Top San Gimignano Walking Tours

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.

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.

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.

See the sights of San Gimignano, whose historic center is a UNESCO World Heritage Site, on a guided walking tour. You'll have the chance to admire the Tuscan scenery from the hilltop town, which is known for its Etruscan history and medieval architecture.

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.

Discover the art of pasta making and other Italian cooking techniques at a 2-hour class in Tuscany. Visit a winery and learn to create three varieties of pasta plus other Tuscan classics, with guidance from a chef. Then, savor the recipes cooked by our chefs. Afterward, enjoy an estate tour and tastings of 15 home-made winery products, including wines and olive oils. Choose a lunchtime or evening class, with no hotel pickup or drop-off included.

Taste Tuscan wine at the source with a vineyard tour and light lunch. Explore beyond the center of San Gimignano and visit an organic farm where grapes and olives are grown. Learn about how wine is made and meet the people behind the winery. Sample extra virgin olive oils along with a lunch that includes bruschetta, pasta, and a selection of pecorino cheeses.

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.

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

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.

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.

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.

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.

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.

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.

The contact with nature and with truffle dogs makes it a unique experience of its kind. It is very fun and special.

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.

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.

This tour is not a simple wine tasting, but you will have the opportunity to be accompanied by the producer in the vineyards and in the cellar, to get to know the viticulture and winemaking techniques

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.

Treat yourself to an epic 1.5-hour adventure in San Gimignano. With your very own personal guide, venture through the legendary hills of this majestic medieval town, renowned for its impeccable Romanesque and Gothic architecture. Bask in the glory of secular buildings and charming churches, stopping to sample local saffron and white wine. This UNESCO World Heritage site promises a nostalgic step back in time, not to mention views of the astounding medieval towers that adorn the 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.

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.