Top San Gimignano Spring Break in 2026

Run from a young team, Tenuta di Mensanello is a still authentic farm with the production of wines, beers and extra virgin olive oil. The activity shows how we work, our methods, our reality. At the end is possible to taste 3 wines and 3 oils guided by a sommelier.

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.

The tasting of the five wines and their combinations will be presented and served in our equipped and comfortable tasting room, where all our guests, even if spaced and safely, can enjoy a convivial and unique experience! For all those who have particular diets or intolerances, upon notice at the time of booking in the "notes" field, we are able to meet most dietary needs. The price of the tasting includes everything: tasting, water and food pairings. The structure of the Rocca di Montestaffoli does not provide bar service (coffee, tea, soft drinks, spirits, packaged foods, etc.) It is also possible to participate in the tasting with children, for them our staff will prepare a selection of gastronomic excellences at a cost of € 8 per child.Remember that by law it is forbidden to administer alcohol to minors.

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.

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.

Explore Tuscany beyond the center of San Gimignano with this vineyard visit. Travel to a family-run organic farm where grapes and olives are grown. Sample the vineyard’s wines and extra virgin olive oil alongside a vegetarian meal including bruschetta, pasta with vegetables, and a selection of pecorino cheeses. A traditional dessert and dessert wine are included.

Discover the authentic beauty of Tuscany on an unforgettable scooter adventure through the famous Chianti hills. Ride along scenic roads surrounded by vineyards, olive groves, cypress trees, and medieval villages while experiencing the true essence of Tuscany. After a safety briefing and driving test, follow your local guide through panoramic routes and hidden corners of the countryside, stopping at breathtaking viewpoints and learning about Chianti wine culture and local traditions. Visit local wineries to enjoy tastings of Chianti wines, extra virgin olive oil, and balsamic vinegar. Savor a traditional Tuscan lunch in a charming vineyard setting, featuring bruschetta, cold cuts, cheeses, handmade pasta, and regional wines. Continue your scenic ride through the rolling Tuscan hills before returning to the starting point. Perfect for travelers seeking a unique blend of adventure, wine, food, and spectacular scenery.

For a taste of Tuscany, book this private vineyard tour that takes you behind the scenes to learn about wine production. You’ll have a private guided tour, where you can ask questions, sample wines, and learn about the vineyard and farm’s history. Then you’ll sit down to a private tasting, paired with local cheese, cold cuts, and bruschetta.

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.

On this wine-tasting tour, you will sample some of the region’s best Tuscan wines. Every glass is perfectly paired with local cured meats, cheeses, and a homemade pasta dish, or a full course meal, depending which wine tasting experience you choose (please inform us if you have any dietary restrictions).

Indulge in a luxurious 90-minute epicurean adventure with this wine and evo oil tasting coupled with an exquisite truffle meal. Try various delectable dishes, perfectly complemented by a selection of fine wines. Begin your culinary journey with truffle appetizers and end it on a high note with the signature smoked beef and rucola salad. Top it all off with a decadent dessert of the day.

Guided small group tasting in the countryside of San Gimignano, designed for those who want to understand Tuscan wine in a simple and authentic way. The experience is conducted by a local sommelier and combines tasting of wines representative of the territory with an accessible story about vines, landscape and traditions. Ideal for those visiting San Gimignano and looking for a relaxed, convivial and cultural moment, away from standardized tastings and crowded settings.

Delve into authentic Tuscan cuisine while in San Gimignano with this exclusive pasta-making lesson in a private home. Meet your host and head straight to the kitchen to get to work preparing three different classic pasta dishes from scratch. Perfect your technique so you can turn out fresh pasta like a pro and pair each with the perfect sauce. Cap off your hands-on experience by sampling each of the recipes you’ve prepared paired with local wines.