Brunello di Montalcino Tours

TUSCANY · DESTINATION

10 Best Brunello Di Montalcino Wine Tours From Siena

Most booked first.

The 10 most-booked Brunello days from Siena, ranked by what travellers actually rated. Sangiovese vineyards, cellar tastings, lunch on the hilltop — Montalcino as a guided day rather than a rental-car gamble.

10 Best Brunello Di Montalcino Wine Tours From Siena

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena - Stop 1: Tuscan vineyards, cellars, and your first Brunello tasting

1.Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Most Popular 5.0

Small-group Brunello trip from Siena with 3 winery tastings, free time in Montalcino, Sant’Antimo abbey, and a hearty included lunch.

“Mattia was the absolute best guide, very knowledgeable and just funny and engaging. The first tasting was good, the second one+lunch was outstanding and the 3rd one was just your standard tasting in a large winery. The other visits were good and overall we had a good time”

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From Siena: Brunello di Montalcino Guided Wine Tour W/ Lunch

From Siena: Brunello di Montalcino Guided Wine Tour W/ Lunch - Montalcino Hill Town Time: Fortress Views and Easy Browsing

A Brunello Cooking Class with Vineyards View Winery

A Brunello Cooking Class with Vineyards View Winery - Getting there from Siena or Florence without turning the day into a hassle

3.A Brunello Cooking Class with Vineyards View Winery

5.0

Hands-on pasta in Montalcino with vineyard views. Tour a 13th-century castle winery, then enjoy a Brunello-paired lunch.

“This was our favorite activity of our entire 2 week Italy honeymoon trip. The grounds are stunning, & the views are impeccable. Our chef, Mateo, led our cooking class and he was a 10/10. Knowledgeable, talented, fun. My husband & I received a winery tour + had a private cooking class and we made bruschetta,…”

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Siena: San Gimignano, Chianti & Montalcino Small-Group Tour

Siena: San Gimignano, Chianti & Montalcino Small-Group Tour - A small-group van with a bilingual escort (and why that helps)

4.Siena: San Gimignano, Chianti & Montalcino Small-Group Tour

4.6

One day from Siena to San Gimignano, Chianti and Montalcino with two winery tastings, Val d’Orcia views, and optional lunch.

“Fabio, our tour guide was very nice. He showed us and told us history quite nicely. Wine Tasting events were really enjoyable. I think if someone wants to experience Cianti Winery’s alongwith couple of towns, this is a good day trip.”

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San Gimignano, Chianti, and Montalcino Day Trip from Siena

San Gimignano, Chianti, and Montalcino Day Trip from Siena - Price and time: 11 hours, and why the early start matters

5.San Gimignano, Chianti, and Montalcino Day Trip from Siena

4.5

An 11-hour Siena day trip hitting San Gimignano, Chianti wine country, and Montalcino for Brunello tastings plus classic Tuscan stops.

“Wonderful trip with a great tour guide Veleaka. This was an 11hr tour and we were never bored. It was a leisurely trip with the best views of Tuscany we saw while in Italy.”

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Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch

Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch - Siena Pickup, Wi-Fi Rides, and How to Use the Drive Time

6.Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch

5.0

Small-group Brunello day trip from Siena: two boutique wineries, cellar tours, medieval Montalcino, and a wine-paired lunch.

“On our 1st trip to Italy and into the wine country of Tuscany, we opted for private, small group tour through the regions of Montalcino and Montepulciano. Best known for they're extraordinary Brunello's and Montepulciano's. We were not disappointed with any aspect of the tour except: if it was my TOUR, I'd do it in…”

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Signature Brunello di Montalcino Wine Tour from Siena

Signature Brunello di Montalcino Wine Tour from Siena - Stop 1: Stazione di Siena - Ferrovia and the Easiest Way to Start

7.Signature Brunello di Montalcino Wine Tour from Siena

4.0

Half-day Brunello di Montalcino tour from Siena with two winery tastings, guided stops, and 1 hour to explore the hill town.

“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.”

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Montalcino: Brunello Wine Tasting Experience

Montalcino: Brunello Wine Tasting Experience - The tasting flight: Brunello, Rosso, and IGT Sangiovese

Pienza, Val d’Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA - Capanna di Cencioni Wine Tasting: What You’re Really Getting

9.Pienza, Val d’Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

5.0

Private Siena day trip to Val d’Orcia and Montalcino for wine, pecorino, Pienza sights, and UNESCO backroad views.

“The wineries were amazing and our lunch was delicious surrounded by beautiful countryside. Our driver David was extremely knowledgeable, a great conversationalist, and a very nice person. He really made the trip memorable.”

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Montalcino Castle and Vineyards tour with tasting

Montalcino Castle and Vineyards tour with tasting - The castle walk: walls, Baldassare Peruzzi’s bridge, and the Chapel of the Veil

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