Brunello di Montalcino Private Wine Tour from Florence

Brunello estates, Montalcino and Val d’Orcia from Florence.

Tour Overview

Brunello di Montalcino is one of the most famous and evocative names for wine collectors, and this Tuscan village itself is a sheer delight to visit. Montalcino has an aristocratic pedigree and was already renowned for its red wines in the 1400s, and it is even today considered one of Italy’s “Noble wines.”

We have organized these luxurious Mercedes chauffeured routes just for Brunello lovers who would like to taste these mythical wines right where they are made. These excursions can start in Florence or Siena, Siena being more convenient. Enjoy your private wine tour with Cellar Tours on your next visit to Tuscany!

Best for
Brunello di Montalcino, Montalcino, Sangiovese Grosso, Tuscan dining
Tour style
Full-day private wine tour
Suggested duration
1 day (ideal from Florence or Siena)

Signature journey

Signature Montalcino Wine Tour Itinerary

Highlights include Private Luxury Chauffeured Wine Tour, Brunello di Montalcino Wine Tasting, Superb Tuscan cuisine, and Excursion to Medieval Village.

  1. Day 1Florence - Montalcino - Florence

    Casato Prime Donne winery

    Private Brunello di Montalcino Wine Tour

    Casato Prime Donne winery

    • None
    • Lunch with wine
    • Private Chauffeured Mercedes

    Morning: Your private chauffeur and luxurious Mercedes will collect you at your hotel in Florence. You will transfer through the stunning Tuscan countryside, enjoying the idyllic rolling hills, medieval towns, and cypress-lined roads.

    First up is a private and exceptional visit to a top winery in Montalcino, such as the mythical Casato Prime Donne estate. Your hosts will greet you warmly, and you will visit the beautiful cellar, enjoy the fabulous views, and of course, taste a range of their best wines, from Rosso di Montalcino to the high-end Brunellos.

    Lunch: Follow a delightful visit with an intimate lunch with an outstanding panorama of Montalcino countryside and Crete Senesi. The dining experience is five-star, the food is traditional home cooked, and the experience is one to remember.

    Afternoon: After your relaxed lunch with your charming hosts, you will take in a second private visit to a top estate in Montalcino, to a prestigious Brunello producer like Argiano, Col d’Orcia, or Mastrojanni. Taste a wide range of wines, including Riservas and noteworthy vintages, all on a private tour.

    Evening: After a hard day’s wine tasting, we’ll change the pace and get a spot of culture! Visit the gorgeous Abbazia di Sant’Antimo, one of the oldest Abbeys in Italy and one shrouded in mystery.

    There is a legend involving Charlemagne, the Holy Roman Emperor “Carlo Magno,” who, back in the year 800, decided to set up camp on the location where we now have the Abbey. After curing his soldiers of the plague with holy wine, he declared that an abbey is built right on that spot to glorify the miracle. Brunello producers’ propaganda? Who knows, but the Abbey is just gorgeous, and you can take in a nice digestive walk after your gourmet food and wine experience today.

    Transfer back to Florence, which will conclude your day excursion of Montalcino with Cellar Tours.

    “A VIP Deluxe Wine Tasting Excursion!”

What's Included?

Cellar Tours private itineraries include chauffeur-led transportation, carefully selected hotels, winery appointments, restaurant planning, and practical support before and during your journey.

Depending on the destination and proposal, your tour may also include private guides, tastings, special experiences, cultural visits, regional transfers, and dining reservations.

Your custom proposal will clearly show what is included, what is optional, and what is not included.

Read our private wine tour planning guide

Frequently Asked Questions

What is included in a private wine tour?

Our custom itineraries include chauffeur-led transportation, carefully selected hotels, private winery appointments & tastings, restaurant planning, and support before and during your travel.

What is not included?

International flights, travel insurance, personal expenses, optional spa treatments, gratuities and meals or tastings not listed in your itinerary are usually not included unless specifically stated.

Are the winery visits private?

All itineraries are private and pre-arranged for your party.

Can the itinerary be adjusted for mobility or dietary needs?

Yes, 100%. Share mobility considerations, allergies, dietary preferences, and pacing needs early so we can adapt hotels, transport, restaurants, and visits wherever possible.

  • Trusted local partners Handpicked for quality and authenticity.
  • Flexible by design Itineraries tailored to your interests.
  • Support every step Before, during, and after your journey.
  • Authentic experiences Access wineries, traditions, and places not open to all.

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