Brunello wine tour from Cortona: Two Montalcino wineries

Two Brunello wineries and a pairing lunch in the Val d'Orcia

A full-day wine tour from Cortona to Montalcino and the Val d'Orcia, visiting two Brunello wineries for tastings and meeting the owners at a boutique estate. Includes an English-speaking driver, hotel pickup and drop-off, lunch at a historic winery, and transport in an air-conditioned minivan. The tour runs seven to eight hours and operates daily year-round.

Step-by-step itinerary

Stops and time spent at each

1. Montalcino2h
2. Val d'Orcia2h · entry included

Brunello wine tour and tastings

• Pick up from accommodation
• Drive to Montalcino winery
• Tour and tasting at boutique winery
• Drive through Val d'Orcia
• Tour and tasting at second Brunello winery
• Return to accommodation

The experience

You're picked up from your hotel in Cortona or the surrounding province at 9 or 9:30 in the morning and driven in a nine-seat Mercedes minivan through the rolling hills toward Montalcino. The first stop is a boutique winery where you'll meet the owners, tour the cellar, and taste their Brunello, Riserva and Supertuscan wines. The second winery is one of the region's oldest and most established estates, set along the spectacular roads of the Val d'Orcia. The landscape itself is part of the experience here, with the cypress-lined valleys and clay hills visible from the drive between stops.

Lunch happens at one of the historic wineries and is paired with the wines you've tasted that morning. Your English-speaking driver stays with you throughout the day and handles all the navigation, so you're free to focus on the wines and the countryside. The minivan has air-conditioning, large windows, and bottled water on board. You're back at your hotel by 5 or 5:30 in the afternoon.

What’s included

• English-speaking driver-guide for the full day.
• hotel pickup and drop-off in Cortona or the surrounding province.
• air-conditioned nine-seat minivan with panoramic windows and bottled water.
• tours and tastings at two Brunello wineries.
• lunch with wine pairing at a historic winery.

Before you book

Days and timesEvery dayDeparts at 08:30

Book up to1d before

AgesAdult (11 and older) · Infant (1 to 10 years): free

GroupUp to 8

Live guideEnglish

Meeting point and pickupHotel pickup included.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.

Prices and times updated yesterday

Good to know

Low physical effortInfant seats availableNot recommended during pregnancy

Operated by Forzoni Tours

Is this one for you?This tour works best for wine enthusiasts who want a structured day with a driver handling the roads. The small-group format keeps the pace relaxed and the winery visits intimate, while the fixed itinerary and included lunch mean you're not deciding where to eat or how to navigate between stops.

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Top questions

Can children come?

Yes. Ticket types: Infant (1 to 10 years): free.

What's the difference between the two wineries on this tour?

The first is a boutique estate where you meet the owners directly. The second is one of the oldest and most famous Brunello producers in the region, offering a look at how a larger, established winery operates.

Is lunch included, and what does it involve?

Yes, lunch is included and paired with the wines from the wineries you visit that morning. It's served at one of the historic estates on the tour.

Can I book this as a private tour instead of a small group?

The tour normally runs as a small group, but you can request a private departure when you book if you prefer to travel with only your party.

What's included in the price?

The tour includes hotel pickup and drop-off in Cortona or the surrounding province, the English-speaking driver for the full day, transport in the air-conditioned minivan, tastings at both wineries, lunch with wine pairing, and bottled water.

How long is the drive from Cortona to Montalcino?

The tour lasts seven to eight hours total, which includes the drives, time at each winery, and lunch. Montalcino is in the Val d'Orcia, south of Cortona, reached by scenic roads through the Tuscan countryside.