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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
(135)
from
$47
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
4.2
(103)
from
$41
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
4.5
(44)
from
$47
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
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$38
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
(3)
from
$47
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
(127)
from
$59
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
$89
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
(11)
from
$116
If you do not have much time but still want to visit the beauties of Chianti and have the opportunity to taste the famous wine of the Chianti lands, immersed in the green countryside, this is the tour for you. The small group size of no more than 6 pax will make you appreciate the tranquility and peace of Chianti
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Open Top Van!! Half Day in Chianti with Wine Tasting
4 to 5 hours
Free Cancellation
5.0
(9)
from
$177
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
4.8
(8)
from
$47
What makes this experience truly unique is the opportunity to discover the authentic soul of Montalcino through the intimate atmosphere of Paradiso di Cacuci, a family winery nestled in a small “corner of Paradise” among the rolling Tuscan hills. Far from crowded commercial tastings, guests are welcomed into a place where tradition, landscape and passion create a genuine Brunello experience. From walking through the vineyards to exploring the ageing cellar, every moment offers a deeper connection to the world of Brunello di Montalcino and the craftsmanship behind each bottle. The experience is enriched by breathtaking views, expert sommeliers, carefully selected wines and traditional Tuscan flavours, creating a refined journey into the heart of Tuscany. Whether you are a wine enthusiast or simply searching for an unforgettable moment in the Tuscan countryside, Paradiso di Cacuci offers a timeless experience shaped by authenticity, elegance and the unique charm of Montalcino.
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Montalcino: Brunello Wine Tasting & Vineyard Tour
40 minutes
Free Cancellation
5.0
(1)
from
$53
The experience begins at 10 : 00 in the morning. We will meet at our farm, where we will have a brief introduction to our small family business. Guests will be accompanied by an environmental Guide who will explain the route and provide information on the history, characteristics and peculiarities of the territory, as well as the different animal and plant species we will encounter along the way (if the season allows, we will collect edible wild plants for lunch). We will find a corner in the woods, perfect for a picnic, where we will taste a glass of wine from our company with cheeses and cold cuts. We will resume the journey back to our farm, where a three-course lunch of seasonal agricultural products will be served, including a tasting of our wines and extra virgin olive oil. The planned route is of medium-low difficulty with duration 2 - 2.5 hours.
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Hiking, picnic and foraging on the way + lunch at farm in chianti
4 hours 30 minutes
Free Cancellation
5.0
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Operators
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from
$166
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)
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$95
Cooking Experience & Lunch: Blend Tuscan and Apulian flavors in an historic villa for a unique taste!
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Pasta and Italian Recipes in the Countryside
3 hours 30 minutes
Free Cancellation
5.0
(1)
from
$166
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
Escape Florence for the rolling hills of Chianti on this private wine tour with transfers included. Travel in comfort by air-conditioned vehicle as you make your way through one of Tuscany’s most celebrated wine regions, famous for its cypress-lined roads, medieval villages, and world-class wines. Visit family-run wineries to learn about traditional and modern winemaking methods. Taste a variety of Chianti wines—paired with local specialties like olive oil, cheeses, and cured meats. Along the way, enjoy time to explore charming Tuscan villages surrounded by vineyards and breathtaking landscapes. With hotel pickup and drop-off in Florence, this private tour offers a seamless and personalized way to experience the flavors and beauty of Chianti.
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Private Chianti Wine Tour with Transfers from Florence
6 hours
Free Cancellation
5.0
(6)
from
$449
WHAT TO EXPECT Picnic basket with typical products Inside, in fact, you will find not only a comfortable blanket and compostable and recyclable tableware, but also a selection of typical Tuscan products such as bruschetta and a selection of 0 kilometer cured meats and cheeses. Experience in contact with nature After walking through the vineyards and breathing in the scent of the vines, you can choose the place that best belongs to you, where you can enjoy your bottle of wine and your picnic comfortably sitting on your blanket. Bottle of wine of your choice When booking this fabulous picnic, you can choose between a bottle of Rosso di Montalcino or a bottle of Brunello di Montalcino. This choice is fundamental: it will in fact be what will accompany lunch in front of the wonderful spectacle that nature gives you. Both wines are produced by the farm you are on. In fact, you can taste your wine while sitting among the vines that yield the fruits for divine nectar.
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Montalcino: exclusive picnic in the vineyard with wine basket
2 hours
Free Cancellation
4.0
(3)
from
$36
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
$95
Enjoy a private picnic in the vineyards with Tuscan specialties,Taste the famous wines of Montalcino,Admire the spectacular views of the Montalcino valleys
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Picnic in vineyards with Bottle of Brunello di Montalcino
2 hours
Free Cancellation
5.0
(1)
from
$92
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
$213
Price varies by group size
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)
from
$73
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
$414
Per group
Visit three top Brunello producers in the UNESCO-listed Val d'Orcia in a single day with this exclusive wine tour. Enjoy the ease of hotel pickup and all-day transport so you can imbibe worry-free, and tour three luxury wineries with tastings of Brunello, Super Tuscans, and other high-end reds at each. Take in views over the rolling vineyards during a wine-pairing lunch and connect with the winemakers during your private visits and tastings.
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Luxury Brunello Tour
8 hours
Free Cancellation
5.0
(1)
from
$708
Price varies by group size
Enjoy a private picnic in the vineyards with Tuscan specialties,Taste the famous wines of Montalcino,Admire the spectacular views of the Montalcino valleys
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Picnic in vineyards with Bottle of Rosso di Montalcino
2 hours
Free Cancellation
5.0
(9
Operators
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from
$76
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