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57 results
Best Seller
Sip some of Italy's most famous wine during a visit to an organic winery in the heart of the Chianti region. Tour the vineyards and organic winery between Radda and Panzano, right in the Chianti Classico wine-producing area. Learn about local wine making, and take part in a wine-tasting session at the conclusion of your tour. Sample between 3 and 6 wines, accompanied by appetizers that include bread with olive oil produced on-site.
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Tour and Tasting at an Organic Winery in the Heart of Chianti Classico Area
2 hours
Free Cancellation
4.9
(134)
from
$46
Likely to Sell Out
Discover Tuscany and biodynamic viticulture on a winery tour with a breathtaking view of Montalcino while you learn about our philosophy. During a seated wine tasting, we will serve you 6 different wines and give you a short introduction to each of them. Then you will have the possibility to taste them independently.
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Winery tour & wine tasting in Montalcino
1 hour 45 minutes
Free Cancellation
4.4
(42)
from
$46
Discover three of Tuscany’s most beautiful towns as you explore Pienza, Montalcino, and Montepulciano in one day on this walking tour. With a private guide, see the splendid 16th-century Renaissance palaces of Montepulciano and walk through the town of Pienza, built by Pope Pius II. In Montalcino, take a guided tour of a winery and taste the renowned Brunello de Montalcino wine. Note: transportation is not included.
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Grand Tour of Pienza, Montalcino, Montepulciano + wine and cheese tasting
8 hours
Free Cancellation
5.0
(1)
from
$407
Per group
Live an authentic experience in the heart of Chianti, on the family farm in Montefioralle. We will welcome you in a warm and traditional environment to let you discover the wines, oil and Tuscan cuisine. During the experience you will taste rich traditional chopping boards made with locally sourced and strictly homemade (non-industrial) products, special wines, personally produced olive oil and final dessert. After the tasting, for those who wish, it will be possible to take a short walk through the vineyards to discover how the wine is born. We believe in a simple, authentic and genuine welcome. Here you will not find an experience built for tourists, but a real moment of Tuscan life, made of wine, food and conviviality.
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Tasting in the Farm of Wines Oil and Local Products
1 to 2 hours
Free Cancellation
5.0
(1)
from
$46
Taste your way through Tuscany at a classic wine tasting. After a cinematic journey through a cypress avenue, a trained team will serve you 6 wines in 3 flights at your table. After an introduction to each wine, you will have the opportunity to taste the wines in detail by yourself.
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Classic Wine Tasting in Montalcino
45 minutes
Free Cancellation
4.8
(8)
from
$35
Visit a family-run winery in Chianti to experience the traditional side of local winemaking. With an included tasting of several house wines, this tour of Montefioralle Winery goes from Chianti classic to sweet vin santo. In warm weather, you can sample the wine in a scenic outdoor spot with views of the vines and the surrounding historic village.
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Montefioralle Winery - Tour and Wine Tasting in Chianti
1 hour 15 minutes
Free Cancellation
4.3
(96)
from
$41
For true wine-lovers, there’s no greater thrill than seeing where Tuscany’s specialty red is made. During this in-depth tour of an organic, family-run winery, you’ll learn the ins and outs of Chianti Classico. Tour the scenic vineyard and sample four different red wine varieties inside the atmospheric on-site cellar. Pair your tasting with fresh cheeses and salami, all made from fresh regional products.
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Greve in Chianti Wine Tasting and Winery Tour
1 hour 30 minutes
Free Cancellation
4.7
(121)
from
$58
Join us for a delightful wine tasting experience, complemented by a traditional Tuscan lunch. Stroll through our organic vineyard and take in the stunning views while savoring two distinct wines alongside a delicious three-course meal. Admire the picturesque Tuscan landscape as you learn about the traditional methods and techniques used to produce our high-quality wines. The lunch menu features a selection of cured meats and cheeses, handmade pasta with flavorful sauces, and delightful desserts. A vegetarian option is available; please let us know at the time of booking if you would like this alternative.
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Brunello Wine Tasting with typical Tuscan Lunch
2 hours 30 minutes
Free Cancellation
5.0
(2)
from
$73
What makes this experience truly unique is the intimate atmosphere of Paradiso di Cacuci, a family winery nestled among the rolling hills of Montalcino, far from crowded commercial wine tours. Guests are welcomed into an authentic Tuscan estate where tradition, landscape and passion come together to create a genuine Brunello experience. From walking through the vineyards to exploring the ageing cellar, every moment offers a deeper connection to the craftsmanship and philosophy behind Brunello di Montalcino. The guided tasting allows travelers to discover the elegance and evolution of Sangiovese through carefully selected wines, perfectly paired with traditional Tuscan flavours. Surrounded by breathtaking vineyard views and the peaceful atmosphere of the Tuscan countryside, this experience is designed for those seeking not only a wine tasting, but a refined and memorable journey into the heart of Tuscany.
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Montalcino: Brunello Wine Tasting with Tuscan Specialities
1 hour
Free Cancellation
4.7
(7)
from
$87
What makes this experience truly unique is the perfect combination of exceptional Brunello wines, authentic Tuscan cuisine and the intimate atmosphere of Paradiso di Cacuci, a family winery surrounded by the rolling hills of Montalcino. Guests are guided by expert sommeliers through the vineyards and ageing cellar, discovering the traditions, craftsmanship and passion behind Brunello di Montalcino production. The experience continues with a carefully curated tasting of premium Tuscan wines paired with a traditional Tuscan lunch featuring local specialities and fresh handmade pasta, creating a journey that combines wine, food and landscape in a truly authentic way. Far from crowded commercial tours, this immersive experience offers a refined and memorable taste of Tuscany in a relaxed and elegant setting. Each tasting is led by expert sommeliers, transforming every glass into a deeper journey through the world of Brunello di Montalcino.
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Montalcino: Brunello Wine Tasting & Tuscan Lunch
1 hour 30 minutes
Free Cancellation
5.0
(9)
from
$114
Likely to Sell Out
During a guided tour through the vineyards with a picturesque view of Montalcino, you will learn about biodynamic viticulture. Afterward, a nicely arranged table awaits you, where you will get served 6 wines in 3 flights with matching, specially developed Gourmet Bites.
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Winery Tour & Gourmet Tasting in Montalcino
2 hours 30 minutes
Free Cancellation
5.0
(16)
from
$93
Immerse yourself in the authentic culture of Chianti with a wine tasting in Radda, a medieval village nestled in the Tuscan hills. Surrounded by Sangiovese vineyards, this experience offers more than just a tasting—it’s a journey into local tradition. Guided by an expert, you’ll explore the full winemaking process, from fermentation to barrel aging, before sampling three typical Tuscan wines and a Vermouth. A perfect way to connect with the land, its history, and its flavors.
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Wine Tasting in an Authentic Tuscan Cellar in Radda in Chianti
1 hour
Free Cancellation
4.5
(81 Operators)
from
$37
We are Federico, Raimondo, and Riccardo, and we’re excited to welcome you on this unforgettable tour! Discover the beauty of our land through its flavors—taste our organic wines, including red Chianti Classico Mariagioconda, rosé Lo Stinto, white Il Pinone, and orange Il Matan, along with our finest extra virgin olive oil and the seasonal vegetable garden we grow. As we explore the breathtaking Chianti landscape, you’ll visit our vineyards and cellar, where we’ll share the secrets of aging and caring for our wines, nurturing both the bottles and the fields. Together, we’ll taste four organic wines and our exceptional olive oil, paired with delicious local cheeses and cold cuts. The tasting will take you on a journey from crisp white native wines to the deep flavors of Sangiovese red. Get ready to immerse yourself in nature and experience its most precious gifts firsthand!
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Chianti family owned organic wine tasting
1 to 3 hours
Free Cancellation
5.0
(1 Operators)
from
$72
What makes this experience truly unique is the opportunity to enjoy an authentic Tuscan dinner among the vineyards of Paradiso di Cacuci, surrounded by the peaceful atmosphere and timeless beauty of the Montalcino countryside. As the sun sets over the rolling hills, guests are guided by expert sommeliers through the vineyards and ageing cellar, discovering the passion and traditions behind Brunello di Montalcino. The evening continues with a curated tasting of exceptional Tuscan wines paired with traditional cuisine, creating a journey where every glass and every dish reflects the soul of Tuscany. From Brunello Riserva selections to handmade pasta and authentic Tuscan flavours, the experience combines elegance, intimacy and a true sense of place. Far from crowded restaurants and commercial tastings, this is a refined and immersive evening designed for those seeking exceptional wines, authentic food and the unforgettable atmosphere of a dinner in the vineyards under the Tuscan sky.
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Montalcino: Brunello Wine Tasting & Tuscan Dinner
3 hours
Free Cancellation
4.8
(5)
from
$192
Discover Chianti Classico with a visit and tasting in Viticcio: explore the winery, discover the winemaking and taste our best wines. An authentic Chianti experience! Our experience takes place in a historic winery in the heart of Chianti Classico, where the Tuscan wine tradition is breathed in every detail. The location offers a breathtaking panoramic view of the surrounding hills, making each tasting an unforgettable moment immersed in the beauty of the landscape.
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In the Heart of Chianti Classico : Wine, Winery and Tradition
1 hour 30 minutes
Free Cancellation
5.0
(3)
from
$40
Discover the wines of Montalcino on a 3-hour wine tour that visits two wineries in the region. Enjoy wine tastings and tours of the vineyards, gaining insight into the history of the famous Rosso and Brunello di Montalcino wines. Travel with a small group and enjoy viewing the picturesque countryside along the way.
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Brunello Vineyards Bus Tour
3 hours
5.0
(11)
from
$209
Price varies by group size
Enjoy Tuscany to the fullest on a private vineyard picnic. Discover our winery on a guided tour (optional), taste wine in a cozy atmosphere overlooking Montalcino, and enjoy your picnic basket filled with delicious homemade Tuscan specialties.
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Winery Tour & picnic in the vineyard with a bottle of wine
2 hours 30 minutes
Free Cancellation
4.7
(7)
from
$46
Likely to Sell Out
Much more than a cooking course, it will be a unique experience. Sight, smell, hearing ... in this path the 5 senses will be involved, so as to leave you with an unforgettable memory. This experience comes from a childhood memory, spent outdoors. It has the scent of freshly cut grass, the passion for traditional cuisine and the serenity of an atmosphere that warms up under the notes of the Italian Opera.
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Cooking, Dinner & Live Opera in the countryside
3 hours 30 minutes
Free Cancellation
4.8
(45)
from
$209
Enjoy an exclusive one-hour wine tasting experience featuring warm homemade bread and exquisite Tuscan olive oil. Take a leisurely stroll through the vineyard before indulging in a guided tasting of three local wines, beautifully paired with a platter of Tuscan cured meats and cheeses. Discover the traditional methods and techniques used to produce high-quality wines. During the tasting, you’ll savor three exceptional wines, including the world-renowned Brunello and Rosso di Montalcino. Plus, you’ll have the unique opportunity to taste wine straight from the wooden barrel! Capture your memorable moments and feel free to share your experience on social media!
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Wine Tasting of Brunello with Tuscan Cold Cuts and Cheese
1 hour 30 minutes
Free Cancellation
5.0
(6)
from
$45
Likely to Sell Out
Take a look behind the wine cellar scenes during an exclusive Brunello barrel tasting. Hand in hand with us, you can taste and discuss the wines in a personal atmosphere in our vaulted cellar. Afterward, a set table awaits you, where you will get served 6 Brunelli with matching, individually developed Gourmet Bites.
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Backstage Brunello & Gourmet Wine-Food Tasting in Montalcino
2 hours 30 minutes
Free Cancellation
4.5
(111 Operators)
from
$151
Spend a full day touring the Italian cities of Siena, San Gimignano, and the surrounding area of Chianti. Specifically designed for guests staying in Florence, get picked up directly from the hotel in a comfortable vehicle and take a private tour of these Tuscan hotspots. Learn about the area’s Gothic and medieval history, and enjoy the local vineyards.
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Private Guided Tour: Siena, San Gimignano and Chianti Day Trip from Florence
8 hours
Free Cancellation
4.8
(23)
from
$1,104
Per group
Benefit from a private full-day tour of Tuscany with round-trip transportation from your accommodation. Have free time during your visits to Montalcino, Pienza, and Montepulciano, and have the option to stop for lunch, and wine or cheese tastings in the countryside. Travel in comfort in an air-conditioned private vehicle with hotel pickup and drop-off included.
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Montepulciano Pienza Montalcino Tour from Siena
8 to 9 hours
Free Cancellation
5.0
(5)
from
$1,148
Per group
Likely to Sell Out
Your experience will start directly at your hotel, where you will climb aboard an air-conditioned vehicle with a professional driver. You will visit a historic wine cellar to discover the aromas of the barrel room and the quiet of the cellars. Enjoy different vintages of local Chianti Classico wines. After, you will be welcomed to a family-run winery to visit the cellar, have a wine tasting, and enjoy a full lunch accompanied by locally produced wines for those who wish to discover the pleasure of local cuisine. In the end of the tour, you will visit a third winery, a biological one. You will visit the cellars and enjoy a guided tasting of three local wines with tastings of olive oil with bread and Cinta Senese Dop cured meats. Please note that the order of visits and the wineries could change due to availability. When select SELF DRIVE OPTION, you have to travel with your OWN car. NO TRANSFER is included. It is NOT possible to take the tour using public transportation.
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3 Cellars in Chianti with Visits, Wine Tastings, Lunch&Transfer
8 hours
5.0
(39 Operators)
from
$203
Price varies by group size
For all those who not only want to taste wine but also experience it: At this tasting, you will travel through the vintages of our Brunello with a vertical gourmet tasting - each wine perfectly matched with a gourmet snack. A real taste sensation!
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Gourmet Brunello Vertical Tasting
2 hours 30 minutes
Free Cancellation
4.4
(5)
from
$93
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