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.

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.

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.

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 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.

Immerse yourself in a real Tuscan farmstead, starting with a private visit to the vineyard and olive grove, ending with a tasting of four organic wines, straight from the winery's own vineyards, plus our extra virgin olive oils. The tasting will be accompanied by bruschetta and local cheeses.

With medieval villages hidden among rolling hills and dense forests, the Tuscan countryside is an outdoor adventure-lover’s dream destination, with plenty of opportunities for exciting exploration. On this beginner rider’s tour, delve into the Tuscan wilderness on horseback and see the best of Tuscany from the saddle. With all safety equipment included on your tour, enjoy a scenic introduction to the sport of horse-riding.

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.

Enjoy a celebratory evening in Tuscany with a romantic dinner and wine tasting. After a relaxing walk around the historic San Gimignano property, settle into a delicious multi-course meal. Sample an appetizer of Tuscan cheeses, salami, and bruschetta before moving on to truffle lasagna, roasted meat, and vegetables, and a dessert of vanilla ice cream with Balsamic vinegar. Take a winery tour and taste current and vintage reserve wines.

Add a dose of adventure to your wine-tasting with this exhilarating horseback ride around a Tuscan vineyard. Gentle enough for beginning riders, the tour includes hands-on instruction. Discover scenic, hilly trails with your guide as you work up an appetite. Then, settle down for a four-course meal made from fresh regional products, from truffle lasagna to roasted meats. You’ll finish with a tasting of local reds and whites from the on-site winery.

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.

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.

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.

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.

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.

A wonderful walk along the Via Francigena to discover the most panoramic company "cru". We will talk about our reality and we will discover all the secrets that link native vines with a territory unique in the world. We will visit, if interested, the Parish Church of Cellole, one of the most beautiful and mystical Romanesque churches in the region. In the shade of an oak tree, with a breathtaking view of San Gimignano, we will taste 3 of our organic wines with Tuscan appetizers. Upon returning to the Company, visit our simple but professional wine cellar.

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.

In this private experience you will have the chance to experience a relaxing moment suitable for all ages. You will be in first person, accompanied by our staff and very nice dogs, to look for truffles in our truffle forest, next to the green vineyards in the Chianti countryside. You will experience unique emotions by learning to search, recognize and clean the precious truffles. During the truffle hunt, and the subsequent cooking class you will learn in first person to manipulate the truffle, making dishes with our cook who will teach you all the secrets of how to taste it, eat it or keep it. Have lunch in a tuscan winery, tasting the wines produced by the winery for over 13 generations. All completed by visiting the medieval city of San Gimignano, for shopping and to admire the wonders of history and the City. On request is possible to have an exciting Archery experience or an unbelievable Helicopter Wine Tour over San Gimignano and the Chianti's hills.

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.

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