Private Montepulciano & Vino Nobile Wine Tour
Full-Day Private Vino Nobile di Montepulciano Wine Tour from Florence — 2 Family Countryside Wineries, Tuscan Lunch & Medieval Hilltop Town




- Duration
- 9:00 AM – 6:00 PM
- Party
- 2–8 travelers, private vehicle
- Vehicle
- Private A/C vehicle & driver
- Guide
- Private, English
About This Tour
Crowned "the King of All Wines" by Renaissance poet Francesco Redi in 1685, Vino Nobile di Montepulciano DOCG is one of Italy’s most aristocratic reds — yet its finest small-batch bottles rarely leave Tuscany. This 100% private day tour from Florence is crafted for discerning travelers who want by-appointment access to two family-owned countryside estates, where the winemakers themselves welcome you into the vineyards and historic oak cellars alongside your dedicated sommelier driver-guide.
Between private tastings of Rosso di Montepulciano DOC, Vino Nobile DOCG, and aged Riservas, you will sit down to a slow, homemade Tuscan lunch paired with local Pecorino at a boutique estate and enjoy a scenic pause in Renaissance Piazza Grande before returning comfortably to Florence.
Highlights
- 100% private full-day tour from Florence (9:00 AM – 6:00 PM) in an 8-seater minivan (Renault Trafic / Opel Vivaro) with hotel pickup & wine expert guide
- Pre-booked private vineyard walks & cellar tours at 2 family-owned Montepulciano countryside wineries
- Guided tastings of Rosso di Montepulciano DOC, Vino Nobile di Montepulciano DOCG & aged Riserva (Prugnolo Gentile)
- Homemade traditional Tuscan lunch at a family winery paired with estate wines, olive oil & local Pecorino cheese
- 30–40 minute stop at Piazza Grande in medieval Montepulciano (Val d'Orcia views & optional independent peek into the town's historic underground cellars)
Itinerary
9:00 AM Private Pickup in Florence & Drive South in 8-Seater Minivan
Meet your dedicated English-speaking wine expert driver-guide at your Florence hotel or residence (or the closest accessible point just outside the restricted ZTL zone) and head south in our private air-conditioned 8-seater minivan (Renault Trafic or Opel Vivaro, ideal for Tuscany's unpaved country roads) toward Montepulciano.
First Countryside Winery — Prugnolo Gentile Vineyards, Barrel Cellar & Tasting
Arrive on schedule for your private appointment at a hidden-gem, family-owned vineyard estate in the Vino Nobile production zone. Walk through the hillside vineyards of Prugnolo Gentile (the local biotype of Sangiovese), explore the winemaking and oak-aging cellar, and enjoy a guided tasting of Rosso di Montepulciano DOC and Vino Nobile di Montepulciano DOCG.
Second Family Winery — Reserve Wines, Pecorino Cheese & Tuscan Lunch
Continue along the scenic country lanes to a second boutique winery for your scheduled midday appointment. Tour the estate and sit down for a homemade multi-course Tuscan lunch featuring local Pecorino cheese, cured meats, handmade pasta, and estate extra-virgin olive oil paired with Vino Nobile DOCG and aged Riserva.
30–40 Minute Stop at Piazza Grande in Montepulciano (Historic Center & Optional Underground Cellars)
Stop in medieval Montepulciano for 30 minutes (up to 40 minutes if the day's winery appointment schedule permits) to walk up to Renaissance Piazza Grande and take in sweeping views toward the Val d'Orcia. Please note that the town's famous underground tufa cellars (cantine sotterranee) beneath the noble palaces are a historic town attraction rather than part of our countryside winery program — your guide will happily point out the closest entrances right off Piazza Grande if you'd like to step inside one independently during your stop.
Relaxing Return Drive to Florence (Approx. 6:00 PM)
Settle back into your private minivan for the comfortable late-afternoon drive north through the Tuscan hills, with direct drop-off back at your Florence accommodation around 6:00 PM.
What’s Included & Not Included
Included in the Tour
- Private, air-conditioned 8-seater minivan (Renault Trafic / Opel Vivaro, ideal for Tuscan countryside & gravel roads) with dedicated English-speaking wine expert driver-guide
- 2 family-owned countryside winery visits by appointment with guided tastings of Rosso, Vino Nobile DOCG & Riserva
- Traditional homemade Tuscan lunch with local Pecorino cheese and wine pairings
- 30–40 minute scenic stop at Piazza Grande in Montepulciano's historic center
- Door-to-door Florence hotel pickup & drop-off (or nearby ZTL meeting point) and all local taxes
Not Included
- Tips and gratuities (optional)
- Visits or tastings inside the historic underground cellars in Montepulciano's town center (optional independent sightseeing during the 30–40 min stop at Piazza Grande)
- Personal wine bottle purchases and international wine shipping (available directly at the wineries)
Price by Group Size
| Group size | Price per person | Total |
|---|---|---|
| 2 travelers | €500 | €1,000 |
| 3 travelers | €400 | €1,200 |
| 4 travelers | €375 | €1,500 |
| 5 travelers | €350 | €1,750 |
| 6 travelers | €325 | €1,950 |
| 7 travelers | €325 | €2,275 |
| 8 travelers | €325 | €2,600 |
Your Trip Designer

Vittorio Del Bono Venezze
Every private day is planned by hand, not booked from a menu. Once you enquire, the team puts together a proposal tailored to your dates, pace and taste — usually within 24 hours, with no obligation to book.
Boutique Family Wineries across Montepulciano
Meeting Point
Pickup at your hotel or residence in Florence when possible. Some central streets fall within the ZTL limited traffic zone — cars cannot enter them — in which case we arrange a nearby meeting point instead.
Tour Area
Cancellation Policy
| Notice before departure | Charge |
|---|---|
| More than 14 days | No charge |
| 48 hours – 14 days | 50% of tour price |
| Less than 48 hours | 80% of tour price |
| No-show | 100% of tour price |
Frequently Asked Questions
What's the difference between Vino Nobile di Montepulciano and Brunello di Montalcino?
Although Montepulciano and Montalcino sit less than 40 kilometers apart in southern Tuscany and both produce benchmark DOCG red wines based on Sangiovese, their appellation rules, aging requirements, and style in the glass differ in important ways:
• Vino Nobile di Montepulciano DOCG: Italy's very first wine to receive DOCG certification in 1980, Vino Nobile must be made from at least 70% Sangiovese — known locally in Montepulciano as Prugnolo Gentile — blended with up to 30% authorized Tuscan varieties such as Canaiolo Nero and Mammolo (though many boutique estates today bottle 100% Prugnolo Gentile). By law it ages for at least 24 months (including a minimum of 12 months in oak barrels), or 36 months for the Riserva. The result combines aristocratic structure and cellar longevity with earlier approachability, vibrant plum and dark-cherry fruit, floral violet notes, and silky tannins.
• Brunello di Montalcino DOCG: Must be produced from 100% Sangiovese Grosso grown in Montalcino and aged for a minimum of 5 years before release (6 years for Riserva), delivering a fuller, more muscular, and higher-tannin profile typically priced higher per bottle. You can explore those estates on our Private Montalcino & Brunello Wine Tour.
For a deeper look at the history, grape clones, and food pairings of Montepulciano's flagship red, read our editorial guide to Vino Nobile di Montepulciano DOCG.
Is Vino Nobile di Montepulciano the same as Montepulciano d'Abruzzo?
No — this is one of the most common points of confusion in Italian wine, because ”Montepulciano” refers both to a Renaissance hilltop town in southern Tuscany and to an unrelated red grape variety grown mainly in central-eastern Italy:
• Vino Nobile di Montepulciano DOCG (Tuscany): Named after the Tuscan town of Montepulciano, this noble wine is crafted from Sangiovese (locally called Prugnolo Gentile) and contains zero ”Montepulciano” grapes. It is a structured, age-worthy, oak-aged Tuscan red that shares its Sangiovese heritage with Chianti Classico and Brunello di Montalcino.
• Montepulciano d'Abruzzo DOC (Abruzzo): Named after the Montepulciano grape variety and produced in the Abruzzo region along the Adriatic coast, yielding a darker, softer, lower-acidity everyday red wine.
Do we visit the historic underground wine cellars (cantine sotterranee) inside Montepulciano's town center?
No — the historic underground cellars (cantine sotterranee) carved into the volcanic tufa rock beneath the Renaissance palaces in Montepulciano's town center are a famous local sightseeing attraction, not part of our guided winery program.
• Where our tastings take place (Countryside Vineyard Estates): Rather than visiting walk-in tasting storefronts inside the town walls, our private tour takes you out into the surrounding Montepulciano hills — including along unpaved Tuscan vineyard roads — to two working, family-owned vineyard estates that receive us by pre-scheduled appointment. There you walk directly among the Prugnolo Gentile vines, tour the fermentation rooms and oak barrel cellars with the winemaking team, and enjoy private seated tastings and a homemade Tuscan lunch overlooking the vineyards.
• Seeing the underground cellars during your stop at Piazza Grande: Our itinerary includes a scenic stop in Montepulciano's medieval and Renaissance historic center around Piazza Grande (typically 30 minutes, up to 40 minutes if the winery appointment schedule allows). Several of the monumental subterranean cellars beneath the old palazzi open right onto the main square and adjacent streets as an architectural attraction — if you would like to step inside one during your stop to admire the vaulted brick and tufa tunnels, your driver-guide will gladly point out the closest entrances.
How does this private Montepulciano wine tour compare to your small-group Montepulciano tour?
Both experiences follow our signature full-day Montepulciano route — visiting two hand-picked family-owned countryside wineries by pre-booked appointment for guided tastings of Rosso di Montepulciano DOC and Vino Nobile di Montepulciano DOCG, sitting down for a homemade Tuscan lunch, and stopping for 30–40 minutes at Piazza Grande in the historic hilltop town. The difference lies in exclusivity and pickup logistics:
• Private Montepulciano & Vino Nobile Wine Tour (9:00 AM – 6:00 PM, from €260 to €500/person for 2–8 guests): 100% reserved for your party alone with door-to-door pickup and drop-off at your Florence hotel or residence (or closest ZTL point), a private air-conditioned 8-seater minivan (Renault Trafic or Opel Vivaro, perfectly suited to Tuscany's unpaved country and vineyard lanes), a dedicated English-speaking wine expert driver-guide, and private cellar visits.
• Vino Nobile di Montepulciano Small-Group Wine Tour (9:00 AM – 5:00 PM, €250/person): A shared small-group excursion capped at a maximum of 8 participants, departing at 9:00 AM from our central Florence meeting point (Lungarno Cellini 33) at a fixed per-person rate — ideal for couples or solo travelers who enjoy sharing the day with fellow wine enthusiasts.
How long is the drive from Florence to Montepulciano, and how much time do we spend at Piazza Grande?
Montepulciano is located in southern Tuscany, roughly 110 km (68 miles) southeast of Florence. We travel in a comfortable, air-conditioned 8-seater minivan (Renault Trafic or Opel Vivaro) — ideal both for the highway stretch and for the unpaved gravel roads (strade bianche) leading directly to the countryside vineyard estates. The drive takes approximately 1 hour and 30 minutes to 1 hour and 45 minutes each way.
The stop in Montepulciano's historic center around Piazza Grande is typically 30 minutes, and up to 40 minutes when the day's schedule permits. Because our partner wineries are working, family-run estates that host private visits and tastings by strict appointment, their reservation times must be respected — giving you a well-timed 30–40 minute window to admire the Renaissance palaces of Piazza Grande, take in the views over the Val d'Orcia, or briefly step inside one of the historic underground cellars right off the square.
What is included in the Tuscan lunch, and can you accommodate dietary restrictions?
Yes — a traditional, sit-down Tuscan lunch is included in the price and served at the second family-owned winery we visit in the Montepulciano countryside.
• Local specialties & Pecorino pairings: Because Montepulciano borders the famous sheep-grazing pastures of Pienza and the Val d'Orcia, lunch highlights artisanal local Pecorino cheeses at different aging stages alongside Tuscan charcuterie, bruschetta drizzled with the estate's own extra-virgin olive oil, a seasonal homemade pasta course (such as traditional hand-rolled pici), and cantucci with Vin Santo — all paired directly with the winery's Rosso di Montepulciano DOC, Vino Nobile DOCG, and Riserva.
• Dietary requirements: Vegetarian, vegan, gluten-free, dairy-free, and food-allergy menus are happily accommodated — simply let us know when booking or inquiring so we can coordinate with the winery kitchen in advance.
Can we customize the itinerary in advance to combine Montepulciano with Pienza or Montalcino?
Yes — because this is a private tour planned around your party, we can customize the route when you enquire, provided it is arranged in advance so we can lock in the exact appointment times with the wineries:
• Why advance planning matters: All of our partner wineries in Montepulciano are small, family-run estates that work on a strict appointment schedule for vineyard walks, cellar tours, and lunch. Once the day's appointments are set, timings must be respected so every estate can welcome you properly.
• Combining Montepulciano with Pienza or Montalcino: If you would like to include nearby Pienza in the Val d'Orcia or taste both of southern Tuscany's flagship Sangiovese appellations in a single day — visiting one estate in Montalcino (see our Private Montalcino & Brunello Wine Tour) and one estate in Montepulciano — just let our trip designer know when you enquire so we can build the schedule accordingly.
Can we buy wine and ship it home to the USA?
Yes, absolutely. Shipping wine home — particularly to the United States — is very common, straightforward, and organized directly by each winery where we stop.
• How it works: Every winery we visit is fully equipped and works with licensed international wine couriers that handle door-to-door, temperature-controlled shipping, US customs clearance, and local state taxes. The system is simple: you select your bottles or cases, provide your US shipping address, and pay for both the wine and shipping directly to the winery with your credit card.
• Company policy disclaimer: Please note that all wine purchases, shipping arrangements, transit insurance, and deliveries are contracted directly and exclusively between you and the respective winery. Italy and Wine acts purely as your tour operator and is not a party to these transactions, nor do we handle wine sales, shipping fees, or delivery tracking.
For more details on typical transit times, customs rules, and packaging, read our guide on Shipping Wine from Tuscany to USA.
Reviews
★ 5.0 · 3 verified reviewsDaniel Stull
Our full-day excursion to the estates of Montepulciano with Vittorio exceeded every expectation. Rather than a standard commercial tasting, we experienced an intimate, behind-the-scenes immersion into Tuscan viticulture — sitting down with the families who actually craft the wines, sampling extraordinary Vino Nobile vintages, and hearing the stories and traditions behind each label. Vittorio combined deep expertise with warm hospitality and a wonderful sense of humor throughout the day. We ended up shipping several boutique bottles back to the States for friends and picking up a few more to enjoy during the rest of our Italian holiday. The hilltop town of Montepulciano itself — recognizable from Under the Tuscan Sun — is breathtaking and well worth the journey south from Florence. We were so impressed by the entire experience that we immediately signed up for a second outing with Italy and Wine!
Molly McGregor
Spending the day exploring the Vino Nobile di Montepulciano wine region with Matteo was a true highlight of our time in Tuscany. His deep knowledge of the local vineyards and engaging personality brought every tasting to life, and pairing the countryside cellar visits with time to stroll through Montepulciano's Renaissance town center created the ideal balance. I would wholeheartedly recommend this experience to anyone visiting Florence.
Eileen Skrabutenas
For anyone hoping to gain a genuine appreciation of Tuscan winemaking, Italy and Wine delivers an unforgettable day out. During our Vino Nobile di Montepulciano excursion, we visited welcoming local estates where generous pours were accompanied by a delicious midday meal matched with regional bottles. Having Fabian, a certified sommelier, as our guide made all the difference — he was warm, articulate, and effortlessly broke down the character and vintage differences of every glass we tried. Before heading back, we had time to wander through Montepulciano's historic hilltop center and take in the sweeping panorama over the countryside. Whether you are a casual enthusiast or a seasoned collector, this day is well worth the investment.


