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This is a curated list of 15 Brunello wine tours organised by departure point – Montalcino itself, Siena, Florence, and Cortona – so you can find the right option based on where you’re staying rather than having to read through everything.
Brunello di Montalcino is the wine I’d choose above all others in Tuscany, and is my and my partner’s wine of choice for special occasions.
I’ve visited Montalcino, stayed in the town, walked its vineyards and drunk Brunello at the source – and I still order bottles from wineries I visited there. It’s a wine worth taking seriously, and the tours below reflect the kind of experience I’d look for when booking a Brunello-focused day.
The top three picks cover the most important departure points: from Siena (the small-group Montalcino trip with three wineries and a pairing lunch), from Florence (the Val d’Orcia tour combining Brunello and Vino Nobile), and in Montalcino itself (the biodynamic vineyard and cellar experience at Corte Pavone).
The additional tours that follow cover every other format and budget worth considering.

Table of Contents
- Best Brunello di Montalcino Wine Tours: My Top 3 Picks
- Top 3 Brunello Wine Tours in detail
- Additional Montalcino Wine Tours and Tastings
- Additional Brunello Wine Tours from Siena
- Additional Brunello Wine tours from Florence
- Brunello Wine Tours from Cortona
- Choosing Brunello Wine Tasting Tours: Key Considerations
- Brunello di Montalcino Wine Tours & Wine Tastings: FAQ
- Conclusion: Best Brunello Winery Tours & Tastings
Best Brunello di Montalcino Wine Tours: My Top 3 Picks
Top Choice From Siena!
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Duration: 9 hours
Selling points: Intimate tour with three unique wineries
Top Choice from Florence!
Val d’Orcia Brunello Wine Tour: Montalcino & Montepulciano from Florence
Duration: 10 hours 30 minutes
Selling points: Two renowned Tuscan wines in one tour
Top Choice in Montalcino!
Guided Winery Tour & Gourmet Tasting at Montalcino Winery
Duration: 2.5 hours
Selling points: Biodynamic vineyard and cellar exploration
Top 3 Brunello Wine Tours in detail

1. Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
★ RATING: 5/5 Stars (650+ reviews) | 🕰 TOUR LENGTH: 9 hours | ✓ Book now
This is my top overall pick and the tour I’d book without much deliberation if I were returning to the region specifically for Brunello.
Nine hours, three wineries, a traditional Tuscan lunch at a family estate, a visit to Montalcino village and the Sant’Antimo Abbey – and a maximum of eight people throughout.
That group ceiling matters. I’ve been on wine tours where the numbers make genuine conversation with the winemaker impossible; this one avoids that entirely.
Over 650 five-star reviews across a sustained period backs up what the itinerary already signals: this is the most consistently well-run Brunello experience departing from Siena.
I’d recommend it to anyone who takes the wine seriously and wants a full day built around understanding it properly.
| Tour Highlights | Potential Drawbacks |
|---|---|
| Intimate group size for a personalised experience | Not suitable for under 18s due to alcohol |
| Visits to three distinct wineries with tastings | Limited wheelchair accessibility |
| Authentic Tuscan lunch at a family-run winery | |
| Exploration of Montalcino and Sant’Antimo Abbey |
Reviews:
“The wine pairing lunch was phenomenal. Our hosts were exceptional. Driver, and guide–Keeko were professional and knowledgeable. Would definitely recommend this tour.” – Cindy_W, Nov 2023
Read more reviews here.
Useful information:
- Location: Departs from Piazza San Domenico, Siena
- Start Time: 9.30 am
- Duration: 9 hours
- Size of Tour: Max 8 people
- Accessibility: Not wheelchair accessible, stroller accessible
- Included: Local guide, lunch, visits to wine cellars and wine tasting, air-conditioned vehicle

2. Val d’Orcia Brunello Wine Tour: Montalcino & Montepulciano from Florence
★ RATING: 4.5/5 Stars (180+ reviews) | 🕰 TOUR LENGTH: 10 hours 30 minutes | ✓ Book now
I chose this as the Florence pick because it does something no other tour on this list does – it covers both Brunello di Montalcino and Vino Nobile di Montepulciano in a single day, with vineyard and cellar tours at each.
Ten and a half hours from Florence, guided winery visits, a superior lunch with views, and a stop in Pienza for good measure. Maximum eight travellers.
The review from Kristin names the Erolani winery specifically as a highlight – which is consistent with what I know of the estates along that route.
I’d recommend this to anyone based in Florence who wants to cover the full sweep of the Val d’Orcia wine country in one well-organised day, without the complexity of driving it themselves.
| Tour Highlights | Potential Drawbacks |
|---|---|
| Not one, but 2 renowned Tuscan wines; Brunello & Vino Nobile di Montepulciano | Not wheelchair accessible |
| Superior lunch with stunning views | |
| Visits to Montalcino, Montepulciano, and Pienza | |
| Intimate group of max 8 travellers |
Reviews:
“A Must For Tuscany Wine Tours. This was my favorite tour of the many I’ve taken all over Europe. Michele (Mike) was a superb host and driver, giving us a running basic history of what we were seeing throughout the drive from Florence to Montalcino, Pienza, and Montepulciano. The tour of Erolani winery was especially superb, and lunch was really tasty. Highly recommend!” – Kristin_H, Nov 2023
Read more reviews here.
Useful information:
- Location: Departs from Piazza degli Antinori in Florence
- Start Time: 8:00 am
- Duration: 10 hours 30 minutes
- Size of Tour: Max 8 people
- Accessibility: Not wheelchair accessible, stroller accessible
- Included: Premium van with A/C, English-speaking driver, superior lunch, 2 wine tastings, guided tours on vineyard and barrel cellar, local product food tasting during wine tasting in Montepulciano

3. Guided Winery Tour & Gourmet Tasting at Montalcino Winery
★ RATING: 4.8/5 Stars (100+ reviews) | 🕰 TOUR LENGTH: 2.5 hours | ✓ Book now
Corte Pavone is a biodynamic estate and this is the tour I’d choose if I were staying in Montalcino itself and wanted to spend 2.5 hours properly understanding what goes into a bottle of Brunello before drinking it.
The tour moves from vineyard to cross-vaulted cellar – where wines mature in wood, concrete and amphora – before sitting down to taste six wines with six matched gourmet bites.
Two tasting options are available: a Brunello Cru tasting focused on single vineyards, or the full Corte Pavone range. Biodynamic viticulture tends to produce wines with more distinct terroir expression, and that context makes the tasting considerably more interesting than a standard pour-and-describe format.
Group size goes to 18, which is larger than I’d prefer, but the format is structured enough to compensate.
I’d point this at anyone who wants depth over breadth and has the afternoon free.
| Tour Highlights | Potential Drawbacks |
|---|---|
| In-depth vineyard and cellar tour | Slightly larger group of 18; may be too big for some |
| Tasting of 6 Brunello wines with gourmet pairings | |
| Learning about biodynamic wine production | |
| Breathtaking views and lush landscape of Montalcino |
Reviews:
“The tour guide was amazing. Firstly, he explained in detail how the wine was produced, from the grapes to the wine we find in the bottle. We visited the grape fields and the cellars, and the tour ended in the restaurant, where we tasted six different wines.” – GetYourGuide traveler, Germany, October 20, 2023
Read more reviews here.
Useful information:
- Location: Località Corte Pavone, Montalcino
- Start Time: Options for 11:00 am or 3:00 pm
- Duration: 2.5 hours
- Size of group: max 18 travellers
- Included: Winery tour, 2 wine tasting options of 6 wines in total, 6 specially designed gourmet paired bites, food and wine pairing
- Accessibility: Information not provided
- Additional Info: Suitable for adults only, reservation required
Additional Montalcino Wine Tours and Tastings

Brunello Wine Tasting & Lunch in a Tuscan Castle
★ RATING: 4.6/5 Stars | 🕰 TOUR LENGTH: 1.5 hours | ✓ Book now
Set at Castello Tricerchi, this 1.5-hour experience combines a sommelier-led vineyard walk with a tasting of three local wines – including Brunello di Montalcino – followed by a traditional three-course Tuscan lunch.
The medieval castle setting is genuinely impressive, and at a maximum of eight guests it stays personal throughout.
One thing worth noting: not all wines tasted are Brunello di Montalcino, which the Highlights/Drawbacks table flags honestly. If you’re here primarily for Brunello depth, Tour 3 at Corte Pavone will serve you better.
But if you want a beautifully located tasting with a proper lunch in a historic estate, and aren’t insisting on Brunello at every pour, this delivers well.
I’d recommend it to anyone who wants the experience to feel like a special occasion rather than a wine education session.
| Tour Highlights | Potential Drawbacks |
|---|---|
| Exclusive setting in a medieval castle | Not suitable for wheelchair users |
| Guided wine tasting of three local wines | Not appropriate for children under 18 |
| Professional sommelier-led tour | All wines tasted are not Brunello di Montalcino |
| Traditional 3-course Tuscan lunch |
Reviews:
“The medieval castle is very beautiful and the wines are wonderful. Simple and delicious food.” – Carolina, Brazil, November 18, 2023
Read more reviews here.
Useful information:
- Location: Castello Tricerchi, Località Altesi, Montalcino
- Start Time: 11:45 am
- Duration: 1.5 hours
- Size of group: max 8 travellers
- Accessibility: Not suitable for wheelchair users
- Included: Winery & Castle Tour, Professional Sommelier, Wine tasting, 3-Course lunch, Drinks
- Not Included: Hotel Pickup/Drop-off, Tips

Brunello Cooking Class with Vineyards View Winery in Montalcino
★ RATING: 4.6/5 Stars | 🕰 TOUR LENGTH: 4 hours | ✓ Book now
I included this one specifically because it’s the only tour on this list that works well for families travelling with older children, and that’s a gap most Brunello tours leave entirely unfilled.
Four hours, a guided winery tour, a hands-on cooking class making traditional Tuscan pasta dishes with an expert chef, then lunch with the dishes you’ve made paired with Brunello wines. Also at Castello Tricerchi with its vineyard views.
The review from Aimee, whose children aged 10-19 all loved it, is the strongest evidence I have that the format genuinely delivers for mixed-age groups.
The cooking class is the draw here rather than the wine depth – if Brunello education is the priority, choose another tour. But for a family wanting a full morning that everyone comes out of having enjoyed, this is the best option on the list.
| Tour Highlights | Potential Drawbacks |
|---|---|
| Great choice when travelling with tweens/teenagers | Not suitable for children under 10 |
| Tour of the winery and insights into wine-making | |
| Lunch with dishes prepared during the class | |
| Stunning vineyard views |
Reviews:
“This was one of our favorite experiences in Italy! All of our children (ages 10-19) LOVED it! The food was delicious, the scenery beautiful and the wine magnificent! Don’t miss this experience…well worth it!” – Aimee_P, Jun 2023
Read more reviews here.
Useful information:
- Location: Castello Tricerchi, Località Altesi, Montalcino
- Start Time: 10:00 am
- Duration: 4 hours
- Size of tour: max 10 travellers
- Accessibility: Wheelchair accessible
- Included: 4-hour tour and hands-on cooking class, tour of the winery, pairing lunch with Brunello, gratuities
- Not Included: Hotel Pickup/Drop-off (available as an add-on service)

Brunello Wine Tour and Val D’Orcia Landscape
★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 4 hours | ✓ Book now
This is the tour I’d book if I wanted the most personal, off-the-beaten-path version of a Brunello day.
Fabrizio is a sommelier with deep Tuscan roots who runs a private four-hour tour visiting family-owned wineries, historic monasteries and small village squares.
The review from Lauren describes him taking the group around a village to find the best local meat and cheese for a dinner back at their hotel – which tells you everything about the kind of guide this is.
Pickup is available from Montalcino, Pienza or Montepulciano. The tour runs four hours and doesn’t include lunch (suggestions are provided).
I’d point this specifically at people who find group tours limiting and want a day that feels genuinely tailored, led by someone who knows the territory at a level no aggregator platform can replicate.
| Tour Highlights | Potential Drawbacks |
|---|---|
| Personalised guidance by an experienced sommelier | Not wheelchair accessible |
| Visits to family-owned wineries with Brunello tastings | Not recommended for travellers with back problems |
| Exploration of the scenic Val d’Orcia region | |
| Insight into off-the-beaten-path locations in Tuscany |
Reviews:
“The BEST DAY IN TUSCANY is with FABRIZIO! We had the most fabulous day. FABRIZIO is incredibly knowledgeable in wine (he is a sommelier) and he has lived in Tuscany most of his life. His tour will take you to family-owned wineries, small villages, and town squares. None of these are available on ‘google’! He is patient (takes as many photos as you want), kind (great to have conversations), and honest. We decided on our tour we wanted to get some cheese and meat for later dinner in our room and he took us around the village to collect the BEST meat and cheese. The winery was incredible. We were served homemade pasta with Ragu and tasted some of the best Brunello. I would give FABRIZIO 10 stars if I could! Do not look any further and book your trip with him!!!” – Lauren_K, May 2023
Read more reviews here.
Useful information:
- Start Time: 10:00 am
- Duration: 4 hours
- Size of Tour: Private tour, tailored to your group
- Accessibility: Not wheelchair accessible, not recommended for travellers with back problems
- Included: Transportation from start to end of the tour, expert guidance, winery tour and tasting
- Not Included: Lunch (suggestions provided by the guide)
- Pickup: Available from Montalcino, Pienza, or Montepulciano; extra charge for distant pickups

Private Cellar Tour, Wine Tasting & Appetizers
★ RATING: 4.8/5 Stars | 🕰 TOUR LENGTH: 1.5 hours | ✓ Book now
A private 1.5-hour cellar tour and tasting at Paradiso di Cacuci in Montalcino, covering five wines including vintage Brunello di Montalcino, with Tuscan appetisers – local cheese, bruschetta, cold cuts.
Multiple start times from 10:30am to 3pm make it the most flexible option on the Montalcino list. Wheelchair accessible, which is rare among cellar tours in this region.
I chose this for the combination of privacy, flexible timing and the quality of the wines included – the reviewer who noted it “replaced our lunch” at five wines and a hearty spread is not exaggerating the generosity of what’s included.
I’d recommend it to anyone wanting a self-directed Montalcino afternoon that doesn’t require a full day’s commitment or a fixed group format.
| Tour Highlights | Potential Drawbacks |
|---|---|
| Private guided cellar tour | Limited to 1.5 hours, may feel brief for some |
| Tasting of 5 wines including Brunello di Montalcino | |
| Delicious Tuscan appetizers paired with wines | |
| Serene and intimate setting in Montalcino |
Reviews:
“Excellent experience, visit to cellars with explanation of the Brunello and Rosso production process, tasting of 5 types of wine including two Brunellos, and a hearty Tuscan appetizer, which replaced our lunch. Nice experience, I recommend it.” – GetYourGuide traveler, September 9, 2023
Read more reviews here.
Useful information:
- Start Time: Multiple options from 10:30 am to 3:00 pm
- Duration: 1.5 hours
- Size of Tour: Private group
- Accessibility: Wheelchair accessible
- Included: Entry ticket to Paradiso di Cacuci, cellar tour, guide, tasting of 5 wines, appetizers (bruschetta and cold cuts)
- Pickup: Not included; meet at Località Paradiso 323, Montalcino
Additional Brunello Wine Tours from Siena

Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch
★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 8 hours | ✓ Book now
Eight hours from Siena, two distinguished Montalcino wineries, a pairing lunch at a historic estate, scenic drive through the Val d’Orcia, maximum eight travellers. Five stars.
The format here is more focused than Tour 1 – two wineries rather than three, with more time at each – which some wine lovers will prefer. The driver-guide provides running commentary through the Val d’Orcia landscape between stops.
Pickup is available from Siena, the Chianti area, south of Siena, and Florence (with an earlier pickup time from Florence).
I’d recommend this as a strong alternative to Tour 1 for anyone who prefers depth at two estates over breadth across three, or whose schedule suits the 9am Siena departure better.
| Tour Highlights | Potential Drawbacks |
|---|---|
| Tours and tastings at two Brunello wineries | Full day commitment may not suit those with limited time |
| Scenic drive through Val d’Orcia with knowledgeable guide | |
| Pairing lunch at a historic winery in Montalcino | |
| Intimate experience with a maximum of 8 travelers |
Reviews:
“Amazing wine, countryside, and people. The tastings and views were amazing. Very knowledgeable staff at the wineries provided a terrific introduction into rossos, Brunellos, and other wines produced in the Montalcino region.” – Christine_F, Jun 2023
Read more reviews here.
Useful information:
- Start Time: 9:00 am
- Duration: 8 hours
- Size of Tour: Max 8 people
- Accessibility: Wheelchair accessible
- Included: 2 winery tours and tastings, pairing lunch at a historic winery, bottled water, air-conditioned vehicle
- Pickup: Available from Siena, Chianti Area, South of Siena Area, and Florence (with earlier pickup time)

Brunello di Montalcino Wine Tour from Siena (Half Day)
★ RATING: 4/5 Stars | 🕰 TOUR LENGTH: 5 hours 30 minutes | ✓ Book now
The half-day option from Siena – five and a half hours, departing at 1pm, visiting two wineries in the Montalcino region with tastings paired with salami, cured meats, bruschetta and cheese, plus free time in Montalcino village.
Maximum 15 travellers, which is larger than most tours on this list, but the afternoon timing and shorter commitment make it the most accessible entry point from Siena.
I’d recommend this specifically to anyone who wants a taste of Brunello country without losing an entire day, or who has morning commitments in Siena and wants to use the afternoon well.
The guide Marco is named positively in multiple reviews, which is a good sign for consistency.
| Tour Highlights | Potential Drawbacks |
|---|---|
| Wine tastings in Montalcino | Not wheelchair accessible |
| Snacks paired with Brunello di Montalcino | Maximum of 15 travelers, may feel less intimate |
| Free time to explore Montalcino and its stronghold | Requires ability to climb and descend stairs |
| Comfortable travel by air-conditioned minivan |
Reviews:
“Great day trip, great guide! Marco, our driver and guide, was fantastic. He was so knowledgeable and shared great details. We were driven to two beautiful wineries and had time to explore Montalcino. It was a great trip and worth it.” – Jenna_W, Sep 2023
Read more reviews here.
Useful information:
- Start Time: 1:00 pm
- Duration: 5 hours 30 minutes
- Size of Tour: Maximum 15 travelers
- Accessibility: Not wheelchair accessible, stroller accessible, near public transportation, infants must sit on laps, infant seats available
- Included: Travel by minivan with air conditioning, expert multilingual escorts, free time in Montalcino, 2 wine tastings, snack with sliced cold meat, bruschetta, and cheese
- Pickup: Available from selected points in Siena (extra cost for hotel pickup outside city centre)

Discover Brunello Wines with DiWine Experience
★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 8 hours | ✓ Book now
This is the tour I’d choose if I wanted the most authentically off-the-beaten-path version of a Brunello day from Siena.
Eight hours, led by a licensed sommelier who also drives, visiting small boutique wineries specifically selected to avoid the busiest tourist spots. Tuscan lunch in an out-of-the-way location included. Maximum eight travellers.
The review from Mary captures the experience well: three exceptional wineries, knowledgeable guide, stunning lunch setting.
I chose this for anyone who has already done a standard Brunello tour and wants to go further – smaller estates, less-trodden territory, more direct access to the people making the wine.
| Tour Highlights | Potential Drawbacks |
|---|---|
| Guided by a knowledgeable sommelier | Not wheelchair accessible |
| Visits to boutique wineries for authentic tastings | Maximum of 8 travellers, ensuring a personalised experience |
| Typical Tuscan lunch in a picturesque setting | Minimum age for alcohol consumption is 18 |
| Comfortable and clean transportation through the Tuscan countryside |
Reviews:
Fabulous, fun and educational wine tour. Wonderful wine tour with a knowledgeable and fun guide. 3 different and exceptional wineries. Comfortable and clean vehicle in which to travel the Tuscan countryside. The passion of our guide as well as the owners of the wineries were evident. Lovely lunch in a stunning setting. Highly recommend this tour.” – Mary_A, Oct 2023
Read more reviews here.
Useful information:
- Start Time: 9:30 am
- Duration: 8 hours
- Size of Tour: Maximum 8 travellers
- Accessibility: Not wheelchair accessible, near public transportation
- Included: Air-conditioned vehicle, lunch, wine tasting
- Pickup: Meeting point at Via della Sapienza, 14, Siena
Additional Brunello Wine tours from Florence

Taste the Best of Tuscan Wines: Montalcino and Montepulciano
★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 9 hours | ✓ Book now
A private nine-hour tour from Florence covering both Montalcino and Montepulciano with a private guide and driver, tastings at wineries in both regions, a visit to Pienza, and scenic commentary through the Val d’Orcia.
Note that lunch and wine tasting fees are not included in the base price – this is one of the few tours on the list where those costs are additional.
I chose this for travellers based in Florence who want a private, fully flexible day covering both wine regions without committing to a fixed group format. The guide adjusts the itinerary to the group’s pace and interests.
Best suited to people who know what they want from the day and prefer the freedom of a private arrangement over a structured tour.
| Tour Highlights | Potential Drawbacks |
|---|---|
| Visits to Montalcino and Montepulciano winemaking regions | Lunch and wine tasting fees not included |
| Tastings of Brunello di Montalcino and Nobile di Montepulciano wines | Full day commitment may not suit those with limited time |
| Private guide and driver for a personalised experience | |
| Scenic drive through the enchanting Val d’Orcia valley |
Reviews:
“One of the highlights of our trip. Such a wonderful day. Our tour guide was very kind and made sure the long drive was entertaining. And stopped at the best places. Both wineries were amazing. The owners were very accommodating and made us feel very special.” – Tim_C, Oct 2023
Read more reviews here.
Useful information:
- Start Time: 9:00 am
- Duration: 9 hours
- Size of Tour: Private tour for a group (up to 8)
- Accessibility: Wheelchair accessible, infant seats available, transportation is wheelchair accessible
- Included: Live commentary on board, hotel pickup and drop-off, driver/guide, transport by air-conditioned minivan
- Pickup: Available from any hotel or accommodation within the urban area of Florence

Exclusive Brunello di Montalcino Day Trip from Florence
★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 11 hours 30 minutes | ✓ Book now
Eleven and a half hours, three boutique wineries, a certified sommelier/guide throughout, private transportation, a traditional three-course Tuscan lunch, and pickup from your Florence accommodation.
This is the most comprehensive single-day Brunello experience departing from Florence on this list – and the longest.
I chose it for serious wine lovers who want the definitive Florence-based Brunello day: no corners cut, full access to three estates, and the depth that comes from a certified sommelier leading the tasting at each.
The review naming the guide Angel as “a walking encyclopedia” and “a sommelier” gives confidence the expertise is genuine.
Best suited to wine enthusiasts for whom this is the main event of their Tuscany trip.
| Tour Highlights | Potential Drawbacks |
|---|---|
| Visits to three boutique wineries with tastings | Not wheelchair accessible |
| Expert guidance from a certified sommelier | Full day commitment required |
| Traditional 3-course Tuscan lunch included | Minimum drinking age is 18 |
| Scenic exploration of Montalcino and its surroundings |
Reviews:
“Great day in Tuscany. Well worth the money spent for a private tour. Angel our guide and the staff at the 3 vineyards we visited were very knowledgeable and truly pleasant. We had an incredible day with Angel who is also a sommelier and a walking encyclopedia.” – Lisa_G, Oct 2023
Read more reviews here.
Useful information:
- Start Time: 8:30 am
- Duration: 11 hours 30 minutes
- Size of Tour: Private group
- Accessibility: Not wheelchair accessible
- Included: Visit to 3 boutique wineries, wine tastings, 3-course lunch, private transportation, certified sommelier/guide, pickup from your accommodation
- Pickup: Included from your accommodation in Florence

Brunello di Montalcino Small Group Day Tour from Florence
★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 9 hours 30 minutes | ✓ Book now
Nine and a half hours visiting two specific family-run wineries – Azienda Agricola Col Di Lamo (organic vineyards) and Azienda Agricola Villa I Cipressi (also organic, with a broader range) – plus a traditional Tuscan two-course lunch with views.
Maximum seven travellers, runs with a minimum of three.
I chose this because the transparency about which specific estates are visited is unusual and valuable – you can research Col Di Lamo and Villa I Cipressi before booking, which most tours don’t allow.
The review from Marie, who visited for a wedding anniversary, illustrates that the format works as a special occasion experience as well as a wine education day.
Best suited to couples or small groups who want to know exactly where they’re going before they book.
| Tour Highlights | Potential Drawbacks |
|---|---|
| Tastings at Azienda Agricola Col Di Lamo and Villa I Cipressi | Minimum drinking age is 18 |
| Traditional 2-course Tuscan lunch | Not wheelchair accessible |
| Intimate small group experience | The tour runs with a minimum of 3 people |
| Scenic views and expert guidance |
Reviews:
“Amazing wine tour. My husband and I were celebrating our 10 year anniversary and our day wine tasting was magical! Our tour guide was absolutely magnificent, professional and knowledgeable. We tasted amazing wines, olive oils and the lunch was so tasty with a beautiful view. We would do this tour over and over again if we could!” – Marie_M, Jul 2023
Read more reviews here.
Useful information:
- Start Time: 9:30 am
- Duration: 9 hours 30 minutes
- Size of Tour: Maximum 7 travellers
- Accessibility: Not wheelchair accessible
- Included: Visit to 2 boutique wineries, wine tastings, 2-course lunch, private transportation, certified sommelier/guide
- Pickup: Meeting point at Borgo Ognissanti, 85, Florence
Brunello Wine Tours from Cortona

Brunello and Montepulciano Wine Tour from Cortona
★ RATING: 4.5/5 Stars | 🕰 TOUR LENGTH: 8 hours | ✓ Book now
Eight hours from Cortona, visiting two wineries for tastings of Brunello, Riserva and Super Tuscan varieties, a cheese tasting stop in Pienza, and a pairing lunch in an underground cellar in Montepulciano.
The review from Thomas mentions three wineries – a castle, a small boutique organic, and one that appeared to be in a cave – suggesting the itinerary has some variation from booking to booking in terms of which estates are included. Wheelchair accessible.
I chose this as the Cortona option because it covers both the Brunello and Vino Nobile territory in one day and includes the Pienza stop, which most Cortona-based tours skip.
Best suited to anyone staying in Cortona or the Arezzo area who wants to reach the Val d’Orcia wine country without driving independently.
| Tour Highlights | Potential Drawbacks |
|---|---|
| Tastings at two renowned wineries | Not specified if suitable for children under 18 |
| Scenic drive through Val d’Orcia | |
| Cheese tasting in Pienza and pairing lunch in Montepulciano | |
| Comfortable and knowledgeable transportation |
Reviews:
“Beautiful Tuscany. We visited 3 beautiful different wineries. A castle, a small boutique organic and a winery which seemed to be in a cave. A lovely meal paired at the last winery in Montepulciano. We were educated at all wineries and also spent an hour in Pienza wandering this beautiful town. Our driver was great, personable, knowledgeable and friendly. Worth it if you love wine and want to have unique tastings that the general public does not receive.” – Thomas_M, Oct 2023
Read more reviews here.
Useful information:
- Start Time: 8:30 am
- Duration: 8 hours
- Size of Tour: Maximum 8 travellers
- Accessibility: Wheelchair accessible, stroller accessible, near public transportation, infants must sit on laps, infant seats available
- Included: 2 wineries tour and tasting, pairing lunch at a historic winery, air-conditioned vehicle, bottled water
- Pickup: Available from your accommodation in Cortona and surrounding area

Private Tour: Montalcino Wine Tasting Experience
★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 8 hours | ✓ Book now
A private eight-hour tour from Cortona visiting two distinguished Montalcino wineries for Brunello tastings with Tuscan meats and cheeses, lunch at one of the wineries, and an optional visit to Montalcino village or the Sant’Antimo Abbey.
Fully private – the itinerary adjusts to your group. Pickup is available from anywhere in the province of Siena and Arezzo, which gives this the widest pickup range of any tour on the list. Wheelchair accessible and stroller accessible.
I chose this for anyone staying in or around Cortona who wants the most personal possible version of a Brunello day, with the flexibility to add the monastery visit or the town exploration depending on how the day unfolds.
Best suited to groups who want control over pacing without losing the expertise of a guided experience.
| Tour Highlights | Potential Drawbacks |
|---|---|
| Tastings of Brunello at two wineries | Minimum drinking age is 18 |
| Gourmet lunch and snacks paired with wines | |
| Knowledgeable guide with expertise in wine | |
| Option to visit Montalcino town or Sant’Antimo Abbey |
Reviews:
“A perfect blend of wineries, a fantastic guide filled with knowledge… made our experience perfect and one anyone would enjoy.” – Dori_E, Jul 2022
Read more reviews here.
Useful information:
- Start Time: 9:30 am
- Duration: 8 hours
- Size of Tour: Private group
- Accessibility: Wheelchair accessible, stroller accessible, service animals allowed, infant seats available, transportation is wheelchair accessible
- Included: Lunch, wine tasting, snacks, tour escort/host, round-trip private transfer (province of Siena and Arezzo)
- Pickup: Available; supply your preferred pickup point when making your enquiry
Choosing Brunello Wine Tasting Tours: Key Considerations

Brunello Wine Tours Specifically
Overview of Brunello Wine and the Montalcino Region
In the realm of Tuscan wines, Brunello di Montalcino holds a prestigious position.
Originating from the vineyards around Montalcino, a town in Tuscany, Italy, this wine is known for its full-bodied profile with rich, bold flavours.
Tasting notes typically include dark cherry, leather, and earthy undertones, making it a favourite among red wine enthusiasts.
Tour Origin Points: Florence, Siena, and Montalcino
For convenience, many Brunello wine tours commence from major Tuscan cities like Florence and Siena. This is particularly beneficial as it eliminates the need for personal driving.
However, it’s important to note that tours starting from Florence will entail a full-day excursion due to the travel time involved.
Montalcino-originating tours are also popular, but they require you to make your own way to the starting point.
Exclusivity of Brunello Tours
Brunello tours often cater to a more exclusive market.
Many of these tours are designed for smaller groups, offering a more intimate and personalised wine-tasting experience.
This exclusivity aligns with the prestige of Brunello wines, which are often at the higher end of the price spectrum due to their quality and renown. With this, you can expect that Brunello wine tours also follow this trend: you will not pick up a cheap Brunello wine tour or tasting experience.
Full-Day Commitment for Florence-Based Tours
If you’re considering a Brunello tour from Florence, prepare for a full-day commitment.
The journey to the Montalcino region can take a few hours, making these tours an all-day affair. This is an important factor to consider, especially if your time in Tuscany is limited.
General Tips for Wine Tours
- Research the Wineries: Each winery has its unique charm and specialties. I recommend looking into the wineries included in your tour to ensure they align with your wine preferences.
- Consider the Group Size: Smaller group tours often provide a more in-depth experience. If you prefer a more personal touch, opt for tours with limited participants.
- Check Inclusions: Ensure you know what’s included in your tour – meals, transportation, and the number of tastings can vary.
- Dress Comfortably: Vineyard tours often involve walking; comfortable footwear is a must.
- Stay Hydrated: Wine tasting can be dehydrating, so drinking water between tastings is advisable.
By keeping these factors in mind, you can select a Brunello wine tasting tour that best suits your interests and preferences, ensuring a memorable experience in Tuscan wine country.
Brunello di Montalcino Wine Tours & Wine Tastings: FAQ
What is special about Brunello wine?
Brunello di Montalcino is renowned for its rich, full-bodied profile with deep flavours and high tannins.
Made exclusively from Sangiovese grapes, it’s aged longer than most other Italian wines, contributing to its robust character and complexity. Its unique taste, often featuring notes of dark cherry, leather, and earthy undertones, sets it apart in the world of fine wines.
Is it worth visiting Montalcino?
I would be inclined to say that it’s very worth visiting. Montalcino is not just the birthplace of Brunello wine; it’s a picturesque Tuscan town rich in history and culture. The region offers stunning landscapes, historic architecture, and, of course, exceptional wineries. A visit to Montalcino is as much about experiencing the charm of Tuscan life as it is about the wine.
Which is better to visit: Montepulciano or Montalcino?
Both towns offer unique experiences. Montalcino is famous for its Brunello wines and offers a more exclusive, intimate wine-tasting experience. Montepulciano, known for its Vino Nobile, is equally charming but slightly more bustling. The choice depends on your wine preference and the kind of atmosphere you enjoy.
For Brunello lovers, Montalcino will naturally be the go-to destination. I do think that Vino Nobile is a bit underrated, and lesser known – it’s still a really fabulous wine, however. I’ve also written a post that covers the best wine tours in Montepulciano (which predominantly involve tastings of Vino Nobile).
If you’re interested in exploring Tuscan culture through its wines, then I’d recommend that you do a tasting of both.
How long is the journey from Florence to Montalcino?
The drive from Florence to Montalcino typically takes about 2 to 2.5 hours. If you’re planning a wine tour from Florence, it’s advisable to set aside a full day for the experience, considering the travel time. In fact, you’ll have little choice in the matter, as all tours running from Florence are around 8 hours at a minimum.
Are there options for non-drinkers on these tours?
Yes, many tours offer activities for non-drinkers, including visits to historical sites, cheese tastings, and exploring the beautiful Tuscan countryside. It’s always a good idea to check with the tour provider beforehand.
What should I wear on a Brunello wine tour?
Comfort is key here. Opt for comfortable footwear as vineyard tours often involve walking. Dress according to the weather, but also consider that cellars can be cool, so bringing an extra layer is wise.
Also, have a think about travelling via a mini-van and the practicalities of both sitting in, and getting in and out same – make sure your clothes are suitable for both!
Can I buy wine directly from the wineries?
Yes, most wineries offer the option to purchase their wines. It’s a great opportunity to bring home a taste of Montalcino. Some even handle international shipping.
I still order wine from wineries I’ve visited over the years in Tuscany. There’s really something lovely about knowing exactly where your wine has come from, and even having met some of the people who have helped bring it to fruition.
Conclusion: Best Brunello Winery Tours & Tastings
I think it’s fair to say that Brunello isn’t just a wine; it’s a testament to Tuscany’s rich viticultural heritage.
The tours I’ve highlighted in this roundup of the best Brunello wine tours are more than just tastings; they’re immersive experiences that connect you with the heart of Tuscan winemaking.
For those of you who are keen to delve deeper into Tuscany’s wine culture, I have some further guides on this blog.
In my roundup of the 15 best wine tours in Tuscany, I’ll take you through a journey of the region’s varied and exquisite wine offerings (ranging from Chianti to Bolgheri, Vino Nobile to Brunello) and the best tours to experience them on.
For lovers of Chianti and Montepulciano wines, I’ve also curated specific guides on the best Chianti tours from Florence and the finest Montepulciano wine tours and tastings. These guides are perfect for those looking to broaden their Tuscan wine knowledge and experiences.
And if you’re planning a more extensive exploration of Tuscany, don’t miss my Tuscany road trip itinerary. It’s designed to help you seamlessly integrate these wine tours into a broader journey through Tuscany’s picturesque landscapes, historic towns, and culinary delights.
Brunello di Montalcino is a wine worth planning a day around – or, if you can manage it, a trip around. The region it comes from is as worth your time as the wine itself.
Related reading for Tuscany
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