Montalcino & Montepulciano: Brunello Wine Tour from Florence

Two Tuscan Wine Towns in One Day: Brunello Tastings Through Val d'Orcia

You get picked up from your Florence hotel and driven through Val d'Orcia to Montalcino and Montepulciano, where you taste Brunello and Nobile wines directly from producers. The route includes Pienza for a Pecorino cheese tasting and a walk through its Renaissance streets. Lunch and all transport are included, and you return to Florence in the evening without arranging anything yourself.

Step-by-step itinerary

Stops and time spent at each3 stops

1. Val d'Orciapassing by
2. Montalcino30m
3. Pienzapassing by

Explore Val d'Orcia and Wine Towns

• Pass by Val d'Orcia valley
• Visit Montalcino wine town
• Explore Montepulciano historic center
• Walk cobblestone streets of Pienza
• Taste local Pecorino cheese

The experience

You're standing in a Montalcino cellar, and the producer is pouring a wine that costs more than your hotel room. He's talking about the 2015 vintage (how the summer was dry, how Brunello needs five years minimum in oak), and you realize you have no idea what you're tasting, but you're tasting it anyway. That's the moment this tour lands. The driver picks you up from your Florence hotel in the morning and heads south toward the rolling hills of Val d'Orcia, a UNESCO-protected valley that looks like someone painted it and then forgot to stop. Montalcino sits on top of a hill, walled and medieval, and the whole town exists because of Brunello di Montalcino. A wine made from Sangiovese clones that collectors hunt for. You'll meet actual producers, not just taste in a shop.

After Montalcino, the route moves to Montepulciano, where Vino Nobile di Montepulciano comes from: another Sangiovese-based wine, but different enough that locals will tell you the difference if you ask. The town itself is layered with Renaissance architecture and the kind of narrow streets where you can touch both walls at once. Then there's Pienza, the Renaissance town that Pope Pius II basically designed from scratch as an ideal city. You stop there for a Pecorino cheese tasting, the local specialty, and walk the cobblestone streets that actually feel intentional, not just old. The whole day moves through Val d'Orcia, so you're not just tasting wine. You're tasting it in the place where it grows, which changes how it tastes.

The tour runs with a private guide and driver in an air-conditioned minivan, so you're not crammed into a bus with thirty people. Hotel pickup and drop-off are included, which means you don't have to figure out how to get to Montalcino or drive yourself after tasting wine all day. Lunch is part of the day, and if you need vegetarian or gluten-free options, you mention it when you book. The whole thing is built for wine lovers who want to understand where Brunello and Nobile come from, not just drink them.

What’s included

Your day includes hotel pickup and drop-off from Florence, private transport by air-conditioned minivan, a dedicated driver and guide, visits to Brunello and Nobile wine producers with tastings, a Pecorino cheese tasting in Pienza, lunch with a beverage option, and time to walk through the Renaissance streets of Montalcino, Montepulciano, and Pienza. Vegetarian and gluten-free lunch options are available upon request at booking.

Options for this experience

2 options

Tour for a private group, not sharedGuide in English, Spanish or Italian · 09:00Private tour in low season, not shared; pickup is included

Focus on BrunelloGuide in English, Spanish or Italian · 09:00Tour for Brunello lovers only: the route stays within the Montalcino area, concentrating on Brunello wines and offering a taste of the hospitality of two winemakers. Includes pickup

You'll see the exact price of each option when you check availability.See dates and prices

Information

Lasts 9h, runs every day at 09:00, from € 775.75 per group, with a live guide in English, Spanish and Italian, as a private tour and with free cancellation up to 24 h before.

Days and timesEvery dayDeparts at 09:00Another time? ›

GroupPrivate8 group tours ›

Live guideEnglish, Spanish and ItalianOther languages ›

Meeting point and pickupHotel pickup included.You can choose from 4 pickup points.

Book up to1d before

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

Prices and times updated 15 days ago

Good to know

Low physical effortWheelchair accessibleAccessible transportStroller-friendlyInfant seats availablePublic transport nearby

Operated by Let's Andiamo

Is this one for you?Book this if you want to taste Brunello and Nobile wines where they're made without arranging your own transport or winery contacts: the producer meetings and small-group format are what make a day in Montalcino and Montepulciano feel like an insider's visit instead of a standard wine route.

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Top questions

What languages is the tour guided in?

Live guide in English, Spanish and Italian.

How long is the tour?

The full day tour typically runs 8–10 hours including hotel pickup and drop-off from Florence.

Do I need to know about wine to enjoy this?

No. The producers explain what you're tasting and why Brunello and Nobile are different. It's designed for wine lovers, but that includes people who are just starting to care about wine.

Is lunch included?

Yes. Lunch is included in the tour. Vegetarian and gluten-free options are available if you request them when booking.

Can I do this if I don't drive?

Yes. Hotel pickup and drop-off are included, and the tour operates by minivan with a driver, so you don't need a car.

What's the difference between Brunello and Nobile?

Both are made from Sangiovese grapes, but Brunello di Montalcino and Vino Nobile di Montepulciano come from different regions with different soil and climate. The producers will explain the differences during tastings.

Is this a small group or large group tour?

It's a private tour with a dedicated driver and guide, so group size is smaller than a standard bus tour.

What if I have dietary restrictions?

Vegetarian and gluten-free lunch options are available. Let the operator know when you book.

Is Val d'Orcia worth seeing if I'm not a wine person?

Yes. Val d'Orcia is a UNESCO World Heritage valley with scenery that appears in films like Gladiator and The English Patient. Even if wine isn't your main interest, the landscape and towns are worth the day.