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57 results
Best Seller
Delve into the fascinating world of olive oil with a guided tour at Frantoio di Montalcino, one of Tuscany’s most celebrated olive oil mills. Get your taste buds ready as you learn about traditional pressing methods, as well as modern ones, and the origins of olive oil in a countryside setting. After your tour, sit down for a delicious tasting session to sample the finest extra virgin olive oils served alongside warm Tuscan bread and local specialties.
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Montalcino: Renowned Tuscan Olive Oil Mill Tour & Tasting
1 hour 30 minutes
Free Cancellation
5.0
(89)
from
$83
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
(133)
from
$48
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
(94)
from
$42
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
$59
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
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
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
$36
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
4.9
(43)
from
$214
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
$116
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
(6)
from
$48
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
(2)
from
$40
Make the most of your time while in port in Livorno and avoid wasting hours trying to explore Tuscany by public transportation or rental car on this full-day private wine tour in the Chianti hills. Led by a wine-focused guide, take a scenic drive into the heart of the Chianti wine region and visit a local winery to learn about the winemaking process and sample local blends. Taste top-quality wine and Tuscan olive oil while admiring the rolling landscape before heading back to your cruise ship.
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Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour
9 hours
Free Cancellation
5.0
(72)
from
$546
Price varies by group size
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
(41)
from
$48
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
(5)
from
$46
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
(22)
from
$1,129
Per group
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
$416
Per group
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
(80 Operators)
from
$38
During this practical and engaging experience, you will have the unique opportunity to learn the secrets of homemade fresh pasta. At the end of the lesson, your culinary efforts will be rewarded. You will sit at the table for a convivial lunch where you will taste the dishes that you yourselves have prepared. It will be a moment of joyful sharing, a true concentration of Italian spirit and Tuscan tradition. The Flavors of Brunello: To make the experience even more complete and unforgettable, you have the option to enrich your lunch with a guided tasting of one of Italy’s most prestigious wines: Brunello di Montalcino. Cooking Class with Wine Tasting: This formula combines the passion of the Cooking Class and the joy of lunch with a special wine tasting. You will be accompanied on a journey of discovery, sampling 2 glasses of the majestic Brunello and 1 glass of Brunello Riserva. A sip of history, passion, and territory that will complete your culinary experience.
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Cooking Class in Historical Villa in Montalcino
3 hours
Free Cancellation
4.5
(872 Operators)
from
$250
Join us for a delightful wine tasting experience, complemented by a traditional Tuscan lunch. Stroll through 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 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. Tasport From Montalcino
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From Montalcino Brunello di Montalcino Wine Tour with Lunch
2 hours 30 minutes
Free Cancellation
5.0
(7 Operators)
from
$141
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
$70
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
Likely to Sell Out
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
(105 Operators)
from
$166
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
$178
Price varies by group size
The cellarmen of Casato Prime Donne are all women, including the winemaker, a unique feature in Italy that makes this winery a flag for pink winemaking. The frescoes among the barrels enrich the tour with information on the history of Montalcino and in the trinaia a representation of sounds and videos transports the visitor into the true spirit of the Borgo di Montalcino Finally, the art installations among the barrels, around the cellar and among the vineyards represent a permanent trace of the Casato Prime Donne Award as well as stand out as an example of Land Art
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1-Hour Experience with Brunello. Visit to the Vineyard and Cellar
1 hour
Free Cancellation
4.7
(6)
from
$42
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