Top San Gimignano Dining Experiences

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.

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.

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.

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!

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.

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.

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.

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia vineyard, it provides a deep connection to the land, traditions, and flavors of Tuscany. You’ll start with an insightful introduction to our biodynamic winemaking and olive oil production, learning the passion behind every bottle. Then, enjoy a private wine, extra virgin olive oil & balsamic vinegar tasting, paired with a delicious Tuscan lunch or dinner, all while admiring the stunning views of San Gimignano’s famous towers. What makes this experience special? - A private setting in one of San Gimignano’s oldest Vernaccia vineyards - A guided tasting of organic wines and extra virgin olive oils - A farm-to-table Tuscan meal prepared with fresh, seasonal ingredients - A cozy yet elegant atmosphere, perfect for relaxation - An unforgettable journey into the heart of Tuscan flavors and traditions.

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.

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.”

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia vineyard, it provides a deep connection to the land, traditions, and flavors of Tuscany. You’ll start with an insightful introduction to our biodynamic winemaking and olive oil production, learning the passion behind every bottle. Then, enjoy a private wine and extra virgin olive oil tasting, paired with a delicious Tuscan lunch or dinner, all while admiring the stunning views of San Gimignano’s famous towers. What makes this experience special? - A private setting in one of San Gimignano’s oldest Vernaccia vineyards - A guided tasting of organic wines and extra virgin olive oils - A farm-to-table Tuscan meal prepared with fresh, seasonal ingredients - A cozy yet elegant atmosphere, perfect for relaxation - An unforgettable journey into the heart of Tuscan flavors and traditions.

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.

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.

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.

Follow the truffle dogs in the countryside of San Gimignano: watch them sniff the ground and discover how the search really works, a tradition always linked to the cuisine of this area. After the search, you sit down at the Colombaio di Santa Chiara for a 4-course truffle menu, for lunch or dinner. If you want, you can add the wine pairing. The experience is always private, just for your group and without supplements: ideal for couples, families, and small groups.

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.

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.

Immerse yourself in the heart of Tuscany with a hands-on cooking class set against the backdrop of stunning countryside views. Learn to prepare classic dishes like Tuscan crostino, pappa al pomodoro, and homemade pasta, finishing with the delightful “ugly but good” cookies. Enjoy your creations paired with fine local wine, and take home recipes to relive the flavors of Tuscany.

Learn how to make authentic homemade pasta and prepare your own lunch. Discover secrets and techniques of local traditional cuisine. All the dishes will be accompained by the wines of our production.

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.

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.

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.

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.