from
$144
Brunello Wine Tour from Siena with Montalcino Visit
Sample various reds across two vineyards and wander medieval village streets with an expert guide
5 h
Max 20 Guests
What's included
Expert English-speaking guide
Round-trip minivan transport from Siena
Brunello tastings at two wineries
Free time in Montalcino
Scenic Tuscan countryside drive
Uncork the magic of the Val d'Orcia
Guide tips
Meals
Itinerary
Meet your guide at Stazione di Siena
Your adventure begins at the Siena train station, where you'll meet your expert guide and board a comfortable minivan. As you leave the city walls behind, watch the landscape shift into the iconic cypress-lined roads and rolling golden hills of the Val d'Orcia region.
Visit a prestigious wine estate
Arrive at a historic winery to see where the famous Sangiovese grapes grow under the Tuscan sun. You will head underground into the cool cellar to see the massive oak barrels where the wine rests for years before tasting several bold, structured vintages with your guide.
Sample local olive oil
Take a break from the wine to appreciate Tuscany's other liquid gold during a guided olive oil tasting. You'll drizzle extra virgin oil over crusty bread and learn why the soil in this specific region produces such a distinctive, peppery finish that local families have loved for centuries.
Taste vintages at a second winery
Continue your education at a different estate to compare winemaking styles and family traditions. By tasting a second flight of Brunello, you will notice how different elevations and soil types create unique flavors, helping you identify your own personal preferences in every glass.
Explore the village of Montalcino
Head into the heart of Montalcino for some independent exploration of this medieval hilltop sanctuary. You can climb the stairs of the 14th-century fortress for a bird’s-eye view of the vineyards, shop for local leather goods, or enjoy an espresso in the quiet central piazza.
Finish your tour in Siena
Relax on the scenic drive back through the countryside as the afternoon light hits the hills. Your tour concludes back at the Siena train station, where your guide can provide excellent dinner recommendations or directions to your next destination while you enjoy a savory souvenir.
For Reference Only. Itineraries are subject to change
Select participants and date
Start times are in the product’s local time
Free cancellation up to 24 hours in advance!
Mon, 07 Sep 2026
Meeting and drop-off point
Important Details
Discover what to expect, what’s included, and everything you need to know before booking.
Good to know:
Accessibility: This tour involves walking and climbing stairs at vineyards and cellar sites. It is unfortunately not wheelchair accessible.
Alcohol Consumption: Wine tastings are included throughout the tour. Participants consuming alcohol must be of legal drinking age in Italy (18). Please bring a government-issued ID if you plan to partake.
Minimum Participants: During the winter season, a minimum of four people is required to activate the tour. If the minimum is not reached, you will be offered an alternative date or a full refund.
Check-in: Arrive 15 minutes early for check-in at the meeting point so the group can depart on time.
Your 5-hour tour includes:
Expert English-speaking guide
Round-trip transport in air-conditioned minivan
Wine tastings at two prestigious Brunello wineries
Olive oil and bread snack
Free time to explore Montalcino and its fortress
Scenic drive through Tuscany's rolling hills
What to bring:
Comfortable walking shoes
Government-issued ID
Water bottle
Camera
