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San Gimignano Tours
All San Gimignano Tours & Excursions in 2026 - page 2
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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)
from
$81
100% Organic & Family-Run: You won't find a corporate atmosphere here. We are a real working farm, and we share the same passion for sustainability that we put into every bottle of our organic Chianti Classico. The "Zero-Meter" Connection: Our tasting terrace overlooks the exact vines your wine came from. You can trace the entire journey of the grape—from the soil beneath your feet to the glass in your hand. Small-Scale Intimacy: We prioritize quality over quantity. Our groups are kept small to ensure you have plenty of time to ask questions, savour, and truly soak in the silence and colors of the Chianti countryside.
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Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards
1 hour 15 minutes
Free Cancellation
4.7
(21)
from
$42
The Cesani family and our staff are pleased to welcome you to Pancole, just 5km from the historic center of San Gimignano, where you will have the opportunity to sit down and taste the company's products presented with competence and passion, and thus have the opportunity to know the history, the production process and the organoleptic characteristics of all the products that the Cesani family offers. The tasting includes 5 wines of our production (2 Vernaccia di San Gimignano, 3 Red Wines) and our extra-virgin olive oil. The type of wines offered may vary according to availability. A taste of pecorino and other traditional goodies will accompany the wine presented. The guided tour of the modern and rational company cellar will allow you to discover that tradition and technology are an inseparable combination for the production of great wines from organic grapes. Simplicity and professionalism are fundamental characteristics for obtaining products of the highest quality.
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Cesani Wine Experience
1 hour 30 minutes
Free Cancellation
4.9
(51)
from
$45
Our philosophy is simple; we want to share the love for good food and Tuscan style. Enjoy the pleasure of seeing Tuscan food grown, harvested and then eaten locally grown in a suggestive and stimulating environment. Our Cooking Classes contain all the best of seasonal cuisine. Simply enjoy your time on our farm and follow the natural journey of freshly grown ingredients from farm to plate. An authentic passionate Chef who shares her innovative and surprising recipes. We will show you the secrets to creating the classic comfort food of Tuscan and Italian cuisine with the possibility of prolonging your experience by staying for lunch enjoying what you have prepared.
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Cooking class in San Gimignano
1 hour 30 minutes
Free Cancellation
from
$143
Connect with a farming family just outside San Gimignano to enjoy a guided visit of the vineyards and olive groves and learn about the estate’s wine and olive oil production. Join your hosts for a private stroll through the farm, taking in views over the hills and the towers of San Gimignano. Then sample four of the farm’s own organic wines plus olive oil, served with Tuscan pecorino cheeses and bruschetta.
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Private Wine, Evo oil & Cheese Tasting
1 hour
Free Cancellation
4.7
(18)
from
$60
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
$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
$81
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
(975
Operators
)
from
$238
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
4.0
(2)
from
$93
If you are looking for peace, privacy and contact with nature instead of the usual wine tasting, why not enjoy all this with one of our picnic baskets? We can provide you with a blanket, glasses, some excellent wine produced on the estate and something to eat while you relax in the shade of our olive trees.
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Picnic in the countryside of San Gimignano
2 hours
Free Cancellation
5.0
(2)
from
$29
Make the most of your time while your ship is docked, and avoid the hassle of planning logistics, on this private tour of Siena and San Gimignano. Drive through the Tuscan countryside to bustling Siena, walk its winding streets with your guide, and visit the Duomo and the 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.
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The best of Siena and San Gimignano from Livorno
8 to 9 hours
Free Cancellation
5.0
(3)
from
$1,012
Per group
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)
from
$74
Navigate through the picturesque landscapes of Tuscany with the 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 5-Days 5 Cities Flexible Sightseeing bus tour
5 days
Free Cancellation
4.5
(5
Operators
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$91
Enjoy an authentic local experience that many travelers to Italy miss. Visit a small family vineyard to learn about the property and its grape varietals, and to visit the wine cellar. You'll learn more about Italian wines as you enjoy appetizers prepared with local products and taste three different wines produced at the estate.
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Vineyard visit with local appetisers and wine tasting
1 hour 30 minutes
Free Cancellation
4.9
(16)
from
$62
Likely to Sell Out
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
$167
Likely to Sell Out
Discover the beauty of Tuscany on an unforgettable e-bike adventure through rolling hills, vineyards, olive groves, and postcard-perfect countryside roads. Choose between a guided e-bike tour led by a local expert or enjoy the flexibility of an independent e-bike rental, perfect for exploring at your own pace. Ride along an easy and scenic route connecting San Gimignano with charming Tuscan villages and hidden corners of the countryside rarely reached by traditional tours. Whether guided or self-guided, you’ll experience authentic Tuscany in a fun, relaxing, and eco-friendly way. During the experience, stop at a traditional Tuscan winery and enjoy a delicious local lunch featuring bruschetta, handmade pasta, local cheeses, and a tasting of three red wines. Take in breathtaking vineyard views while savoring regional flavors and the warm atmosphere of rural Tuscany.
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Siena: Chianti Guided E-Bike Tour with Lunch & 2 wine tastings
7 hours
Free Cancellation
3.7
(3)
from
$77
Discover the Tuscan countryside on this all-day horseback riding tour. Designed for experienced riders, you’ll explore the wild region of Maremma Toscana, crossing wooded areas and small rivers and traveling past medieval villages. The horses are reliable and sure-footed; there are several opportunities to trot and canter. A picnic lunch is included.
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Horse Riding in Tuscany for Experienced Riders: Full-day Trail Ride
7 hours
Free Cancellation
4.6
(10)
from
$250
Experience the authentic flavors of Tuscany with a guided winery tour and tasting in a stunning San Gimignano vineyard. Sample five premium Tuscan wines paired with bruschetta drizzled in estate-produced olive oil. Families are welcome—while adults enjoy the tasting, kids can visit friendly farm animals, sip fresh juices, and unleash their creativity in the interactive “Paint Your Own Wine Label” activity. A perfect blend of culture, flavor, and fun for all ages!
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Tuscan Wine & Bruschetta Tasting for Families in San Gimignano
2 hours
Free Cancellation
5.0
(2)
from
$46
If you love wine or simply want to learn more, this exclusive Super Tuscan tasting offers a deep dive into one of Tuscany’s most renowned wines. A member of our family will introduce you to the history and characteristics of Super Tuscan wines, explaining what makes them unique. This experience offers a guided journey through flavors, aromas, and winemaking traditions unlike standard tastings. Set in a stunning location overlooking San Gimignano, you’ll enjoy a curated selection of Super Tuscan wines and extra virgin olive oils, paired with delicious Tuscan snacks that enhance the tasting. What makes this experience special? - A guided introduction to Super Tuscan wines - A tasting of premium wines and extra virgin olive oils - A selection of Tuscan snacks to complement the flavors - A breathtaking setting with views of San Gimignano - An intimate and relaxing atmosphere - A perfect experience for both wine lovers and beginners.
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Super Tuscan & IGT wines, Evo Oil & Balsamic Vinegar Tasting
1 hour
Free Cancellation
4.8
(6)
from
$83
Come join a fun tagliatelle cooking class at a lovely home restaurant in the beautiful town of San Gimignano! With a fantastic super chef leading the way, you'll learn how to make delicious tagliatelle from scratch. The class is held in a cozy kitchen full of rustic Tuscan charm. As you roll out the dough and prepare fresh ingredients, you’ll enjoy amazing views of the vineyards and olive groves around you. After cooking, you can savor your tasty creation while soaking in the stunning scenery of the medieval town. It’s a delightful way to experience real Italian cooking!
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Tuscan Cooking Class with Pasta, Tiramisu & Local Wine
3 hours
Free Cancellation
4.9
(18)
from
$182
When you’re in Tuscany, skip the tourist plates of food and try some of the specialties for which the region is known. This private food experience takes place on a farm near San Gimignano, spotlighting balsamic vinegar, extra virgin olive oil, and wine. You’ll learn how these delicacies are produced and enjoy samples paired with a 3-course meal.
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Private Wine, Evo Oils & Balsamic Vinegar Experience with Meal
1 hour 30 minutes
Free Cancellation
4.6
(11)
from
$89
Discover the true soul of Tuscany with a unique food and wine experience immersed in the vineyards. Start with a welcome glass and enjoy a lunch prepared with local and seasonal products, artisanal cold cuts and Pecorino di San Gimignano. Savor a first course with black truffle (or classic alternative), followed by the dessert of the day. The experience includes a guided tasting of three selected wines and a tour of the vineyards and winery, to get up close and personal with the wine production and meet those who create it. Book now and experience the most authentic Tuscany, among flavors, views and tradition.
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Tuscan Lunch with 3 Wines
2 hours 30 minutes
Free Cancellation
5.0
(55
Operators
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from
$65
Likely to Sell Out
Enjoy a half-day journey from San Gimignano to the picturesque wine region of Chianti. Begin your adventure with a visit to the charming village of Castellina in Chianti, followed by a delightful wine tasting at a nearby vineyard. Stroll around Monteriggioni, a medieval village where you can admire the ancient walls. At a beautiful wine estate, take part in a wine tasting savoring the rich aroma and ruby-red tones of Chianti wine crafted from Sangiovese, Canaiolo, Merlot, and Cabernet Sauvignon grapes.
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Chianti and Castles Tour from San Gimignano Small Group
6 hours
Free Cancellation
5.0
(1)
from
$142
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, extra virgin olive oil & balsamic vinegar 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, Balsamic Vinegar Experience & Meal
1 hour 30 minutes
Free Cancellation
4.8
(17)
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$81
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Explore San Gimignano
Activities
Wine Tastings
From $30
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Cooking Classes
From $42
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From $12
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From $50
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Wine Tastings
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Cooking Classes
From $42
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From $50
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Wine Tastings
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