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40 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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4.9
(132)
Tour and Tasting at an Organic Winery in the Heart of Chianti Classico Area
2 hours
Free Cancellation
from
$48
Ride through the rolling hills of Montalcino on a private e-bike experience for travelers seeking authenticity, exceptional wines, and a deeper connection with Tuscany.Set in the UNESCO-listed Val d’Orcia, the journey unfolds at a relaxed, immersive pace. Premium e-bikes ensure effortless riding, and scenic routes along the Via Francigena offer photo spots, storytelling, and local legends far from crowds. Discover hidden corners and panoramic vineyards on a private, immersive tour for lasting memories.Led by a certified guide, you explore the history, culture, and atmosphere of this region beyond a standard tour.The experience culminates with an exclusive winery visit, followed by a refined Tuscan lunch and curated wine pairing. Savor Brunello and Rosso di Montalcino, both organic certified, in a private, intimate setting. Designed for couples, families, and discerning travelers, this is an elevated, immersive way to discover Montalcino — private, seamless, far from ordinary tours.
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5.0
(5)
MONTALCINO Private E-Bike & Brunello Winery Experience
3 to 5 hours
Free Cancellation
from
$420
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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4.7
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Greve in Chianti Wine Tasting and Winery Tour
1 hour 30 minutes
Free Cancellation
from
$60
My husband and I want to introduce the products of our company through unique experiences in contact with nature immersed in the Tuscan countryside: the search for truffles is a unique experience that you will appreciate in all its forms, followed by the school of homemade pasta and lunch based on truffles with tasting of our wines and extra virgin olive oil.
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5.0
(41)
Truffle Hunting in Chianti, pasta class and lunch
4 hours
Free Cancellation
from
$193
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
from
$83
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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5.0
(5)
Montepulciano Pienza Montalcino Tour from Siena
8 to 9 hours
Free Cancellation
from
$1,190
Per group
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
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
from
$75
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
from
$1,096
Per group
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
from
$143
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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Operator reviews
3 Cellars in Chianti with Visits, Wine Tastings, Lunch&Transfer
8 hours
from
$211
Price varies by group size
We are excited to invite you on the iconic Vespa, a means of transportation that combines comfort and style. Imagine yourself driving through the vineyards and undulating hills of Chianti, enjoying the breathtaking view in which you can glimpse San Gimignano and the entire province of Florence and Siena. Be enchanted by nature painted in the colors of the sunset. And to end the experience on a high note, you will be treated to an excellent dinner, made from fresh, local product in SiChef's wonderful villa.
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Discovering Chianti: Sunset Vespa Tour with Dinner
4 hours
from
$253
Immerse yourself in the Chianti region’s spectacular scenery, discover its historic and picturesque villages, and even visit one of its highlight wineries, all in just half a day: this electric-bike tour makes exploring simple. In the morning, set off with just a small group for company: you’ll see the Castello di Montefioralle, will visit the Abbey of Badia di Passignano, and will enjoy wine tastings and lunch at a local winery.
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5.0
(20)
Discovering Chianti, e-bike tour - daily experience
6 hours
Free Cancellation
from
$337
We are excited to invite you on the iconic Vespa, a means of transportation that combines comfort and style. During the tour, you will admire the Tuscan landscapes and its hills full of vineyards and olive groves, enjoy the most picturesque places, catch a glimpse of San Gimignano and the whole province of Florence and Siena. But it doesn't end there! At the end of the tour, an unforgettable food and wine experience awaits you: a tasting of typical Chianti wines. You will taste the fine wines produced in the area and learn about their characteristics, thanks to the guidance of expert sommeliers. Program Duration: 4 hours - Meeting at our Villa in Spoiano - Vespa tour with route marked on map - Meeting at the Typical Tuscan Winery near our Villa - Return to the Villa and delivery of the vespas FREE CANCELLATION: it will be possible to cancel within 48h from the beginning of the experience
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Vespa Tour with Chianti Winery Tasting
4 hours
from
$223
Montalcino, the city center of the territory and important for one of the most famous wines of Italy: Brunello di Montalcino
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Montalcino Private Guided City Tour
2 hours
Free Cancellation
from
$157
Price varies by group size
Explore the enchanting Chianti region with a private tour that offers personalized wine tastings at family-run wineries and cultural experiences in historic towns. The tour provides a unique opportunity to visit two secluded vineyards, learn about the winemaking process, and enjoy a delicious lunch featuring local cuisine. With a knowledgeable driver, gain insider access to the best sights and hidden gems of Tuscany, ensuring an unforgettable experience tailored to your interests. Perfect for wine enthusiasts and culture lovers alike, this tour promises comfort and authenticity in every aspect. - Private wine tastings at charming family-owned wineries - Enjoy a local lunch at one of the vineyards - Flexible itineraries designed to suit your preferences
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Chianti Journey From Florence to Boutique Wineries
8 hours
Free Cancellation
from
$464
Price varies by group size
Craft a unique terracotta piece in a historic Impruneta kiln, guided by three skilled local artisans. This hands-on workshop allows you to mold your creativity into art while enjoying a homemade cake and tea welcome moment. Afterward, indulge in a saffron-inspired Tuscan lunch paired with biodynamic wine and olive oil tastings at the enchanting Podere La Marronaia. This full-day experience merges craftsmanship with Tuscany's rich culinary heritage, perfect for travelers looking for authentic and meaningful encounters in the heart of the countryside.
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Terracotta Crafting and Saffron Lunch with Tasting in Tuscany
8 hours
Free Cancellation
from
$427
You will start exploring Montalcino with a guided tasting of the famous Brunello di Montalcino. You will be welcomed in a historic wine bar in the very heart of Montalcino's old center to explore one of the most famous wines in the world! Here you will have a free glass of Brunello di Montalcino wine. Additionally, you will have a wine card with a value of €5 per person, so you could extend your tasting experience even further! After, you will proceed with a guided visit to a historic cellar located inside the ancient walls of Montalcino. A unique experience to dive into history and winemaking by learning something new from a family that produces wine for more than 20 generations. Finally, enjoy Montalcino wines with a breathtaking view over the Val d’Orcia. BONUS: Together with the tasting vouchers you will get a detailed 1-day digital itinerary, full of maps, and tips on what to see, taste and buy, so you could enjoy your stress-free holiday experience and fully enjoy Montalcino.
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5.0
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Two Wine Tastings and Visit to a Historic Cellar Inside Old Walls of Montalcino
6 to 8 hours
Free Cancellation
from
$79
Price varies by group size
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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102
Operator reviews
Hiking, picnic and foraging on the way + lunch at farm in chianti
4 hours 30 minutes
Free Cancellation
from
$169
Enjoy an unforgettable day: let us guide you through the rolling hills and vineyards to discover the local flavors and scents Montalcino is a land of great wines, but perhaps not everyone knows that it also hosts many other excellences. It is a territory with a vast production of extra virgin olive oil, honey, flour and ancient grains, white, black and marzuolo truffles, excellent cold cuts and cheeses and not least the expensive saffron, the oldest product of Montalcino
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Discover Montalcino through its best productions: Brunello & Saffron!!
3 hours 30 minutes
from
$277
Price varies by group size
Pedal through the Tuscan countryside during this half-day e-bike tour through Brunello. Bike along unpaved roads with ease on your electric bike towards local Tuscan vineyards. Enjoy a wine tasting at the Abbey of Sant’Antimo and learn about the ancient winemaking process. Sample three glasses of wines, including the Brunello di Montalcino, before heading to the medieval town of Montalcino to explore.
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Brunello E-Bike Tour
5 to 6 hours
Free Cancellation
from
$301
Price varies by group size
Welcome to a unique experience in the heart of beautiful Tuscany! Our Chianti tour invites you to discover the essence of this legendary wine region, all with the luxury and comfort of our exclusive chauffeur service included. From the moment we pick you up at your accommodation, you will immerse yourself in a dream journey through the most impressive landscapes in Italy. Our expert drivers, knowledgeable about the area, will guide you through the winding roads between hills, dotted with vineyards, olive groves and cypress trees, giving you panoramic views that will leave you breathless. During the tour, you will have the opportunity to see family-owned vineyards, where you will be greeted with warm Tuscan hospitality and have the opportunity to taste some of the most exquisite wines in the region. From the iconic Chianti Classico to other local varietals, each sip will transport you to centuries of wine tradition.
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Full Day Tour in Chianti with Transportation Included
8 hours
Free Cancellation
from
$722
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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Operator reviews
Luxury Brunello Tour
8 hours
Free Cancellation
from
$721
Price varies by group size
Enjoy an unforgettable day: let yourself be guided through the rolling hills and vineyards while admiring the beautiful Tuscan landscapes! Our tour will combine the perfect Brunello di Montalcino wine with our typical Tuscan cooking. Thanks to this tour you will be able to appreciate wines and food and to learn more about our history and traditions: in two words, our Tuscan life style!
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5.0
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Gourmet Wine Tour
5 hours
from
$337
Price varies by group size
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