza. Its inclusions read "Free visit of Montalcino, Pienza, Montepulciano", the listing notes. Another adds a second wine tasting in Montepulciano.
A combo day adds Monteriggioni to Pienza and Montalcino and moves between the stops by bus or minibus, with entry included. It is the format to pick for a day spread over several stops rather than concentrated in the cellars. The listing we describe lasts about 11 hours.
Shorter guided days of around 8 hours centre on the wineries around Montalcino; they offer two visits, tastings and a Tuscan lunch. The listing we describe lists a meeting with two Brunello winemakers in their cellars and a traditional multi-course lunch at a winery.
A small-group day also lasts around 8 hours and stays within the Montalcino wine region. The listing we describe includes a stop in Montalcino and a guided tour of two wineries and their cellars, in English. It lets you "Talk with the proprietors and learn about how to best taste wine", the listing notes.
| Type of tour | ★ | Duration | Includes |
|---|---|---|---|
| Tasting day through three hill towns | 4.6 | ~12h | Expert multilingual guide + Free visit of Montalcino, Pienza, Montepulciano + Audio guide |
| Three-stop day by bus or minibus | 4.3 | ~11h | Transport by bus or minibus + Tour assistant + Wi-Fi on board |
| Two wineries and a Tuscan lunch | 5.0 | ~8h | Tuscan lunch + 2 boutique wineries + 2 wine tastings |
| Small group, two cellars and lunch | 4.7 | ~8h | Tour of 2 wineries and cellars + Local lunch + Stop in Montalcino |
Table data is indicative and comes from the GuruWalk catalogue. Each activity's current details, including availability, are the ones shown on its listing when you book.
Between these formats the difference is the shape of the day: some of the 11 to 12 hour days name stops in Montalcino, Pienza and Montepulciano, and the 8-hour days list two wineries each. Of the trips shown here, the one with the most reviews is "From Florence: Val d'Orcia Tour with Wine Tasting", with more than 1,507 reviews and a rating of 4.6 out of 5.
Several of the long days list free time in Pienza, Montalcino or Montepulciano, so decide before you arrive what you want from it. One listing describes that time as "Free time to explore medieval streets, shops, and viewpoints", the listing notes, and adds the climb to the pentagonal fortress of Montalcino.
The long days run from Florence out to the Val d'Orcia, so what the vehicle offers matters; we would read the inclusions for that before choosing. One listing states air-conditioned bus transportation. Another lists Wi-Fi on board the bus.
Every listing we describe here states free cancellation up to 24 hours before the tour. Read the terms on the listing you choose before you book.
English guiding is on every listing we describe here, and most of them also list Spanish. The two 8-hour options, the winery day and the small-group day, are in English only.
The tours on this page centre on Montalcino and its Brunello, and the tastings vary by listing. One lists Vino Nobile, the wine of Montepulciano. Another names Rosso di Montalcino DOC next to Brunello di Montalcino DOCG. A third promises a variety of typical Tuscan wines and local produce.
