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38 results
Best Seller
Learn how to create up to three classic Italian dishes—including homemade pasta—during this private cooking workshop in Chianti. Head to a scenic countryside home for an intimate lesson led by a pair of local cooks. Workshops include a wine and olive oil tasting and home-cooked meal with vegetarian and vegan options available.
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Private Tuscan Cooking Class And Wine Tasting in Radda in Chianti
3 hours
Free Cancellation
5.0
(12)
from
$166
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 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
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
Tour the cellars of Monterinaldi Castle with a sommelier as your guide. This historic castle in the heart of Chianti is the perfect setting to learn all about the winemaking process. After your private tour of the cellars, enjoy a 3-course Tuscan lunch with wine pairings in an 18th century villa.
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Radda in Chianti: Wine Tasting, Cellar Tour & Tuscan Lunch
2 hours
Free Cancellation
4.6
(10)
from
$92
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
$408
Per group
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
$47
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
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
$47
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
Likely to Sell Out
Take part in a safe and comfortable hot air balloon flight over Tuscany’s most iconic landscapes. Choose from flights over Chianti, Siena, or San Gimignano. The Chianti flight offers stunning views of rolling hills, vineyards, olive groves, forests, and historic villages. Admire medieval castles, Renaissance villas, and towns such as Siena, San Gimignano, Colle Val d’Elsa, and Poggibonsi from above. Opt for the San Gimignano flight to marvel at its famous medieval towers, the Vernaccia vineyards, and even the distant marble peaks of Carrara. Those who choose the Siena flight will enjoy breathtaking views of the Cathedral, Piazza del Campo, and the surrounding countryside. After landing, before heading back to the meeting point, savor a light breakfast featuring local products — the perfect way to end this unforgettable Tuscan adventure. The time selected during the booking process is indicative and may be subject to change. You will be contacted by the facility if necessary.
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Tuscany Hot Air Balloon Flight Over Chianti and Siena
4 hours
Free Cancellation
5.0
(123 Operators)
from
$478
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
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
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
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
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
$139
Walking, discovering, and tasting: In the heart of Tuscany, through the lands of the Chianti region, we accompany you on daily excursions combined with original experiences to search for artistic, wine, gastronomic, and artisanal treasures. We walk to come into contact with this region’s nature: the hills, the streams, the woods, the trails through vineyards, and the wildest corners. We discover hidden gems: old farmhouses, parish churches, castles, and workshops where craftsmen create as they did once upon a time. We taste the fruits of this land: Chianti wines together with traditional dishes, but we also take in the scents of the flowers, the colors of the fields, and the sounds of every setting that we pass through. Each hike reveals an aspect of this land and combines outdoor activities with unique experiences to be enjoyed together, sharing every step, every taste, and every emotion.
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Private Hike and Wine Experience in the Chianti Classico region
1 day 5 hours
Free Cancellation
5.0
(2)
from
$157
Experience Montalcino, the Kind of Sangiovese, or Chianti Classico with its black rooster, or Bolgheri and its unique supertuscan blends, focusing only on small hidden gems wineries that you can discover with me. Tours are private and for small groups only.
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Private Tuscany Wine Tour Experience in Montalcino
6 hours
Free Cancellation
from
$443
Dinner among the Brunello vineyards is the perfect time to meet up with your soul mate, your friends or make new friends rediscovering the pleasure of being together in contact with nature. Admiring the vineyard at sunset while sipping an excellent Brunello di Montalcino, will make you feel inside a fairy tale: it will be one of the most beautiful memories that you will take back home. * You will enjoy an unconventional and emotional experience. * Know the secrets that lead to the production of the Brunello di Montalcino * Experience an interesting meeting with a family run winery's producer * You will sit among the rows to enjoy an evening of authentic flavors. * You will taste excellent menus composed by local specialties, paired by prestigious Montalcino wines. * Each dinner will be unique, each one has a different atmosphere
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Gourmet Dinner among the Brunello Vineyards in Montalcino
3 hours
4.5
(64 Operators)
from
$408
Price varies by group size
Likely to Sell Out
Step into the heart of Tuscan cuisine and enjoy a fun, hands-on cooking experience in Chianti, where food, wine, and good company come together. Led by a professional chef, this interactive class will guide you through the preparation of two of Italy’s most beloved dishes: pizza and tiramisu. This experience is designed to be relaxed, social, and engaging—perfect for travelers of all skill levels. Whether you’re a beginner or a food lover, you’ll enjoy learning in a welcoming atmosphere while sharing laughs and stories with fellow participants. Once the cooking is done, sit down and enjoy the meal you’ve prepared, accompanied by local wine. It’s the perfect moment to relax, connect, and savor the authentic flavors of Tuscany. More than just a cooking class, this is a true Italian experience—where you cook, eat, drink, and create lasting memories.
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Best of Florence: Pizza & Tiramisu Cooking Class with Wine
3 hours
Free Cancellation
5.0
(2)
from
$134
Guests will be immersed in the countryside of the southern area of Montalcino and will enter the atmosphere of Molino di Sant'Antimo and the tradition of the Vittori family. This experience, which includes a visit to the cellar and a 4-course lunch, will lead our guests to discover the typical dishes of Tuscan cuisine proposed by the Vittori family in the Montalcino company. During the experience the wines of our production will be tasted such as: Gina Rosato or Il Bianco Chardonnay Igt Red of Montalcino Doc Brunello di Montalcino DOCG This selection is designed as an introduction to our winemaking history. Rosso and Brunello are central wines in Molino. Gina is the idea outside the box, an Italian Rosé with a French soul.
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3-Hour Private Food and Wine Experience in Montalcino
3 hours
5.0
(3)
from
$140
Exclusive Gourmet Experience in Montalcino - Wine Tasting with specially developed created Gourmet Bites! For all those who are in the mood for a culinary delight. During a guided wine tasting, you will get served 6 organic wines in 3 flights. Each wine paired with an individual Gourmet Bite. An exciting way to get to know us and our wines.
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Gourmet Wine & Food Tasting
1 hour 30 minutes
Free Cancellation
4.8
(9)
from
$82
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