Top San Gimignano Spring Break in 2026

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.

Enjoy an authentic Tuscan cooking experience at a family-run agriturismo and winery in the countryside of San Gimignano, where traditional recipes, local ingredients and the pleasure of sharing food come together. Step into a welcoming family kitchen and discover the true spirit of Tuscan cooking through hands-on preparation of classic recipes. Learn how simple, seasonal ingredients are transformed into homemade dishes while discovering the culinary traditions and stories behind them. The experience combines cooking, wine and conviviality, giving you the opportunity to prepare fresh homemade pasta, focaccia with seasonal toppings and traditional tiramisù. After cooking, sit down and enjoy the dishes you have prepared, accompanied by a tasting of four wines produced on the estate and the estate's extra virgin olive oil. More than a cooking class, this is a chance to experience Italian food culture as locals do: around the kitchen, sharing recipes, stories, laughter and time together.

Escape to a charming family-run farm near San Gimignano and immerse yourself in the authentic flavors of Tuscany. Surrounded by vineyards, olive groves, and stunning countryside views, this experience offers the perfect blend of relaxation, tradition, and sustainability. Begin with an introduction to biodynamic farming, learning about the passion and eco-friendly practices behind our organic wines and extra virgin olive oils. Then, settle into a rustic Tuscan house overlooking rolling hills and enjoy a guided tasting of our handcrafted wines and olive oils.

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.

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.

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.

Tuscany is Italy’s gastronomic heartland and a cooking class is the perfect way to discover the region’s rich culinary traditions. On this 3-hour small-group cooking class, pick up tips and techniques from a local chef; create traditional recipes such as antipasti, bruschetta, and pasta dishes; then enjoy a homemade meal, accompanied by Tuscan wines.

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.

An authentic Tuscan cooking experience in the historic countryside of San Gimignano, along the ancient Via Francigena route, where guests prepare fresh handmade pasta in a panoramic rural setting surrounded by vineyards and rolling hills. Small groups from 2 to 6 participants, relaxed convivial atmosphere, and a shared Tuscan lunch paired with selected local wines.

Exceptional Organic Wines: Sip your way through a guided tasting of our acclaimed organic Chianti Classico and Supertuscan wines, hosted by our friendly wine experts. Delicious Local Pairings: Enjoy our extra virgin olive oil and balsamic vinegar served with fresh local bread and artisan cheeses. ️ Postcard-Perfect Views: Relax on our iconic panoramic terrace with sweeping, unbeatable views over the vineyards where our wines are born. Sustainable & Genuine: Discover the dedication, love, and eco-friendly practices behind an authentic family-run organic farm. Come for the world-class wine, stay for the good vibes and unbelievable views. We can't wait to pour you a glass!

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.

An elegant introduction to Poggio ai Laghi, just minutes from San Gimignano. Set among rolling Tuscan hills and vineyards, this experience offers a relaxed and authentic atmosphere where time slows down and every detail reflects local tradition. What makes it special: Panoramic countryside setting near the historic center Guided tasting of 5 wines, including Chianti Classico, Riserva, and Supertuscan Selection of premium olive oils and balsamic vinegars Traditional Tuscan food pairing with cured meats, bruschetta, and local specialties Dessert with Vin Santo, for a complete gastronomic journey A refined yet welcoming experience, perfect for those who want to discover the true flavors of Tuscany in a single, memorable tasting.

The experience will begin with the meeting of guests at our winery. Our dedicated staff will welcome you at our cellar, illustrating what you have chosen. The tasting will begin with a brief introduction on the family history and the presentation of the company, and then continue inside our tasting room called "barriccaia", where you can taste the products of your choice, included in the tasting package purchased.

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.

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.

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.

Experience the flavors of Tuscany during a visit to a family-run farm and winery in San Gimignano. See where grapes and olives are cultivated organically and go for a stroll through the vineyard and olive groves. Taste wines and extra virgin olive oil produced on-site alongside a Tuscan meal with several dishes including saffron, a local product.

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.

An intimate Tuscan dinner experience in the heart of San Gimignano. As the day fades, the cellar becomes a quiet and atmospheric space where wine, food, and tradition come together in a refined evening setting. What makes it special: Warm and intimate evening atmosphere just steps from the historic center Guided tasting of 8 wines, including Chianti Classico Riserva, Supertuscan, and exclusive labels Selection of premium olive oils and balsamic vinegars Traditional Tuscan dinner with appetizers, homemade lasagna, and a typical meat course Dessert with Vin Santo for a complete dining experience A rich and immersive journey, perfect for those who want to experience Tuscany through its flavors, in a setting of quiet elegance.

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!

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!

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.

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.