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36 results
Best Seller
Esplora il mondo del vino toscano in una tenuta vinicola sulle colline fuori Arezzo con un tour privato. Visita i vigneti e le sale per le botti di Villa Fabbriche per conoscere la storia e la produzione dei loro vini rossi e bianchi. Poi rilassati e degusta un pranzo a base di affettati locali, formaggi, bruschette, olio d'oliva, verdure di stagione e altre specialità abbinate a una selezione di vini della tenuta.
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Cellar Tour & Wine Tasting
3 hours
Free Cancellation
5.0
(43)
from
$59
Likely to Sell Out
Spend a full day visiting the family-run wineries and olive oil producers that surround Cortona—hidden gems that are tricky to find without a local connection. A guide drives you and your group between estates where you taste wines and extra-virgin olive oil, tour vineyards and aging rooms, and speak directly with the people who make them.
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Wine and olive oil tastings with the locals
8 hours
Free Cancellation
5.0
(66)
from
$248
You will visit a dairy in the countryside of Pienza, discover the traditional techniques of Pecorino production and follow the main stages of milk processing. The experience ends with a tasting of different types of Pecorino di Pienza, at different ages, to appreciate its aromas and characteristics.
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Pecorino di Pienza cheese tour
2 hours
Free Cancellation
4.3
(20)
from
$77
A unique experience in a Tuscan company nestled among the vineyards of Chianti Colli Aretini. The company is located near a splendid Renaissance Villa from 1558, whose history is told. A unique experience for wine lovers and people who love art and history
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Tour of the vineyards and tasting of Evo wines and oil in Tuscany
1 hour 30 minutes
Free Cancellation
4.9
(98)
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$45
See Tuscany’s loveliest scenery, and discover the history of one of Italy’s most revered wines, on this private, half-day tour. Following pickup from your area hotel, head off the tourist trail to a local, family-owned winery. Taste Brunello di Montalcino—a 100% Sangiovese wine that’s one of Italy’s best—as well as other wines and nibbles. You’ll also tour the idyllic Val d’Orcia, from ancient hill towns to historic monasteries.
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Brunello Wine Tour and Val D'Orcia Landscape
4 hours
Free Cancellation
5.0
(96)
from
$260
Head to an authentic family-run vineyard and winery near the walled town of Castiglion Fiorentino to discover Tuscan wine-making traditions on this private tour. Explore the vineyard (weather permitting), the cellars, and the Vin Santo production area as you hear about the techniques the family has used for generations. Wrap up with a tasting of cheese, salami, extra virgin olive oil, and six different wines.
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Wine & Oil Tasting Experience
1 to 3 hours
Free Cancellation
4.8
(23)
from
$41
Price varies by group size
Embark on a private, guided journey through the picturesque vineyards and historic cellars of Montepulciano, the home of the celebrated Vino Nobile di Montepulciano. This exclusive tour offers an immersive experience that captures the essence of Tuscan winemaking tradition. What to Expect Guided Visits to three renowned Wine Estates: Explore estates with centuries of winemaking expertise. Learn about the intricate process of crafting Vino Nobile di Montepulciano from passionate experts. Exclusive Wine Tastings: Savor a curated selection of exquisite wines at each estate. Lunch at the Second Estate: Indulge in a traditional Tuscan meal paired with exceptional wines. This intimate experience blends Tuscan culture, history, and gastronomy into a memorable day amidst the stunning countryside of Montepulciano. Whether you're a wine enthusiast or simply looking to enjoy a luxurious day in Tuscany, this tour is the perfect choice.
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Montepulciano Vineyards Wine Tour with 3 Estates Visit
7 to 8 hours
5.0
(22)
from
$413
Price varies by group size
Enjoy a wine tasting experience in an ancient villa located in Valdichiana in the heart of Tuscany. Wander the vineyard and admire the amazing Tuscan landscape. Learn about the history of the location and get an explanation about the methods and techniques of wine production. During the experience, taste three Tuscan wines as a professional sommelier explains the particularities of the wines.
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Arezzo: Wine Tasting Experience in Valdichiana area
2 hours
Free Cancellation
4.9
(10)
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$47
You will visit with us our winery and vineyard to discover our philosophy and passion. A unique experience in which you can then taste 4 wines from Villa La Ripa, paired with excellent products from the Tuscan tradition in a light three-course lunch. You can also enjoy a wonderful view from the tasting room overlooking the winery and the vineyards of the company.
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Lunch Time Tasting & Winery Tour
2 hours
Free Cancellation
4.6
(8)
from
$71
Likely to Sell Out
Tuscany produces one of Italy’s flagship wines: Brunello di Montalcino. Exploring the countryside where these wines are produced, however, means navigating confusing rural roads and searching for remote wineries. With this wine tour, leave the hassle of driving to the experts and instead enjoy a stress-free day of wine tasting and sightseeing. Visit two winereis and a cellar.
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Brunello and Montepulciano Wine Tour from Cortona
6 to 8 hours
Free Cancellation
4.6
(24)
from
$589
Price varies by group size
Likely to Sell Out
Explore the exquisite wines of Tuscany with the Brunello di Montalcino Wine Tour from Cortona. This half-day adventure takes you to the renowned Wine Resort Colsereno, where you’ll enjoy wine tastings and a delicious lunch featuring local flavors. Relax on a comfortable ride in an air-conditioned vehicle while learning about the rich history and craftsmanship of Brunello wines from expert guides. Perfect for wine lovers, this small-group tour ensures a personalized experience and can accommodate dietary preferences.
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From Cortona Brunello di Montalcino Wine Tour with Lunch
4 hours
Free Cancellation
5.0
(1)
from
$216
In Tuscany, luxury isn't found in complexity—it’s found in the purity of the raw product. This custom-tailored day is designed for those who appreciate the finer details. We start at the market, where the "luxury" is the freshness of a morning-picked artichoke or the liquid gold of a single-estate olive oil. In the intimacy of sunlit studio, you’ll learn the "Chef’s Secrets" to elevating simple ingredients into fine-dining masterpieces. Whether you’re folding silk-thin pasta or slow-braising meats according to recipes passed down through generations, you are participating in a living history. The experience concludes with a curated lunch where every bite is explained through its historical roots and perfectly matched with the prestigious wines of the Tuscan hills.
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Tuscan Cooking Class with Market Tour in Lucignano
4 hours 30 minutes
Free Cancellation
5.0
(1 Operators)
from
$236
Likely to Sell Out
Kick off your day with a comfortable ride through the stunning Tuscan countryside. First, we’ll arrive in Siena, one of Tuscany’s most beautiful towns. Explore Piazza del Campo, famous for the Palio di Siena horse race, admire the breathtaking Duomo (Cathedral), and wander through the charming, narrow streets of the historic center. Wine Tasting & Light Lunch Next, we’ll head to a renowned winery for a light lunch paired with an amazing wine tasting experience. A sommelier will guide you through five exceptional wines, plus an olive oil tasting. After lunch, we’ll continue our journey with a spectacular drive through the rolling Vernaccia di San Gimignano vineyards, home to Tuscany’s most famous white wine. Stop in San Gimignano you’ll have free time to explore this medieval gem, known for its 14 towers dating back to the 13th century. The town’s atmosphere will transport you back to the Middle Ages! And of course, you can’t miss the world’s best gelato at Gelateria Dondoli.
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Private Tour Siena San Gimignano and Chianti from Cortona
8 to 9 hours
Free Cancellation
5.0
(4)
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$484
Price varies by group size
Brunello di Montalcino is one of Italy's most prestigious wines, but navigating to the rural wineries outside of Montalcino on your own can be stressful. On this private wine tour, let your driver take the wheel and focus on vineyard views as you make your way to the top wine estates and cellars for exclusive tasting experiences. Explore stunning vineyards, learn about traditional winemaking techniques, and savor the rich flavors of Tuscany with guided tastings and a traditional lunch.
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Private Tour: Montalcino Wine Tasting Experience
8 hours
Free Cancellation
5.0
(64)
from
$413
Price varies by group size
We offer an excellent tasting of typical products of the area that, usually, one would expect to find in the boundless countryside, the peculiarity of the experience we offer is the location in the historic center, in Piazza Grande, in the main square of Arezzo. The proposed activity can be implemented in two ways, with the basic tasting (€25), or with the tasting upgrade, which includes our truffle-based products and more! (€40): -1 GLASS OF CHIANTI COLLI ARETINI DOCG WINE -1 GLASS OF IGT ROSÉ WINE -1 GLASS OF CHIANTI RISERVA DOCG WINE -BRUSCHETTA WITH BORGUNTO EVO OIL -VEGETARIAN BRUSCHETTA WITH TRUFFLE MAYONNAISE -TRUFFLE BUTTER BRUSCHETTA -TRUFFLE POPCORN -TOMATO JELLY -RIBOLLATO -TRUFFLE CHEESE AND HONEY -PEACHES IN SYRUP
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Chianti tasting Arezzo city center Wine & Oil
1 hour 30 minutes
Free Cancellation
4.3
(7)
from
$30
In the cellar, in Mugliano, we offer the opportunity to taste our organic products combined with cutting boards made with local products in the different locations present, from the "Garden" to the "Barricaia", to the "Wine Rooms". The wine cellar and the garden atmosphere will guarantee the wine enthusiast a special experience.
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Private Tasting of Organic Wines in the Cellar in Mugliano
2 hours
Free Cancellation
4.7
(11)
from
$35
This Cortona cooking experience is perfect for food lovers, curious travelers, and anyone looking to connect with authentic Italian food and culture. Join a local in her charming Tuscan farmhouse for a 1.5-hour hands-on cooking class featuring traditional Italian recipes. Begin your experience with a welcome aperitif and a scenic stroll around her beautiful countryside home. Learn to make classic dishes like handmade pasta or pizza, and beloved desserts such as tiramisu or cantucci. Learn family recipes and expert tips passed down through generations of Italian cooks. An immersive culinary journey through Tuscany, filled with local ingredients, heartfelt tradition, and authentic flavors.
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Cortona Cooking Class: Make Fresh Pasta or Pizza with Giada
2 hours
Free Cancellation
5.0
(2)
from
$179
Price varies by group size
Our cellar has a century of history, it is located in the urban fabric a short distance from the center of Arezzo, reachable by car in a few minutes and connected by public transport. All our products are organic. We reconcile tradition and modernity in a circular economy context.
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Private tasting of organic wines in the cellar in Arezzo
1 hour 30 minutes
Free Cancellation
5.0
(13)
from
$38
Price varies by group size
Discover the rich flavors of Tuscany on this immersive food and wine tour. Begin your day at a family farm in Pienza, renowned for its pecorino cheese, where you'll explore the grounds and enjoy a cheese tasting featuring six varieties, along with homemade accompaniments. Next, savor a delightful three-course lunch paired with Brunello wine in Montalcino, and take a guided tour of the vineyard and aging room. Conclude your adventure in Pienza, heritage UNESCO with a breathtaking view from the town - Explore a family farm in Pienza, the heart of pecorino cheese - Enjoy a tasting of six cheeses with local products and wines - Indulge in a three-course lunch paired with Brunello in Montalcino - Visit the medieval underground city of Montepulciano with a wine tasting
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Pecorino Cheese and Brunello Tasting Tour in Tuscany
9 hours
Free Cancellation
5.0
(1)
from
$390
I’m a Tuscan born based in Val d’Orcia. I love simple, authentic, tasty food. I’ve been cooking for more than 20 years and I’ve managed one of the more populat restaurant of the area till 2022. Now I’ve decided to provide professional and confidential service in total Home comfort. You will have the opportunity to observe every step of the cooking preparations, to ask questions about the ingredients and the territory. I will take care of everything. I will shop from trusted local producers and I’ll also be delighted to suggest the best wine pairings, which can be purchased from wineries around Montepulciano and Montalcino. I will be happy to share my experience with you and give you advice and information about this area of Tuscany and about the activities and places to visit during your holiday.
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Personal Chef - Cooking class at your villa
3 hours 30 minutes
Free Cancellation
5.0
(31)
from
$177
Truffle hunting in the woods of a Renaissance villa is a fascinating experience that combines tradition and nature. Immersed in the green hills, expert seekers accompanied by their dogs follow the smell of fine truffles, rediscovering an ancient art. After the harvest, we move on to the tasting of fine wines produced in the cellars of the villa, where every sip tells the story of the territory. Alcohol will not be served to anyone under 18. The activity is low level of physical difficulty but because it is carried out in the woods it is not accessible in wheelchairs or with strollers.
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Truffle Hunt at Villa La Ripa with Tasting and Lunch
4 hours
from
$183
This isn’t your average wine tour—it’s a relaxed, hyper-local adventure around one of Umbria’s hidden gems: Lake Trasimeno. What sets us apart is the mix of boutique wineries, charming lakeside villages, and those off-the-beaten-path moments that feel so authentically Italian. And the best part? You’ll be hosted by Monia—your local culture ambassador, storyteller, and all-around Umbria insider. She’ll connect you with the land, the people, and the wine in a way that’s personal, meaningful, and seriously fun. No big buses, no boring scripts—just real connections, great wine, and unforgettable views.
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Umbria like a local: Private Wine Tasting & Dining Experience
9 hours
Free Cancellation
5.0
(7)
from
$766
Immerse yourself in Tuscany’s culinary heritage with a hands-on pasta-making class. Create colorful tagliatelle and ravioli from scratch, enjoy a three-course meal with bruschetta, Chianti wine, and seasonal dessert. Take home recipes and an apron as mementos.
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Colorful Pasta Tagliatelle and Ravioli Cooking Class near Arezzo
2 hours 30 minutes
Free Cancellation
4.7
(25)
from
$117
Tuscany is famed for its scenery and gastronomy, but navigating this rustic region isn’t easy—especially for first-time visitors. Enjoy a deluxe introduction to the rolling Tuscan landscape during this full-day tour of Cortona and Montepulciano. A heart Tuscan lunch is included, plus a guided tour of a historic wine cellar and five exclusive wine tastings.
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Private Art & Wine Tour in Cortona & Montepulciano, with lunch & 2 wine tastings
8 hours
Free Cancellation
5.0
(40 Operators)
from
$307
Price varies by group size
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