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Step into the Middle Ages on this 2-hour private tour of San Gimignano, one of Italy’s most stunning medieval villages. Stroll through historic squares, admire ancient towers, and choose to visit the majestic Cathedral at Piazza delle Erbe or climb the Big Tower for breathtaking views. Discover local traditions, art, and flavors, including award-winning gelato and DOCG Vernaccia wine.
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Private Tour in San Gimignano
2 hours
Free Cancellation
4.9
(63)
5% savings
from
$160
$152
Price varies by group size
Member Pricing
Get ready for a truffle-tasting adventure with this 3-hour lunch and hunting experience in San Gimignano. Your certified guides will take you to the prime truffle grounds and teach you everything you need to know about these esteemed delicacies. With your four-legged friends leading the way, you can experience the thrill of hunting for truffles in the midst of nature. Return to Podere La Marronaia for a mouth-watering truffle lunch, perfectly paired with organic wines and olive oils.
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Truffle Lunch & Hunting Experience in San Gimignano
3 hours
Free Cancellation
4.9
(46)
5% savings
from
$223
$212
Member Pricing
We serves as a convenient mobile companion for exploring the ancient town of San Gimignano. This tour is specifically designed to help you discover the town in a short span of time (1 hour). Simply follow the route on the app's map, which takes you from the town gate of San Giovanni to the ruins of the Rocca fortress. You're guaranteed to see: The town walls of San Gimignano, Renowned medieval skyscrapers, Palazzo Comunale, Duomo of San Gimignano and other. The itinerary comprises 14 points, each accompanied by illustrations and audio commentary penned by a professional historian in an accessible, non-academic style. The audio guide is best enjoyed through your headphones, allowing you to immerse yourself in fascinating stories and legends at your own pace, without the need to keep up with a tour group. Once the tour is downloaded, the app functions offline. If you only have a few hours to visit San Gimignano, make the most of it with the audio guide.
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San Gimignano Walking Tour with Audioguide on Your Smartphone
1 hour
Free Cancellation
4.5
(10)
5% savings
from
$11
$11
Member Pricing
Discover the secrets of truffle hunting among the enchanting hills of San Gimignano, one of the most fascinating gems of Tuscany. This exclusive experience will allow you to immerse yourself in the typical Tuscan landscape, accompanied by me, an expert truffle hunter for 3 generations, and my faithful dogs. During the excursion, you will learn the ancient truffle hunting techniques passed down by my family, and you will learn more about this rare and precious ingredient, typical of Tuscan cuisine. You will walk with me and my dogs in the woods, and this is the most fascinating part of the route, where you can see my dogs in action! While we will only perceive the scent of the woods, my dogs will be able to sniff the hidden aroma of truffles, and give us this precious ingredient that you will be able to savor in the most authentic way. At the end of the Tour you will receive very fresh truffles, including those just found, and instructions on how to preserve and cook them.
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Truffle Hunting in San Gimignano
2 hours
Free Cancellation
4.9
(20)
5% savings
from
$114
$109
Member Pricing
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)
5% savings
from
$51
$49
Member Pricing
San Gimignano is surrounded by quiet countryside dotted with small wine estates. Visit one of these traditional farms and connect with local hosts on this tour and wine tasting experience. Take in the organic farm's garden, orchard, vineyard, olive grove, "vinsantaia" aging room, and cellar. Then enjoy a tasting of eight organic wines of your choice paired with the farm's own olive oil plus local cheeses and cold cuts and other culinary combinations.
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Wine and food tasting in an organic family winery
2 hours 45 minutes
Free Cancellation
5.0
(192)
5% savings
from
$92
$87
Member Pricing
In medieval San Gimignano, saffron was worth more than gold. And the town paid its entire debt in tiny red threads picked at dawn. Also, this town of a few thousand people once had a skyline that bristled with seventy-two stone towers built not for defense but for bragging rights. This self-guided audio tour on the Tourific app covers seventeen stops across the walled old town, taking you along the pilgrim road where the wealth was traded. On the way, you’ll hear how rival families turned the town into an arms race in stone, and meet Fina, whose quiet suffering gave the town its gentlest legend. No group, no fixed start time. The tour runs on your phone with offline maps and audio. Pause for wine tasting at the hilltop fortress, duck into a frescoed church, and resume whenever you're ready. Over 25,000 travelers have used our self-guided tours. Every booking comes with a full refund guarantee. For travelers who want depth from a San Gimignano walking tour, not a checkbox visit.
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San Gimignano Self Guided Tour of Stone Towers and Saffron
2 to 3 hours
Free Cancellation
5% savings
from
$8
$8
Special Offer
Explore San Gimignano, often called the medieval Manhattan of Tuscany, on a self-guided walking tour. Follow a short route of about 0.9 km through 8 stops, from Porta San Giovanni past Piazza della Cisterna, the Salvucci towers, Torre Grossa and the Collegiata, to the church of Sant'Agostino. Your audio guide tells the stories behind each stop, and a quiz at each one keeps things playful. Walk at your own pace and start whenever suits you, with everything on your smartphone. No app to download and no physical guide needed. Allow about 90 minutes.
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San Gimignano Self Guided Walking Tour with Audio and Quiz
1 hour 30 minutes
to
2 hours
Free Cancellation
from
$8
$6
Member Pricing
Take a deep dive into Tuscany’s traditional cuisine with this farmhouse cooking class. Connect with a local host and learn how to prepare a number of classic Tuscan dishes in her family kitchen, based on recipes passed down through the generations. Roll up your sleeves and make a selection of starters, first and second courses, and dessert, then sit down to a celebratory meal featuring the fruit of your labors.
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Tuscan Cooking Class
3 hours
Free Cancellation
5.0
(666)
5% savings
from
$149
$141
Member Pricing
Visit two renowned wineries—and enjoy two separate tastings—during this full-day, small-group wine lovers’ tour of Tuscany’s Chianti region. Head to scenic, medieval-era Castellina In Chianti to enjoy Chiani wines paired with traditional cured meats. Then, head to Fattoria Lornano for a chance to sample even more local vintages along with extra virgin olive oil.
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Castles & Chianti Wine Experience– Small Group from San Gimignano
7 hours
Free Cancellation
4.0
(23)
5% savings
from
$97
$92
Member Pricing
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)
5% savings
from
$63
$60
Member Pricing
Escape to a charming family-run farm near San Gimignano and immerse yourself in the authentic flavors of Tuscany. Surrounded by vineyards, olive groves, and stunning countryside views, this experience offers the perfect blend of relaxation, tradition, and sustainability. Begin with an introduction to biodynamic farming, learning about the passion and eco-friendly practices behind our organic wines and extra virgin olive oils. Then, settle into a rustic Tuscan house overlooking rolling hills and enjoy a guided tasting of our handcrafted wines and olive oils.
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Private Wine and Extra Virgin Olive Oil Tasting
45 minutes
Free Cancellation
4.8
(23)
5% savings
from
$48
$46
Member Pricing
Combine your San Gimignano sightseeing with a taste of the local terroir on this organic winery visit. Go behind-the-scenes at the family-run farm and vineyard, tour the facilities, and then indulge in a generous wine tasting. You’ll also sample locally made olive oils and balsamic vinegars, and enjoy a classic Tuscan feast of bruschetta, pasta, and more.
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Private Wine & Oil Tasting with Lunch
1 hour 30 minutes
Free Cancellation
4.6
(119)
5% savings
from
$78
$74
Member Pricing
Learn how to prepare classic Italian dishes in this private Chianti cooking class. Enjoy an intensive cooking session with an English-speaking chef, where you’ll learn how to prepare a pasta dish, sauce, and dessert. Enjoy the fruits of your labor and then participate in a wine tasting of Prosecco and Chianti. End the tour with a visit to 2,500-year-old underground Etruscan granaries.
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Our Chefs' cooking experience refines your cooking skills.
4 hours
Free Cancellation
5.0
(26)
5% savings
from
$172
$163
Special Offer
Our San Gimignano Food Tour is a walking tour in small groups around the old town. The tourist is guided by a Local Expert able to explain every detail of the selected restaurants, their preparations, and the relevant history/curiosities. Our tours are a mix of high-quality gastronomy as a way of showing San Gimignano culture and lifestyle and a walking experience together with a local friend. Have a full meal in at least 4 stops: you will get the chance to try some of the most iconic San Gimignano dishes, such as wild boar cured meats, local pici with tomato sauce and pecorino, schiacciata with cured meats, and of course, Vernaccia wine!
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San Gimignano Food Tour -Full Tuscan meal by Do Eat Better
3 hours
Free Cancellation
5.0
(15)
from
$148
$125
Member Pricing
Discover the charm of San Gimignano on this private culinary experience. Guided by a family member who shares stories and insights into their sustainable craft, you'll taste and learn about this special region. Then, savor a private tasting featuring organic wines, premium extra virgin olive oils, and a freshly prepared farm-to-table meal. It's the perfect way to immerse yourself in the flavors and traditions of Tuscany.
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Private Wine & Evo Oil Tasting with Tuscan Meal
1 hour 30 minutes
Free Cancellation
4.9
(21)
5% savings
from
$78
$74
Member Pricing
Beautiful tour that will take you to discover the medieval town of San Gimignano. Not only its towers, but 1000 stories of pilgrims, merchants, travelers who made this place a very rich medieval destination. Churches, squares, alleys, and fantastic views. Join us to find out what tourists on their own often lose the beauty of Sa Gimignano
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Visit of San Gimignano with local expert guide
1 hour 30 minutes
Free Cancellation
3.9
(11)
5% savings
from
$23
$22
Member Pricing
Treat yourself to an epic 1.5-hour adventure in San Gimignano. With your very own personal guide, venture through the legendary hills of this majestic medieval town, renowned for its impeccable Romanesque and Gothic architecture. Bask in the glory of secular buildings and charming churches, stopping to sample local saffron and white wine. This UNESCO World Heritage site promises a nostalgic step back in time, not to mention views of the astounding medieval towers that adorn the skyline.
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San Gimignano Private Walking Tour With A Professional Guide
1 hour 30 minutes
Free Cancellation
8
Operator reviews
5% savings
from
$388
$368
Per group
Member Pricing
On this wine-tasting tour, you will sample some of the region’s best Tuscan wines. Every glass is perfectly paired with local cured meats, cheeses, and a homemade pasta dish, or a full course meal, depending which wine tasting experience you choose (please inform us if you have any dietary restrictions).
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Wine Tasting In A Beautiful Tuscan Villa
3 to 6 hours
Free Cancellation
5% savings
from
$132
$125
Price varies by group size
Member Pricing
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
983
Operator reviews
5% savings
from
$229
$217
Member Pricing
Explore Tuscany beyond the center of San Gimignano with this vineyard visit. Travel to a family-run organic farm where grapes and olives are grown. Sample the vineyard’s wines and extra virgin olive oil alongside a vegetarian meal including bruschetta, pasta with vegetables, and a selection of pecorino cheeses. A traditional dessert and dessert wine are included.
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Private wine & Evo Oils Tasting with Vegetarian Meal
1 hour 30 minutes
to
2 hours
Free Cancellation
5.0
(2)
5% savings
from
$78
$74
Member Pricing
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
Free Cancellation
4.8
(25)
5% savings
from
$55
$52
Member Pricing
A special tour that gives more space to the natural environments surrounding the farm. You will be taken on a walk through the fields and vineyards and linger in the shade of a large oak tree for a cool Aperitivo. The tour continues through the vinsantaia, historical cellar, collection of agricultural tools. Tasting of 8 wines from our production: - "Casa Lucii" DOCG Vernaccia di San Gimignano; - 2 different vintages of "Mareterra" DOCG Vernaccia di San Gimignano reserve; - "Spicchio" IGT rosé Tuscan; - "Fuscelli" DOCG Chianti; - "Senarum" DOCG Chianti Colli Senesi; - "Arturo" IGT Tuscan Red with tailor-made artisanal chocolate pralines; - "Curato" DOC Vin Santo del Chianti with Tuscan Cantuccini. The tasting is accompanied by a taste of our organic extra virgin olive oil, cheese and cold cuts selection produced by local farms and accompanied by vegetables from the garden.
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Tasting with welcome Aperitivo in the vineyard of organic wines
4 hours
Free Cancellation
5.0
(2)
5% savings
from
$137
$130
Member Pricing
Escape to the heart of Tuscany with a private vineyard experience in San Gimignano. Discover the secrets of biodynamic winemaking and olive oil production at a historic family-run farm. Enjoy a guided tasting of organic wines, extra virgin olive oils, and balsamic vinegar, paired with a delicious farm-to-table Tuscan meal.
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Private Tuscan meal with Wine and EVO oil tasting
1 hour 30 minutes
Free Cancellation
4.8
(46)
5% savings
from
$78
$74
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