"Excellent trip . Got whatever we thought we could get . Well planned . Well thought out . Fredrico was a great guide !!!! Keep up the good work"
Wine Tour · Montalcino
Best Brunello di Montalcino Wine Tours 2026 — Tastings
Taste Brunello di Montalcino in the Val d'Orcia — winery visits and cellar tastings of Tuscany's most prestigious red, with a long Tuscan lunch among the cypress hills.
From
$107
per person
Free cancellation
- 15 Categories All Italian Experiences
- English Guides Local Experts
- Free Cancellation
The Experience
What Makes This Italian Food Experience Special
Everything that makes this a must-book Italian food experience.
Highlights
- Escape the hustle and bustle of Florence and experience the heart of Tuscany
- Enjoy two different wine tastings and savor the famous Pecorino cheese of Pienza
- Learn from your tour leader, who will assist you throughout the whole trip
- Visit the medievals cities of Pienza, Montalcino and Montepulciano
What's Included
- Roundtrip journey by fully-fitted GT Coach with WiFi onboard
- Expert multilingual guide
- Interactive audio guide for Chinese, Korean, and Japanese
- Free visit of Montalcino, Pienza, Montepulciano
- Visit to a wine estate in Montalcino with a tour of the wine cellars and tasting of the world-famous Brunello
- Visit to a winery in Montepulciano with tasting of the “Vino Nobile”
- Tastings of Pienza's pecorino cheese
How Your Montalcino Experience Works
Four steps from booking to a real Montalcino food experience.
Book Your Montalcino Experience
Reserve online in under a minute — instant confirmation by email, with free cancellation on most experiences up to 24 hours before.
Pick Your Date & Time
Browse live availability and pick the slot that fits your trip — most dates show instant confirmation.
Meet Your Local Host
Meet at the kiosk at Piazzale Montelungo Bus Terminal - Located 5-10 minutes walking distance from Santa Maria Novella Train Station.
Taste the Real Montalcino
Escape the hustle and bustle of Florence and experience the heart of Tuscany
Photo Gallery
Italian Food Experiences — Through the Lens
Fresh pasta, market stalls, Tuscan vineyards, and truffle hunts — captured by our travelers.
Book Your Experience
Check Availability & Prices
Select your preferred date and time. Instant confirmation — free cancellation up to 24 hours before departure.
Montalcino Wine Tours — Compared
How the top pick stacks up — pick the highlighted option to book, or browse alternatives.
| Feature | BEST RATED Top Pick | Alternative | Browse All |
|---|---|---|---|
| Starting Price | From $107/per person | Varies | Varies |
| Rating | 4.7★ (1289) | 4.6+★ | 4.5+★ |
| Format | Tasting / small group | Various | All formats |
| Free Cancellation | Yes | Most | Most |
| Best For | Tuscany's prestige Brunello | Comparison shoppers | Browsing everything |
| Check Availability | View Options | See All Tours |
More Montalcino Wine Tour Options
Compare alternative tours — all with free cancellation and instant confirmation.
From Siena: Brunello di Montalcino Guided Wine Tour W/ Lunch
Tour the Montalcino hill, visit the town and three different Brunello wine producing wineries. Tour cellars, meet the producers, enjoy wine tastings and a winery lunch with wine.
Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle
Enjoy a 1.5-hour exclusive wine tour and tasting with a sommelier combined with a typical Tuscan lunch in a medieval castle in the heart of Montalcino.
Florence: Montalcino, Pienza, Montepulciano & Wine Tastings
Uncover the hidden gems of Tuscany on a guided day trip to the medieval villages of Montalcino, Pienza and Montepulciano from Florence with two different Wine Tastings in Montalcino and Montepulciano.
Florence: Valdorcia Wine, Brunello Montalcino, Montepulciano
Discover the stunning Val d’Orcia region on this day trip to 3 impressive and rustic Tuscan locations. Sample wines at a family-owned winery in Montacino, enjoy lunch in the village of Pienza, and sample olive oil in the medieval town of Montepulciano.
Montalcino: Guided Winery Tour and Wine Tasting
Discover Tuscany and its biodynamic viticulture on a winery tour in Montalcino. Experience a wine tasting of 6 different types of wine and learn all about their origins and specific qualities.
Wine Tour · Montalcino
About Montalcino Wine Tours
Brunello di Montalcino is Tuscany’s most prestigious red — a pure-Sangiovese wine aged for years before release, grown on the hills around the village of Montalcino in the cinematic Val d’Orcia. A Montalcino wine tour visits these wineries for tastings of Brunello and its younger sibling Rosso di Montalcino.
Most tours run as day trips from Florence or Siena, pairing cellar visits with a Tuscan lunch and drives through the postcard Val d’Orcia landscape. It’s a more refined, less party-oriented tasting than Chianti — the wine is the point.
Also popular: Montepulciano · Chianti
Beyond wine tour: Cooking Class Siena · Truffle Hunting Tuscany
Guest Reviews
What Travelers Say
"The experience was amazing. We got time to enjoy the cities at our own pace, the guide, Jacobo, and the driver were very friendly. The wines and the cheeses were excellent."
"The guide, Jacob, was excellent, as was the driver. The bus was comfortable and it was just the right size group!! Not too big!! Definitely worth the price to visit the 3 towns and have some wine!!!"
"Great day. Lovely places in special Pienza. Very nice tourguide Alex."
"Fredrico was an amazing guide on an amazing trip! we really enjoyed every stop and the breathtaking views were well... breathtaking. The tips and knowledge Fredrico shared were amazing. The description does say it is not appropriate for those in wheelchairs but note there are a lot of stairs and climbs, can be difficult for older folks."
Read all 1289 verified reviews
See All ReviewsReady to Book Your Italian Food Experience?
Pick the right category and city for your trip — cooking class, food tour, wine tasting, truffle hunt, or gelato workshop. Hundreds of tours compared, all with free cancellation. Starting from $107 per person.
Browse Italian Food ExperiencesMontalcino Wine Tour — FAQ
Everything you need to know before booking a wine tour in Montalcino.
Prices start around $107 per person for the top-rated option. Costs vary by group size, duration, and inclusions like wine, lunch, or transfers.
Most run 2–4 hours. Experiences that add a market tour, lunch, or a winery visit run longer — check each tour's details.
Our top pick is "From Florence: Val D'Orcia Tour with Wine Tasting" — rated 4.7/5 from 1289 reviews. See the comparison above for alternatives.
Many are — hands-on and walking experiences tend to be family-friendly. Check the minimum age listed on each tour before booking.
Most options include tastings or a meal, and many include wine. The exact inclusions are listed on each tour.
Often yes, with advance notice — vegetarian is usually easy, vegan and gluten-free vary by operator. Flag it at booking.
Meeting points are central and shown on your voucher after booking. For day-trip and countryside experiences, pickup is usually from a central point in the departure city.
1–2 weeks in peak season (spring–autumn). Free cancellation on most tours means booking early is low-risk.
Still have questions? Email us at info@italian-food-tour.com