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56 results
Best Seller
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 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
5.0
(52)
from
US$168
Price varies by group size
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
(170)
from
US$96
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
5.0
(2)
from
US$10
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
(38)
from
US$234
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
(12)
from
US$120
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
(116)
from
US$81
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)
from
US$81
Once the tour is booked, you can come to our rental point to collect the bikes, so you can start with our virtual guide, which will accompany you step by step. The tour is a scenic loop starting from San Gimignano, along urban roads, white gravel roads, vineyards, olive groves, and with continuous views of its famous medieval towers. The route is 26 km with 500 m of elevation gain: it is smooth and non-technical, ideal by e-bike and suitable for everyone, as long as you have a minimum level of confidence on dirt roads and on a few short climbs. Along the itinerary there is a stop at Fattoria Poggio Alloro, with beautiful views over San Gimignano, perfect for a snack break or to end the tour with a wine tasting and cellar visit. A medieval village on the Via Francigena, San Gimignano is now a UNESCO site: of the more than 70 towers from the 14th century, 14 still remain today.
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San Gimignano: eBike Tour Virtual-Guided
2 to 3 hours
Free Cancellation
5.0
(1)
from
US$108
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
(19)
from
US$81
Likely to Sell Out
Discover Tuscany from a truly unique perspective with this small-group horseback riding experience through rolling vineyards and olive groves, followed by a traditional lunch and wine tasting at a local estate. Departing from Florence or San Gimignano, this experience offers the perfect balance of scenic adventure and authentic flavors, allowing you to explore the countryside away from the crowds and savor regional specialties paired with estate-produced wines. Ideal for nature lovers and food enthusiasts alike, it’s an unforgettable way to immerse yourself in the beauty, tastes, and traditions of Tuscany, all in one day.
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Tuscany Horseback Riding and Winery Tour with Lunch
7 hours
Free Cancellation
5.0
(6)
from
US$129
Hop on a scooter to explore the rolling landscapes of Chianti on this 7.5-hour Vespa tour from San Gimignano. Settle on a Vespa and ride around vine-coated hills, cypress groves and old villages, soaking in the views of this famous wine producing region. Your tour includes a wine tasting and lunch, plus the option to ride as a passenger with an escort driver or to upgrade to drive your Vespa.
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Tuscany Vespa Tour with Lunch & 2 Wine Tastings in Chianti
7 hours
Free Cancellation
3.7
(7)
from
US$216
Navigate through the picturesque landscapes of Tuscany with the Tootbus Tuscany Multi-Day Pass. Enjoy unlimited travel across Florence, Pisa, Siena, Lucca, and San Gimignano, allowing you to explore at your own pace. This flexible pass eliminates the stress of rigid schedules, offering scenic routes through the stunning Chianti countryside. With Tootie, your AI-powered guide, receive personalized recommendations and real-time travel tips in over 50 languages, making your journey seamless and enriching. Start your adventure from any city at any time and immerse yourself in the beauty and culture of Tuscany.
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Tuscany 2-Days 5-Cities Flexible Sightseeing bus tour
2 days
Free Cancellation
4.5
(4)
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US$91
Likely to Sell Out
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
5.0
(4 Operators)
from
US$354
Per group
Rather than just looking at the natural landscapes of San Gimignano from inside a car, get a closer look with this full-day electric bike rental. Riding an electric bike lets you conquer Tuscany’s rolling hills by exerting less energy than on a manual bike, so you can cover more crumpling castles and vineyards in less time. The rental includes helmet, locker, and chain for a comfortable ride.
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Full-Day E-Bike Rental in San Gimignano
7 hours
Free Cancellation
5.0
(1)
from
US$78
Sip on wine in San Gimignano during a Tuscan wine and food tasting. Try varietals such as Brunello di Montalcino, Vernaccia, and Chianti Classico, and learn about the distinct Tuscan winemaking regions as you drink. The tasting session is complemented by your choice of food. Select a winemaker option to include some light snacks, or upgrade to include a light lunch or dinner.
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Visit Best Wineries in Tuscany - Wine Tasting & Tour
2 hours
Free Cancellation
4.7
(266)
from
US$47
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
6 hours
Free Cancellation
4.1
(21)
from
US$102
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
(22)
from
US$50
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)
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US$102
We were born here in Tuscany, we rent our e-bikes at discounted prices. We will provide you with all the information about our places and the best itineraries, both for beginners and for the more experienced. Cycling in our countryside is something unique. Like in a movie ....
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E-Bike rental in Tuscany
1 day
Free Cancellation
4.9
(7)
from
US$54
Likely to Sell Out
See Tuscany in classic Italian style by exploring the bucolic region in a vintage Fiat 500. Take the wheel of the classic Italian automobile then ride to the stunning hilltop town of Monteriggioni, cruise through the rolling hills of Chianti, and stop at a local vineyard for a hearty lunch of local fare.
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Vintage Fiat 500 Tour: Lunch and 2 Wine tastings in the Chianti
7 hours
Free Cancellation
4.3
(52)
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US$216
Likely to Sell Out
Visit two Tuscan wineries without having to worry about designating a driver by opting for this tour that includes transportation. Immerse yourself in the Chianti wine region as you sample a variety of wines. Discover the art of winemaking through tastings while enjoying the scenery of the Tuscan countryside. Then head to San Gimignano to spend some time exploring its medieval ramparts.
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Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano
6 hours
Free Cancellation
4.8
(68)
from
US$97
Enjoy a celebratory evening in Tuscany with a romantic dinner and wine tasting. After a relaxing walk around the historic San Gimignano property, settle into a delicious multi-course meal. Sample an appetizer of Tuscan cheeses, salami, and bruschetta before moving on to truffle lasagna, roasted meat, and vegetables, and a dessert of vanilla ice cream with Balsamic vinegar. Take a winery tour and taste current and vintage reserve wines.
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Romantic Dinner and Wine Tasting in San Gimignano Winery
2 hours 30 minutes
Free Cancellation
4.6
(25)
from
US$90
Tuscany is home to some of Italy’s most renowned cuisine and this tour is adapted for those with special dietary requirements. Enjoy a guided tour of the Tenuta Torciano Vineyards in San Gimignano, then visit the winery restaurant for a delicious 4-course lunch, accompanied by a wine tasting. Choose from a vegan, vegetarian, or gluten-free menu, depending on your preferences.
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Lunch with Wine Tasting
1 hour 30 minutes
Free Cancellation
4.7
(118)
from
US$66
Step off your ship and into a waiting vehicle for a private tour of Siena and San Gimignano. Enjoy the drive through the Tuscan countryside to bustling Siena, walk its winding streets with your guide, visit the Duomo and central square, famous for the annual horse race. Next, head to the charming UNESCO-listed town of San Gimignano and immerse yourself in its medieval surroundings before returning to port in Livorno.
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The best of Siena and San Gimignano from Livorno
8 to 9 hours
Free Cancellation
5.0
(3)
from
US$1,018
Per group
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