Top Rated on Google & Yelp · Verified Reviews Licensed Italian Tour Operator · Florence · Since 2004
Shared · 9:00 AM – 5:00 PM · Tuscany

Brunello di Montalcino Small-Group Wine Tour

Full-Day Small-Group Brunello & Montalcino Wine Tour from Florence (Max 8 Guests)

Duration
9:00 AM – 5:00 PM
Group
Small group · 2–8 travelers
Transport
A/C minivan included
Lunch & Tastings
Seated lunch & wines included
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About This Tour

Join an intimate, small-group wine journey from Florence south to the breathtaking hills of Montalcino, nestled within the UNESCO World Heritage landscape of the Val d'Orcia. Celebrated globally as one of Italy's most prestigious red wines, Brunello di Montalcino DOCG is crafted exclusively from 100% Sangiovese Grosso and aged by law for a minimum of five years before release.

On this full-day shared excursion (capped at just 8 guests for a relaxed, authentic experience), you will visit two premier, family-run estates with distinctly contrasting terroirs. Stroll through sun-drenched vineyards, tour historic underground barrel cellars, and discover the craftsmanship behind both fresh, vibrant Rosso di Montalcino and complex, cellar-worthy Brunello di Montalcino.

At midday, sit down at a boutique winery for a traditional multi-course Tuscan lunch featuring seasonal local specialties paired directly with estate wines. The afternoon includes leisurely free time to wander the cobblestone streets of medieval Montalcino, explore its 14th-century fortress, and admire panoramic vistas sweeping across southern Tuscany before your comfortable return drive to Florence.

Prefer a private day with hotel pickup and your own dedicated guide? View Private Montalcino Tour→

Highlights

  • Full-day tour with a small group (2-8 people)
  • Visit two hand-selected wineries in the Montalcino wine region
  • Guided tastings of Brunello di Montalcino and Rosso di Montalcino
  • Traditional light lunch at a winery, paired with local wines
  • Scenic stop at the medieval village of Montalcino

Itinerary

1

Pickup in Florence

Meet your sommelier guide in central Florence (Lungarno Cellini) and board an air-conditioned minivan for a scenic drive south through the Chianti hills towards the Val d'Orcia.

2

First winery — vineyard walk & tasting

Arrive in Montalcino to tour the vineyards and cellars of a boutique family estate, followed by a guided tasting of Rosso and Brunello di Montalcino.

3

Second winery — cellar visit & Tuscan lunch

Visit a second contrasting Montalcino winery, explore the barrel rooms, and enjoy a traditional multi-course Tuscan lunch paired with estate wines.

4

Montalcino village & medieval fortress

Leisurely free time to stroll through the cobblestone alleys of medieval Montalcino, admire the 14th-century fortress, and enjoy sweeping views across the UNESCO Val d'Orcia.

5

Return to Florence

Relax on the comfortable return drive through the rolling Tuscan landscape, arriving back at the Florence meeting point around 5:00 PM.

What’s Included & Not Included

Included in the Tour

  • Comfortable, air-conditioned 8-passenger minivan transportation (Opel Vivaro / Renault Trafic) with licensed NCC driver
  • English-speaking certified professional sommelier guide
  • Guided visits to two hand-selected Brunello di Montalcino wineries
  • Cellar tours and guided tastings of Rosso di Montalcino & Brunello di Montalcino DOCG
  • Traditional Tuscan lunch paired with estate wines
  • Intimate small-group experience (maximum 8 guests)

Not Included

  • Hotel pick-up and drop-off
  • Tips and gratuities

Your Wine Expert Guide

Every small-group departure (strictly capped at 8guests) is led in person by one of our English-speaking wine experts and certified sommeliers — sharing Tuscany's vineyards, cellars and family winemakers with travelers since 2004. Meet our wine guides →

Boutique Family Wineries across Montalcino

Family-run, hand-selected small and medium estates across Montalcino — never industrial bus-tour facilities. Visits typically include a vineyard walk, barrel-cellar tour, and a guided tasting of estate DOCG and IGT wines led by the winemakers or cellar masters themselves.

Meeting Point

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Lungarno Cellini 33, Florence

Tour Area

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Cancellation Policy

Notice before departureCharge
More than 14 daysNo charge
48 hours – 14 days50% of tour price
Less than 48 hours80% of tour price
No-show100% of tour price

Frequently Asked Questions

How long does Brunello di Montalcino need to age before release?

By law, at least five years from harvest, including a minimum of two years in oak (Riserva needs six years) — one of Italy's most tightly regulated wines.

What's the difference between Brunello and Rosso di Montalcino?

Both come from 100% Sangiovese grown in Montalcino, but Rosso is aged for only about a year and released much sooner. It's a more affordable, approachable way to taste the same terroir while the Brunello is still aging.

Which wineries will we visit?

We work with carefully selected family-run wineries in the Montalcino area. The exact estates may vary with availability, but each visit is chosen for its quality, character and welcoming experience.

Is lunch included, and can you accommodate dietary requirements?

Yes. A traditional Tuscan light lunch, paired with local wines, is included at one of the wineries. Please let us know about vegetarian, vegan, allergy or other dietary requirements when booking so we can check arrangements in advance.

How long is the drive from Florence to Montalcino?

The journey takes you through the Tuscan countryside to southern Tuscany. The full-day itinerary runs from 9:00 AM to approximately 5:00 PM, including the winery visits, lunch and the village stop.

Where does the tour start and end?

The tour meets and finishes in Florence, at Lungarno Cellini 33. Siena pick-up may be available on request; please contact us before booking so we can confirm it.

Will I be sharing the tour with other travelers?

Yes — this is a small-group tour with a maximum of 8 participants, typically a mix of couples, friends and solo travelers. It is a good option if you would rather not book an entire private vehicle.

Can we purchase Brunello wine at the wineries and ship it home?

Yes, absolutely. Both boutique wineries we visit offer insured, temperature-controlled door-to-door international shipping directly to your home address in the United States, UK, Canada, Australia, and across Europe. They handle export packaging, customs clearance, and local transit paperwork directly, so your bottles arrive safely at your doorstep without you having to carry them on the plane.

What should we wear for the winery visits and lunch in Montalcino?

Comfortable smart-casual clothing is recommended. We suggest flat, comfortable walking shoes suitable for gravel vineyard paths, cool historic barrel aging cellars, and the cobblestone streets and fortress ramparts of Montalcino village. A light layer or jacket is also helpful, as underground wine cellars remain naturally cool year-round (around 14–16°C / 57–60°F).

Reviews

★ 5.0 · 17 verified reviews
VM

Vitor Mazzon

BR, 4 October 2026

A really enjoyable tour, and Nico was an excellent guide.

WK

William Kittle

US, 20 September 2026

Our guide, Andrea, had an excellent knowledge of both the areas we explored and the wines we tasted. He was engaging to listen to and, thanks to his great relationships with the wineries we visited, he was able to point out several interesting details and local highlights along the way. If you are staying in Florence and love Brunello, this is a tour well worth booking.

William Kittle

US, 19 September 2026

Our guide Andrea knew the areas we passed through and the wines equally well, made easy conversation, and pointed out plenty of highlights thanks to his good rapport with the wineries we visited. If you're in Florence and Brunello is your kind of wine, this tour is well worth booking.

NG

Nadia Giselle Sepulveda

19 August 2026

We spent a wonderful day in Montalcino with Andrea as our guide. We had signed up for a group tour but turned out to be the only guests, so it became a private visit. It was the best way we could have imagined to make lasting memories, tasting superb wines and food at two carefully chosen wineries. Andrea made it even better: a true professional with deep knowledge of wine and Tuscany and a wonderful, passionate way of sharing it. We highly recommend this tour.

Jesus Berrospi

US, 18 August 2026

We'd signed up for a shared tour to Montalcino, but ended up being the only guests that day, so it turned into a private outing with Andrea. It couldn't have gone better — two beautifully chosen wineries, wonderful food and wine, and Andrea's deep knowledge of Tuscany and genuine passion for sharing it made the day unforgettable. We'd recommend this tour without hesitation.

Lisa Ritchie

US, 11 June 2026

This tour is perfect for anyone who genuinely loves the winemaking process and its history. We planned our Italy trip around food and wine, and Montalcino was the region we most wanted to explore. It turned out we were the only ones booked that day, so it became a private outing with Niccolò — a WSET-certified guide with real depth of knowledge — joined by Ippolita, the owner's daughter. A wonderful, personal day from start to finish.

From€280per person