Top San Gimignano Holidays

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.

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.

Escape the crowds of San Gimignano by visiting a small family-run estate just outside of town. During this experience, you'll learn all about the winery and its history, as well as its grape varietals, olive orchards, and wine cellar visit. You'll enjoy a delicious lunch prepared with local products and a tasting of four different wines, each produced at the estate.

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.

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.

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.

Take a break from sightseeing and connect with a local farming family just outside San Gimignano to tour their vineyards and olive groves. Learn how organic wine and extra-virgin olive oil are produced from your host and enjoy a relaxed tasting of both of these iconic Tuscan delicacies in the farmhouse garden overlooking the rolling hills and towers of San Gimignano.

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.

A few steps from San Gimignano, there is a splendid family-run winery. Here you can taste the typical Tuscan products: starting from the wine up to tasty local croutons. You will visit the cellar, the vineyards, and all the places where the wine comes to life. You will listen to stories, and curiosities, and you will learn the winemaking processes that make Tuscany and Chianti areas to be protected and loved. You will discover the secrets of wine and grapes and the best combinations with strictly typical foods. Do not miss the opportunity to combine Tuscan wine with appetizing foods (such as cheese and ham) and find out how wines are produced in a real cellar. You can have a lovely tasting of 4 wines accompanied by snacks of typical products preceded by a tour of cellars and vines.

Spend a couple of hours indulging your love of Tuscan wine and sharpening your tasting skills at Tenuta Torciano Vineyards. Begin with a quick walking tour of the estate while learning about the vineyard’s history, then enjoy a wine tasting and food pairing, a complimentary lunch, and lessons from an expert focused on wine etiquette and manners.

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.

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.

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.

Tuscany is famous for its fine wines, UNESCO-listed landscapes, and historic cities, and this small-group day trip from San Gimignano ticks off all three. Enjoy wine tasting in the Chianti wine region; explore historic Montalcino; and sample the famous Brunello di Montalcino wine. Tour includes hotel pickup and drop-off.

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.

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.

Other than enjoying a delicious typical lunch of local products and dishes, you will be surrounded by the splendid and charming landscape made of gardens and vineyards rows, which so quaintly characterize Tenuta Torciano Estate. The meal includes a farm-to-table lunch of local cold cuts, pecorino cheese and tomato bruschetta, followed by homemade lasagna and ribollita soup, and many other traditional dishes of Tuscan and Italian cuisine. Get ready to spend a wonderful time in the middle of Tuscan countryside!

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!

Immerse yourself in the heart of Tuscany with a wine experience set in the scenic hills near San Gimignano. Begin with a warm welcome and an introduction to the estate, followed by a guided tour through the historic wine cellar, where traditional methods and passion come together. Enjoy a curated tasting of local wines, each paired with typical Tuscan products like cheeses, salumi, and fresh bread. The experience continues with a relaxing lunch on a panoramic terrace overlooking the vineyards. This journey offers not only authentic flavors, but also a deep connection to the land, its rhythms, and its winemaking heritage—a perfect escape for wine lovers and curious travelers alike.

Discover the essence of Tuscany on this immersive wine tour through the beautiful Chianti region. Visit three distinct wineries, where you'll explore traditional vineyards and enjoy multiple tastings of exquisite Chianti wines. Savor a sumptuous Tuscan lunch featuring homemade pasta and local delicacies, paired perfectly with the wines. With a knowledgeable guide leading the way, you’ll learn about the art of winemaking while soaking in the stunning countryside views. Perfect for adults seeking a delightful day of wine and camaraderie.

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.

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.

✅ Saffron-Themed Tuscan Lunch – Enjoy a four-course meal featuring San Gimignano’s prized saffron. ✅ Exclusive Wine Pairing – Each dish is complemented by a selection of organic wines that tell the story of our family. ✅ Olive Oil & Balsamic Vinegar Tasting – Discover the richness of our estate-produced extra-virgin olive oils and aged balsamic vinegars. ✅ Biodynamic Farming Insights – Learn about our sustainable production methods and the history of our farm. ✅ Authentic & Family-Led – Be welcomed by our family for a truly personal and immersive experience. ✅ Breathtaking Countryside Setting – Dine on a rustic farm overlooking vineyards, olive groves, and the Tuscan hills.