All San Gimignano Tours & Excursions in 2026 - page 2

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.

Enjoy a celebratory evening in Tuscany with a four-course dinner and wine tasting at the atmospheric Torciano Wines Private Reserve. Stroll around the property while admiring the vineyard-draped hills and olive groves, then snack on an appetizer of Tuscan cheeses, salami and Bruschetta. Eat a delicious dinner of truffle lasagna, Tuscan ribollita, roasted meat, and roasted potatoes. Then, enjoy dessert and a tasting of select current and vintage reserve wines.

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.

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.

Enjoy an authentic Tuscan experience in Certaldo: panoramic aperitif, hands-on fresh pasta making, tasting of local desserts, and excellent regional wine for an unforgettable evening of tradition and good food

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!

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.

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.

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

Discover the magnificent architecture of the Renaissance on this full-day tour from Florence to Pisa and Lucca. Explore the famous marble monuments of Pisa’s Piazza dei Miracoli with a guide, including the city’s grand cathedral and vaulted cemetery. For the ultimate Pisa experience, climb the famous leaning tower and soak up panoramic views. After a stop at a local vintner’s shop for wine tasting, continue on to the medieval walled city of Lucca, where you’ll enjoy free time to stroll the well-preserved streets and squares your own.

In the heart of Tuscany and Chianti. Hills, vineyards, unspoiled nature. Intact medieval cities. Unforgettable atmospheres.

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.

Skip a regular restaurant meal in San Gimignano, and enjoy a meal in a local’s home instead. You’ll savor a 4-course menu, featuring home-cooked recipes that have been passed down through the family of your host—a Tuscan local who’s part of the Italian Cesarine network of home cooks. It’s a fun experience for a group of family or friends who want to experience some local culture while in town.

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.

Skip the busy cooking classes and instead opt for a private culinary immersion in San Gimignano. At a local’s home, benefit from the undivided attention of your instructor as you learn to prepare three traditional dishes, before dining with the family. Few travelers get the opportunity to enjoy such an intimate experience.

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.

Cook Tuscan classics in this immersive 4-course class set in the rolling hills of San Gimignano at a charming local estate. Hosted through Cozymeal, this hands-on experience combines heartfelt storytelling with regional recipes passed down through generations. Menu - First course: Pappa al pomodoro — tomato and bread soup flavored with garlic and basil - Second course: Chicken cacciatora — a rustic red wine stew with vegetables - Third course: Grandma’s lasagna — baked layers of ragù, pasta sheets and creamy béchamel - Dessert: Tiramisu — layered with mascarpone, espresso and cocoa Paired with tastings of estate wines, olive oils and balsamic vinegar, this experience offers the perfect blend of flavor, history and Tuscan charm.

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.

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.

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

Get out into the Tuscan countryside on a small-group horseback riding tour near Montieri. Ride through charming towns, verdant meadows, and pretty woods with your guide. Best for riders with at least intermediate experience.

This Tuscan dining experience is perfect for groups of friends or couples looking to spend quality time together, learning new culinary skills and creating lasting bonds through food and sharing. Whether you are a cooking enthusiast or beginner, you will be warmly welcomed and guided on a culinary journey that will leave you with a deep appreciation for Tuscan cuisine and its culture.

If you have fallen in love with handmade Italian pasta in Tuscany but don’t know how to recreate this crowd-pleaser at home, learn the secrets to making fresh pici, tagliatelle, gnocchi, and traditional sauces during this Tuscan cooking class. Visit your host’s vineyard and olive grove, enjoy a wine tasting and sample of extra-virgin olive oil, and end your class with lunch or dinner in the rustic family kitchen to enjoy what you’ve prepared.

Get out of restaurants and cooking classes and into the outdoors for a truffle hunt. With this tour, a guide and truffle-hunting dogs take you to look for white and black truffles while teaching you to identify the trees they grow on. After the hunt is complete, have a lunch of traditional Tuscan food products, and taste local wine, olive oils, vinegar, and truffle oil.