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65 results
An approach to tasting our wines with a focus on food-wine pairing. Suggestions and experiences in a glass, to become a real taster.
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"Gourmet" Wine Tasting at Cesani's
1 hour 45 minutes
Free Cancellation
5.0
(4)
from
$70
Special Offer
Discover the authentic beauty of Tuscany on an unforgettable scooter adventure through the famous Chianti hills. Ride along scenic roads surrounded by vineyards, olive groves, cypress trees, and medieval villages while experiencing the true essence of Tuscany. After a safety briefing and driving test, follow your local guide through panoramic routes and hidden corners of the countryside, stopping at breathtaking viewpoints and learning about Chianti wine culture and local traditions. Visit local wineries to enjoy tastings of Chianti wines, extra virgin olive oil, and balsamic vinegar. Savor a traditional Tuscan lunch in a charming vineyard setting, featuring bruschetta, cold cuts, cheeses, handmade pasta, and regional wines. Continue your scenic ride through the rolling Tuscan hills before returning to the starting point. Perfect for travelers seeking a unique blend of adventure, wine, food, and spectacular scenery.
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Chianti Scenic Drive with Wine Tastings & Tuscan Lunch
7 hours
4.5
(7,014 Operators)
from
$156
$145
Likely to Sell Out
The tasting of the five wines and their combinations will be presented and served in our equipped and comfortable tasting room, where all our guests, even if spaced and safely, can enjoy a convivial and unique experience! For all those who have particular diets or intolerances, upon notice at the time of booking in the "notes" field, we are able to meet most dietary needs. The price of the tasting includes everything: tasting, water and food pairings. The structure of the Rocca di Montestaffoli does not provide bar service (coffee, tea, soft drinks, spirits, packaged foods, etc.) It is also possible to participate in the tasting with children, for them our staff will prepare a selection of gastronomic excellences at a cost of € 8 per child.Remember that by law it is forbidden to administer alcohol to minors.
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Superior Wine Tasting in San Gimignano
1 hour 15 minutes
Free Cancellation
4.8
(25)
from
$56
Tuscany is Italy’s gastronomic heart and this full-day tour from San Gimignano is the ideal introduction for traveling foodies. Sample regional wines and Tuscan specialties at a Montalcino winery; enjoy a self-guided tour of Montalcino fortress; taste regional delicacies such as Pecorino cheese in Pienza; and discover the famous Nobile di Montepulciano wine at a Montepulciano winery.
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Chianti & Montalcino Wine Tour from San Gimignano
8 hours
Free Cancellation
4.3
(6)
from
$162
For a taste of Tuscany, book this private vineyard tour that takes you behind the scenes to learn about wine production. You’ll have a private guided tour, where you can ask questions, sample wines, and learn about the vineyard and farm’s history. Then you’ll sit down to a private tasting, paired with local cheese, cold cuts, and bruschetta.
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Private Tuscan Lunch with Wine & Evo oil tasting in the Vineyard
1 hour 30 minutes
Free Cancellation
4.7
(16)
from
$110
San Gimignano, with its rural, hillside atmosphere, is a great place to sample Tuscan food and wine. This tour pairs Tuscan wine tasting with an elaborate Truffle-based meal at a family-run olive farm and vineyard. The meal is led by one of the farmers, who explains the characteristics of the wines and their organic production. The farm is within walking distance from the center of San Gimignano, so you can walk right over.
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Private wine, Extra Virgin Olive Oils & Cheese Tasting
45 minutes
Free Cancellation
4.1
(12)
from
$64
Indulge in a private truffle-based lunch in an authentic Tuscan setting at a family-run biodynamic farm near San Gimignano. Begin with an introduction to the farm’s sustainable agricultural methods, learning about biodynamic winemaking and olive oil production. Then, savor a carefully curated meal featuring truffle-infused dishes, paired with organic wines and extra virgin olive oils produced on-site.
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Private Wine & Evo oil tasting with Truffle Meal
1 hour 30 minutes to 2 hours
Free Cancellation
4.2
(5)
from
$98
This experience uniquely combines the ancient art of falconry with Tuscany’s rich culinary traditions, all in the stunning setting of Podere La Marronaia. What makes this experience special? - Interactive falconry session: Watch hawks, falcons, and owls in flight and even hold a bird of prey. - Expert-guided insights: Learn about the history and techniques of falconry from skilled falconers. - Authentic Tuscan Merenda Break: Enjoy a tasting of organic wines, extra virgin olive oils, and balsamic vinegars paired with bruschetta, cheeses, and cured meats. - Breathtaking countryside setting: Admire panoramic views of the Tuscan hills and San Gimignano’s medieval towers. A perfect blend of nature, history, and gastronomy, offering an unforgettable Tuscan experience.
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Wine and Falconry activities in San Gimignano
2 hours
Free Cancellation
5.0
(968 Operators)
from
$232
Experience the beauty of Tuscany aboard a vintage Fiat 500 as you explore the scenic Chianti countryside. Travel through rolling hills, vineyards, olive groves, and charming medieval villages in a convoy of classic Fiat 500s driven by professional drivers. Along the way, stop at panoramic viewpoints and visit local wineries for guided tastings of Chianti wines, extra virgin olive oil, and balsamic vinegar. Enjoy a traditional Tuscan lunch at a winery, featuring local specialties and regional wines. Throughout the day, your tour leader will share stories and insights into Tuscan culture, making this a unique, authentic, and unforgettable Tuscan experience.
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Fiat 500 Tour in Chianti with Private Driver,Lunch & Wine Tasting
7 hours
Free Cancellation
4.5
(7,010 Operators)
from
$174
Delve into authentic Tuscan cuisine while in San Gimignano with this exclusive pasta-making lesson in a private home. Meet your host and head straight to the kitchen to get to work preparing three different classic pasta dishes from scratch. Perfect your technique so you can turn out fresh pasta like a pro and pair each with the perfect sauce. Cap off your hands-on experience by sampling each of the recipes you’ve prepared paired with local wines.
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Tuscan Pasta & Wine Experience in San Gimignano: Cook & Taste
3 hours
Free Cancellation
4.2
(6)
from
$219
Indulge in a luxurious 90-minute epicurean adventure with this wine and evo oil tasting coupled with an exquisite truffle meal. Try various delectable dishes, perfectly complemented by a selection of fine wines. Begin your culinary journey with truffle appetizers and end it on a high note with the signature smoked beef and rucola salad. Top it all off with a decadent dessert of the day.
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Private Wine & Evo oil tasting with Truffle Meal
1 hour 30 minutes
Free Cancellation
4.6
(9)
from
$110
✅ Exclusive Wine, Olive Oil & Balsamic Vinegar Tasting – Savor our organic wines and premium olive oils, straight from our estate. ✅ Farm-to-Table Vegetarian Cuisine – Enjoy a homemade meal featuring fresh, seasonal, and locally sourced ingredients. ✅ Authentic Tuscan Atmosphere – Dine in a rustic farmhouse with stunning views of vineyards, olive groves, and medieval towers. ✅ Biodynamic Farming Experience – Learn about our sustainable agricultural practices and how they shape our products. ✅ Private & Personalized – A family-led experience with a warm, welcoming touch. ✅ Convenient Location – Just minutes from San Gimignano’s historic center, offering a peaceful countryside escape.
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Private Wine & Evo oil Tasting with Vegetarian Meal
1 hour 30 minutes
Free Cancellation
5.0
(1)
from
$87
This tour is not a simple wine tasting, but you will have the opportunity to be accompanied by the producer in the vineyards and in the cellar, to get to know the viticulture and winemaking techniques
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San Gimignano: Vineyard and Cellar Tour with Wine Tasting
1 hour 30 minutes
Free Cancellation
5.0
(3)
from
$52
Sip, swirl, and savour six delicious wines on a small-group tasting tour in San Gimignano. Learn how grapes become wine from a local expert as you enjoy paired bites and ask questions. Share tasting notes with your group and pick up insights you might otherwise miss. This one-hour tour is perfect for fitting into a busy day exploring the surrounding area of the beautiful region.
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Food and Wine Lesson and Wine Tasting in San Gimignano
2 hours
Free Cancellation
4.9
(15)
from
$75
If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia vineyard, it provides a deep connection to the land, traditions, and flavors of Tuscany. You’ll start with an insightful introduction to our biodynamic winemaking and olive oil production, learning the passion behind every bottle. Then, enjoy a private wine and extra virgin olive oil tasting, paired with a delicious Tuscan lunch or dinner, all while admiring the stunning views of San Gimignano’s famous towers. What makes this experience special? - A private setting in one of San Gimignano’s oldest Vernaccia vineyards - A guided tasting of organic wines and extra virgin olive oils - A farm-to-table Tuscan meal prepared with fresh, seasonal ingredients - A cozy yet elegant atmosphere, perfect for relaxation - An unforgettable journey into the heart of Tuscan flavors and traditions.
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Private wine & EVO Oil Tasting with Tuscan Meal
1 hour 30 minutes
Free Cancellation
4.2
(9)
from
$79
A few steps from San Gimignano do not miss a special food and wine experience: a tasting of the best Chianti wines with lunch included and grappa tasting!
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San Gimignano: Chianti wine tasting and lunch
2 hours
Free Cancellation
5.0
(2)
from
$81
Escape to the heart of Tuscany for an exclusive private cooking and wine experience. Travel in comfort with air-conditioned transfers, allowing you to relax and enjoy the scenic countryside on your way to Torre Chigi, a historic landmark that embodies the beauty and heritage of Tuscany. Under the guidance of a local chef, learn to make fresh pasta from scratch, using traditional techniques passed down through generations. Afterward, enjoy a guided wine tasting featuring Tuscany’s renowned varietals, paired perfectly with regional flavors. Your day culminates with a picnic among the vineyards, where you’ll savor your homemade pasta alongside fine wines, surrounded by panoramic Tuscan landscapes. This private experience is perfect for couples, families, or groups seeking an authentic and intimate taste of Tuscany’s culinary and cultural treasures.
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Private Tuscany Cooking Class & Wine Tasting with Vineyard Picnic
4 hours
Free Cancellation
5.0
(53 Operators)
from
$1,158
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