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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
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
$204
Price varies by group size
Enjoy a hands-on experience as you harvest olives with a traditional Italian family at their olive grove. Help hand-pick olives and collect them in large nets before transporting them to the nearby mill to be processed. Once the harvest is finished, enjoy the fruits of your labor with fresh olive oil to accompany your lunch as you learn about the traditions and customs of the Tuscany region.
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Olive harvest in Tuscany
5 hours
Free Cancellation
5.0
(138 Operators)
from
$455
Price varies by group size
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
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
Enjoy an exclusive one-hour wine tasting experience, complemented by warm homemade bread and exquisite Tuscan olive oil. Stroll through the vineyard before indulging in a guided tasting of three exceptional local wines. Discover the traditional methods and techniques used in producing high-quality wines. During the tasting, you’ll savor three outstanding selections, 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 unforgettable moments and feel free to share your experience on social media!
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Wine Tasting of Brunello in a Historic Cellar
1 hour 25 minutes
Free Cancellation
5.0
(7 Operators)
from
$34
Embark upon a journey into the heart of Tuscany, nestled amidst the rolling hills of the Chianti region, renowned for its storied vineyards and centuries-old wineries. Begin your day with a visit to an ancient Etruscan cellar. Here you'll discover the secrets of Italian vinification, from grape selection to maturation, that contribute to the distinctive character of each vintage. After exploring the historic cellar, indulge in a sumptuous four-course lunch, meticulously prepared to reflect the rich culinary heritage of this enchanting region. Each course is thoughtfully paired with one of six prestigious wines produced on-site. The wines, ranging from robust reds to vibrant whites, allow you to explore the breadth and depth of the winery's craftsmanship. With every sip, uncover the nuanced taste profiles influenced by the fertile soils, unique microclimate, and expert cultivation of the vineyard's Terroir.
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Etruscan Winery, Lunch & Wine Tasting in Chianti
2 hours 30 minutes
Free Cancellation
from
$221
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
$38
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
(81)
from
$535
Price varies by group size
Our experienced sommelier will guide you through a tasting of four fine wines, including a white wine and three different red wines, each with its own unique characteristics and nuances. The red wines will surprise you with their colours from ruby red to deep dark red; you will learn to recognise the flavours, from the softest to the most tannic; you will discover the many aromas hidden in a wine, belonging to the families of spices, fruits, woods and many others such as leather and tobacco. White wine will refresh you and offer delicate and complex notes, also all to be discovered and analysed. The expert sommelier who will guide you through the tasting will not only introduce you to the wines, but also talk to you about the best pairings to make with food, local and otherwise. Once the tasting is over, it will be time for dinner, based on fresh, local and typical products, to be enjoyed in the beautiful SiChef Villa, framed by the Tuscan hills.
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Chianti - Wine Tasting and Dinner
2 hours
Free Cancellation
5.0
(21 Operators)
from
$87
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
$152
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
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
A unique way to discover the colours, the landscapes, to taste the flavours of this land, come and meet the producers, enojoy the wines, and immerse yourself in Val d’Orcia! 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 learn more about our history and traditions: in two words, our Tuscan life style! 10.00am Departure from Montalcino – Via Circonvallazione, 3 10.10am Arrive at MARTOCCIA . 11.45am Will reach PIOMBAIA – Biodynamic estate 1.00pm lunch in the historical villa, (4 coursed menù) After lunch, guided visit of the cellar 3.45pm We'll reach SAN CARLO estate. 3.15pm We move towards the historical cellar of CONTI COSTANTI, one of the oldest of Montalcino’s area. 7.00pm We’ll return to Montalcino – via Circonvallazione, 3
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Montalcino wine tour
9 hours
4.2
(6)
from
$431
Price varies by group size
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