Brunello di Montalcino Wine Tour & Val d' Orcia

Name: Brunello di Montalcino Wine Tour
Brand: Brunello di Montalcino Wine Tour
SKU: 26607
Price: €500 $
Availability: InStock
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€500

From
€300

18+

8 10 Hours

Brunello di Montalcino Wine Tour: A Day in the Quintessential Heart of Tuscany

Tour at a glance

Brunello di Montalcino Wine Tour — Key Facts

Duration

10 hours

Including pick-up & drop-off

Group size

Max 8 guests

Private tour only

Minimum age

12+ years

Families welcome — private tour

Languages

English & Italian

Expert guide for the day

Pick-up

Florence or Siena

Siena pick-up outside ZTL — same price

Wine tasting

1–2 organic Brunello DOCG

Depends on your lunch choice

Lunch

Farm-to-table restaurant or Brunello winery

Guest's choice

From

€300 / person

Groups of 6-8 — see table below

Out of the Box Florence offers a private, full-day Brunello di Montalcino wine tour from Florence into the Val d'Orcia — a UNESCO World Heritage landscape in southern Tuscany. Every guest visits a boutique organic winery for a guided tasting of Brunello di Montalcino DOCG. For lunch, guests choose between a farm-to-table restaurant in Val d'Orcia or a second Brunello winery — meaning the tour includes either 1 or 2 wine tastings, depending on your choice — before a walk through a hilltop town such as Pienza or Monticchiello. The tour is led by an expert guide, runs privately for up to 8 guests, and welcomes families with children aged 12 and over.

Private tour pricing

Brunello di Montalcino Tour — Prices per Person

Group size	Price per person
2 guests	€500
3–4 guests	€400
5 guests	€350
6–8 guests	€300

What's included

Round-trip luxury transportation from Florence
Expert guide for the day
1–2 wine tastings of organic Brunello di Montalcino DOCG (your choice)
Lunch — farm-to-table restaurant or a second winery, your choice
Visit to a Val d'Orcia hilltop town of your choice
Scenic drives through the Val d'Orcia UNESCO site

Not included

Anything not listed above (e.g. additional tastings, shopping, gratuities)

How the day unfolds

Brunello di Montalcino Tour Itinerary

Pick-up in Florence or Siena

Collected directly from your hotel or B&B in Florence (a nearby meeting point is suggested if you're staying in a pedestrian-only area). This tour can also start with pick-up from Siena, outside the ZTL, at the same price.

Boutique organic winery in Montalcino

A guided tasting of Brunello di Montalcino DOCG at a family-run, organic producer. Winery choice may vary based on availability.

Lunch — your choice

Either a seasonal, farm-to-table meal with views over the Val d'Orcia countryside, or a visit to a second boutique Brunello winery for lunch and a second wine tasting.

Hilltop village walk

Free time to explore a Val d'Orcia town such as Pienza or Monticchiello.

Return to Florence

Scenic drive back, drop-off at your accommodation.

Is this tour for you

Who This Tour Is For

Wine lovers seeking an authentic Brunello di Montalcino DOCG tasting experience

Couples and small groups wanting a private, unhurried day in southern Tuscany

Families with teenagers (12+) looking for a shared wine-and-countryside day

Travelers interested in organic, family-run wine producers

Guests who want to combine wine tasting with a UNESCO landscape and a hilltop village

Anyone who prefers a fully private vehicle over a shared group tour

Frequently asked questions

Brunello di Montalcino Tour — FAQ

What is included in the Brunello di Montalcino Wine Tour?

Round-trip luxury transportation from Florence, an expert guide for the day, a wine tasting of organic Brunello di Montalcino DOCG at a boutique winery, lunch, and a visit to a Val d'Orcia hilltop town of your choice, such as Pienza or Monticchiello. For lunch, guests choose between a farm-to-table restaurant in Val d'Orcia or a second Brunello winery, which brings the tour to 2 wine tastings instead of 1.

Do we get one wine tasting or two on this tour?

It's your choice. Every guest tastes Brunello di Montalcino DOCG at the first winery. For lunch, you can either dine at a farm-to-table restaurant in Val d'Orcia (1 tasting total) or visit a second Brunello winery, which includes a second tasting there (2 tastings total).

How long is the tour and how many guests can join?

The tour lasts 10 hours including pick-up and drop-off in Florence. It is a private tour only, for a maximum of 8 guests in one vehicle.

Is the Brunello di Montalcino tour suitable for children?

Yes. As a private, family-friendly wine tour, children aged 12 and over are welcome.

Where does pick-up take place?

We pick up directly from your hotel or B&B in Florence. If your accommodation is inside a pedestrian-only area, we will suggest a nearby alternative meeting point. This tour can also be booked with pick-up from Siena, outside the ZTL (traffic-limited zone), at the same price.

How much does the private Brunello di Montalcino tour cost?

Pricing is per person and decreases with group size: €500 for 2 guests, €400 each for 3-4 guests, €350 each for 5 guests, and €300 each for 6-8 guests.

Do you take commissions from the wineries you visit?

No. Out of the Box Florence never accepts commissions on wine sales or winery selection. Wineries are chosen based on quality and guest preference, prioritising organic and family-run producers.

Independent & commission-free: Out of the Box Florence never accepts commissions from wineries. Every producer we visit is chosen for quality alone, with a focus on organic and family-run estates — the same policy across all our wine tours.

Brunello di Montalcino wine tour from florence in Montalcino, Tuscany

Val d'Orcia rolling hills landscape on a private Tuscany tour with farm to table lunch

Brunello di Montalcino wine tasting - great day trip for first time travellers in Florence

Organic boutique winery for a wine tasting of Brunello di Montalcino

Lunch val d orcia day trip from Florence in a Farm to table restaurant

Perfect day trip from Florence to discover the Brunello di Montalcino wineries

Accessibility

Not wheelchair accessible;

Near public transportation;

No children under 12;

Prices

Starting price for 500€ each person

Groups from 3 to 4 guests 400€ each

Groups from 5 to 8 guests 300€ each

Customisable as guests wish, adding more wineries and no Towns

Included

Luxury transportation from/to Florence
Expert guide for the day
1 wine tasting of Organic Brunello wines
Fantastic lunch in a farm to table restaurant
Visit a town of your choice
Scenic drives
UNESCO World Heritage sites

Not Included

Start your Journey Adventure Experience

Your Experience

Indulge in a day of exceptional wine, breathtaking landscapes, and authentic Tuscan charm with our Brunello di Montalcino Wine Tour. This full-day experience is a perfect fusion for both wine lovers and Tuscany enthusiasts, offering an intimate exploration of the Val d’Orcia, one of Italy’s most iconic and picturesque regions, paired with the world-renowned Brunello di Montalcino wines.

Your day begins with a scenic drive through the Val d’Orcia, where rolling hills, cypress-lined roads, and panoramic vistas create the very image of Tuscany.

Your tour:

The first stop on your journey is a boutique winery, family-owned and focused on organic and biodynamic practices, where you’ll taste Brunello di Montalcino wines that capture the essence of this celebrated terroir. Here, you’ll have the chance to engage with the winemakers themselves, learning about their meticulous processes and the dedication that goes into every bottle

For lunch, indulge in a delicious, farm-to-table meal at a local restaurant with sweeping views over the valley. The fresh, seasonal ingredients paired with local wines will transport you further into the soul of Tuscany.

In the afternoon, take a leisurely walk through one of the charming hilltop villages of Val d’Orcia, such as Pienza or Monticchiello. These small, timeless towns are perfect for a peaceful exploration on foot, offering stunning views and the chance to discover the hidden gems that many visitors overlook.

We design our tours to avoid the typical tourist traps and instead focus on providing an authentic experience. With our local expertise, deep ties to the region, and a dedication to family-run wineries, we ensure that your visit is not just another tourist outing—it’s a genuine journey into the heart of Tuscany.

Our Brunello di Montalcino Wine Tour is the perfect choice for those who want to experience the very best of Tuscany, all in one unforgettable day.

Notes: alternatives wineries and restaurant can be taken depending on their availabilities

We take you where we would love to be taken if we were on your side.

We pride ourselves on offering a completely authentic experience—we never receive commissions or any form of payment for bringing guests to wineries. When you join us on this journey, you can be certain that you will never visit wine merchants or large-scale producers. Instead, we take you to real, passionate winemakers—local artisans whose vineyards we know personally and whose stories and wines we believe in. With us, you’re not just a tourist.