All San Gimignano Tours & Excursions in 2026

Wine tasting in Tuscany might seem overwhelming when you don’t know where to start. But, this San Gimignano wine experience makes it easy, with a prebooked tasting session of up to five local wines, paired with local snacks. As well as a tasting, you’ll tour the vineyard and cellars, learning about the local vernaccia white wine grape and the Chianti Colli Senesi area that produces some of the region’s most esteemed wine.

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.

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.

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.

A sunset dinner with panoramic views over San Gimignano. As golden light falls over the medieval towers, the terrace becomes an intimate setting where wine, cuisine, and landscape come together. What makes it special: Exclusive panoramic terrace at sunset overlooking San Gimignano Guided tasting of 8 wines, including Chianti Classico Riserva and Supertuscan Selection of premium olive oils and balsamic vinegars Full Tuscan dinner with appetizers, homemade lasagna, and a traditional meat course Dessert with Vin Santo to conclude the experience A refined and atmospheric evening, perfect for those who want to experience Tuscany at its most scenic and authentic moment.

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.

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 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.

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 ....

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.

When you’re in San Gimignano, don’t miss the chance to learn about the region’s extra virgin olive oil. Led by a local olive oil producer, this private experience is perfect for traveling food-lovers who want to know all about Tuscany’s olive oil production and culture. You’ll hear about the producer’s low-impact oxidization system, and enjoy samples of the oil that’s become known as “liquid gold.”

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.

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.

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.

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, tastings of four estate-made wines, and extra virgin olive oil.

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.

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

With medieval villages hidden among rolling hills and dense forests, the Tuscan countryside is an outdoor adventure-lover’s dream destination, with plenty of opportunities for exciting exploration. On this beginner rider’s tour, delve into the Tuscan wilderness on horseback and see the best of Tuscany from the saddle. With all safety equipment included on your tour, enjoy a scenic introduction to the sport of horse-riding.

A relaxed Tuscan light lunch just steps from San Gimignano’s historic center. A moment to slow down, sit, and enjoy a balanced combination of wine and traditional flavors in an authentic and welcoming setting. What makes it special: Easy and enjoyable light lunch experience in the heart of Tuscany Guided tasting of 5 wines, from sparkling to Chianti and Supertuscan Selection of olive oils and balsamic vinegars Traditional Tuscan appetizers with cured meats, cheeses, and bruschetta Homemade lasagna as a warm first course Dessert with Vin Santo to complete the experience Perfect for a midday break that combines taste, simplicity, and the true spirit of Tuscan hospitality.

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.

A pizza cooking class in San Gimignano is a unique experience that combines delicious food with the charm of Tuscany. Nestled in the heart of a medieval town, participants learn the art of traditional Italian pizza-making from local chefs, using fresh ingredients and time-honored techniques. It's perfect for friends, couples, and families, offering hands-on fun while creating mouthwatering pizzas in a friendly, relaxed atmosphere. The class also provides an opportunity to explore the rich culture and scenic beauty of the Tuscan countryside. From kneading dough to tasting the final product, it's an unforgettable culinary adventure that brings people together.

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.

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.

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.