Immerse yourself in the rolling hills of the Val d'Orcia with an unforgettable journey to Montalcino. As a jewel of the Tuscan countryside and a UNESCO World Heritage region, Montalcino invites you to indulge in world-class Brunello di Montalcino wine tastings, authentic food tours, and breathtaking sightseeing adventures. Whether you are exploring historic hilltop fortresses on a guided walking tour or enjoying a private wine experience, our curated selection of 87 top-rated activities ensures a perfect escape. Discover the soul of Italy through its rich culture, stunning landscapes, and unparalleled culinary traditions. Book your Tuscan dream today!
$162–$696 typical
Median price is $323, with a full range of $79–$1,216
4.82★ average
Based on 4,010 pooled reviews with ~90% positive sentiment
5–11 hours typical
Median duration is 9 hours
Wine & Food
83% are wine tasting tours and 84% focus on food and drinks
51% private tours
79% of options are guided, with 85% offering free cancellation
8 languages offered
Includes English, Italian, Spanish, French, Portuguese, Chinese, German, and Korean
87 Products
Enjoy a rich and ripe tour through the worlds of grape and gourmet cheese. Experience art and architecture and blend it with good wines and mouth-warming specialties. You will visit the stunning Val d'Orcia and the very special towns snuggling in it. There's the chance to get to know wine cellars wh...
For a full refund, cancel at least 24 hours before the scheduled departure time.
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.
Tuscany’s Most Popular Olive Oil Tour – Discover a World-Renowned Producer Step inside one of Tuscany’s most celebrated olive oil mills and discover the secrets of world-class Extra Virgin Olive Oil. This 1.5-hour immersive experience includes: a short historical introduction, a visit to our state-...
For a full refund, cancel at least 24 hours before the scheduled departure time.
A heaven for wine lovers: situated just south of Siena lies the land of some of the best Italian wines: Brunello di Montalcino and Nobile di Montepulciano. Based on the clones of Sangiovese, some of the most collectible and popular wines in all of Italy are produced here. Most of the tour takes pl...
For a full refund, cancel at least 24 hours before the scheduled departure time.
Hop aboard our rugged offroad vehicle and experience Tuscany like never before, surrounded by cypress-lined hills, vineyards, and medieval towns. Your adventure kicks off in Montalcino, home of the iconic Brunello. Visit a charming, family-run winery, explore its cellars, and enjoy a guided tasting...
For a full refund, cancel at least 24 hours before the scheduled departure time.
This is an experience for true wine lovers, selecting the best boutique wineries including a guided lunch and wine tasting of Brunello di Montalcino, listed as one of the best wines in the world by the prestigious magazine Wine Spectator. All this while visiting 3 UNESCO's site and the famous Gladia...
For a full refund, cancel at least 24 hours before the scheduled departure time.
Taste Tuscany's delicious cheeses and the great Brunello di Montalcino red wines on a full-day private guided tour. See the beautiful Val d'Orcia and receive a tour of an organic dairy farm followed by a cheese tasting. Visit the beautiful Renaissance gem that is the hilltown of Pienza and enjoy lun...
For a full refund, cancel at least 24 hours before the scheduled departure time.
This is a semi- private with maximum 6 people in tour so you will have all the attention you need. This tours will give you the advantages to truly enjoy the experience and not have to be in a crowded bus and follow a strict schedule . We will visit 2 beautiful boutique family owned wineries in a ...
For a full refund, cancel at least 24 hours before the scheduled departure time.
ALL INCLUDED wine tour to visit three boutique and awards winning wineries selected by level 3 sommelier Anna and it's an all included experience. This tour includes a visit to all the three wineries to enjoy the cellars and to learn more about the wine making process from scratch. Duration of the c...
For a full refund, cancel at least 24 hours before the scheduled departure time.
• EXPERIENCE FOR YOUR PRIVATE GROUP • Wine lovers, dedicate a day to the legendary Brunello! Embark on an extraordinary 9-hour guided tour from Florence. Travel in a luxury minivan through rolling green hills and historic vineyards, with a private driver at your disposal throughout the day. You will...
For a full refund, cancel at least 24 hours before the scheduled departure time.