Top San Gimignano Walking Tours

Explore the medieval hill town of San Gimignano on a private walking tour of the UNESCO World Heritage Centre with a local guide. Follow a centuries-old pilgrim road to a series of historic landmarks, get views of the Tuscan countryside, and learn about the fascinating history of the region. This tour offers flat rate pricing for up to 15 people, and can be customized to your group’s interests and abilities. Morning and afternoon departures are available.

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

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 enjoy a classic Tuscan feast of bruschetta, pasta, and more. Choose from lunch or dinner tours to best suit your schedule.

Visit an organic winery for an exclusive private tour complete with a balsamic tasting and light lunch. Walk from the San Gimignano town center to explore a family-run farm where both grapes and olives are grown. Taste several organic wines alongside a light lunch including bruschetta, pasta, and a range of pecorino cheeses.

Ideally suited for first-time visitors, this private walking tour covers the highlights of historic San Gimignano in a couple of short hours. Traverse the Tuscan town with your own personal English or Italian-speaking guide, taking in sights like the Bell Tower, 13th-century Church of Sant’Agostino, and the Duomo and Cisterna squares.

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.

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.

Tuscany is famous for its fine wines, UNESCO-listed landscapes, and historic cities, and this day tour from San Gimignano ticks off all three. Enjoy wine tasting in the Chianti wine region; explore historic Montalcino; and sample the famous Brunello di Montalcino wine. Tour includes hotel pickup and drop-off.

The ideal treat for wine aficionados, this special tasting excursion gives you exclusive access to San Quirico Winery, overlooking the stunning hill town of San Gimignano. Sample five organic labels, including Chianti and Vernaccia, and enjoy a tasty market lunch composed of local meats, cheeses, and breads. Small-group tours also included a guided visit of the winery’s cellars and a behind-the-scenes look at the winemaking process.

Visit a family-owned winery in San Gimignano for a tour of its prestigious vineyards, followed by a tasting session and lunch. Owned by the esteemed Giachi winemaking family, the Tenuta Torciano estate is dedicated to the production of the vernaccia grape, which is then turned into San Gimignano’s famous wine. Visit the estate’s unique spiral vineyard, sample several varietals of Tuscan wine, then take a seat for a 4-course lunch of local specialities.

San Quirico Winery is a family-run winery located in the Tuscan Hills, just outside of San Gimignano. On this tour, gain an insight into Tuscany’s winemaking heritage as you tour the winery and vineyards, then enjoy a gourmet wine-tasting lunch. Sample a selection of five red and white wines, accompanied by regional specialties such as bruschetta, Tuscan soup, cold cut meats, and cheeses.

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 featuring three organic wines of your choice paired with the farm's own olive oil plus local cheeses and cold cuts.

Get out of restaurants and cooking classes and into the outdoors for a truffle hunt. With this tour, a guide and truffle-hunting dogs take you to look for white and black truffles while teaching you to identify the trees they grow on. After the hunt is complete, have a lunch of traditional Tuscan food products, and taste local wine, olive oils, vinegar, and truffle oil.

Tuscany is one of Italy’s most famous wine regions, but you don’t need a full day exploring the vineyards to enjoy a taste of Tuscan wine. The family-run Podere la Marronaia winery is just minutes from San Gimignano and this private 45-minute tour includes a tasting of organic wines and extra virgin olive oils.

Visit the beautiful region of Chianti with us and immerse yourselves in the picturesque Tuscan scenery that you have always imagined. The beautiful ruby-red colour and the characteristic bouquet with scents of violet are the special features that reveal the identity of one of the most famous wines in the world: Chianti. Here you'll have the chance to see the area close to the famous Castle of Brolio and you'll take part in a guided tour of the garden of Brolio's Castle. When the tour of the garden ends, you'll join a wine tasting paired with some typical food. During this tour, you will see the characteristic Castle of Brolio from the outside, and the inner garden of the Castle. Then you’ll move to another winery, in the middle of Chianti Classico Area, where you’ll have a second wine tasting and extra virgin olive oil. The tour will end in San Gimignano, where it started.

San Gimignano, with its rural, hillside atmosphere, is a great place to sample Tuscan food and wine. This tour pairs Tuscan wine tasting with an elaborate Truffle-based meal at a family-run olive farm and vineyard. The meal is led by one of the farmers, who explains the characteristics of the wines and their organic production. The farm is within walking distance from the center of San Gimignano, so you can walk right over.

Discover one of Tuscany’s most culturally significant hill towns during this private walking tour through Colle Val D’Elsa. Escape the tourist track and explore an authentic medieval-era town with deep roots in the arts. Learn about its connection to architect Arnolfo di Cambio and writer Carlo Collodi, author of Pinocchio, during an attraction-packed stroll.

Spend a couple of hours indulging your love of Tuscan wine and sharpening your tasting skills at Tenuta Torciano Vineyards. Begin with a quick walking tour of the estate while learning about the vineyard’s history, then enjoy a wine tasting and food pairing, a complimentary lunch, and lessons from an expert focused on wine etiquette and manners.

Explore the historic hill town of San Gimignano with this 2-hour walking tour. Learn about the many Medieval towers that give the town such a distinctive skyline.

San Gimignano, with its rural, hillside atmosphere, is a great place to sample Tuscan food and wine. This tour pairs Tuscan wine tasting with an elaborate Truffle-based meal at a family-run olive farm and vineyard. The meal is led by one of the farmers, who explains the characteristics of the wines and their organic production. The farm is within walking distance from the center of San Gimignano, so you can walk right over.

Tuscany is home to some of Italy’s most renowned cuisine and this tour is adapted for those with special dietary requirements. Enjoy a guided tour of the Tenuta Torciano Vineyards in San Gimignano, then visit the winery restaurant for a delicious 4-course lunch, accompanied by a wine tasting. Choose from a vegan, vegetarian, or gluten-free menu, depending on your preferences.

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.

Want to have an Elite Experience? Truffle is one of the rarest and delicious products of the world and tuscany is one of the main truffle exporters. That’s why we have decided to give importance to this typical product, entrusting it with a place of honor. The Experience will start with a tour of our vineyard and olive groves; following a member of the family will briefly introduce you few notions about truffles. During the experience, guests will learn the secrets of truffles, how to clean them and different ways to cook them. We will start with the preparation of antipasti, fresh homemade pasta and a second course that will include the preparation of pork filet with truffle slices and balsamic glaze flavored with truffle, and of course a tasty dessert. At the end of the afternoon in the kitchen, you will relax in one of our private and exclusive rooms while tasting all the things that you’ve cooked paired with our organic wines and extra virgin olive oils.

Want to have an Elite Experience? Truffle is one of the rarest and delicious products of the world. Italy is one of the main exporters of truffles. Tuscany is one of the most popular Italian regions where to find truffles. Is for all this reason that we decided to give importance to this typical product, entrusting it with a place of honor.