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.

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 and a tasting of four different wines, each produced at the estate.

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.

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.

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.

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.

Indulge in a luxurious 3-hour San Gimignano experience, complete with a private tour of the tower of San Gimignano and an exclusive wine cellar experience. Savor an exquisite aperitif and some of the finest Tuscan wine, all while taking in the UNESCO panoramic views from the Chigi Tower. As a special touch, capture the memories of this unforgettable evening with your own personal photoshoot, courtesy of a professional photographer.

If you are looking for peace, privacy and contact with nature instead of the usual wine tasting, why not enjoy all this with one of our picnic baskets? We can provide you with a blanket, glasses, some excellent wine produced on the estate and something to eat while you relax in the shade of our olive trees.

Podere La Quercia offers an intimate and personal experience hosted directly by the producer. With limited capacity and reserved tables for each booking, guests enjoy a relaxed atmosphere and genuine connection to the wines and the land. This is not a technical wine lesson, but a sensory journey through local flavors, stories and traditions. Ideal for travelers seeking authenticity, tranquility and a truly Tuscan countryside setting.

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!

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.

In the restaurant you will fully rediscover the entire philosophy of our farm: respect for raw materials, passion and sharing. For our buffet, the choice is to offer symbolic dishes of the culinary tradition of our country revisited in a contemporary key with particular attention to seasonality and the enhancement of carefully selected products. From the belief that a good dish is made from simple and genuine ingredients comes our proposal of dishes composed of raw materials deriving from our synergistic vegetable garden or from our network of small organic producers in the area with whom we actively collaborate in support of the local agricultural sector, precious heritage for our region. From our Shop you can also buy the products we offer directly.

Enjoy a celebratory lunch in Tuscany with a four-course meal and wine tasting at the atmospheric Torciano Wines Private Reserve. Stroll the property while admiring the vineyard-draped hills and olive groves. Snack on an appetizer of Tuscan cheeses, salami and Bruschetta before a delicious lunch of truffle lasagna, Tuscan ribollita, roasted meat, and potatoes. Then, savor an after-lunch treat of Cantuccini with dessert wine and a sampling of reserve wines.

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.

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.

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.

Get out of the city for the day and get to know Tuscan cuisine a little better with this cooking class on a historic south Florence estate. Learn the secrets of finding, preparing, and creating meals with the region’s native truffles in a class with your private guide, a professional chef. Sample some of the sumptuous vintage wines produced at this sprawling vineyard estate.

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!

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.

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.

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.

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.