Top San Gimignano Half-day Tours

Explore the Tuscan countryside near San Gimignano on a classic Ape Calessino—a 3-wheeled Italian tuk-tuk. Depart from San Gimignano or nearby and travel the panoramic roads of Tuscany and the Chianti hills, passing vineyards, cypress forests, and rural houses. Stop at a local winery for an authentic Tuscan meal with wine and olive oil tastings.

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.

Visit two Tuscan wineries without having to worry about designating a driver by opting for this tour that includes transportation. Immerse yourself in the Chianti wine region as you sample a variety of wines. Discover the art of winemaking through tastings while enjoying the scenery of the Tuscan countryside. Then head to San Gimignano to spend some time exploring its medieval ramparts.

Step into the Middle Ages on this 2-hour private tour of San Gimignano, one of Italy’s most stunning medieval villages. Stroll through historic squares, admire ancient towers, and choose to visit the majestic Cathedral at Piazza delle Erbe or climb the Big Tower for breathtaking views. Discover local traditions, art, and flavors, including award-winning gelato and DOCG Vernaccia wine.

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.

Our San Gimignano Food Tour is a walking tour in small groups around the old town. The tourist is guided by a Local Expert able to explain every detail of the selected restaurants, their preparations, and the relevant history/curiosities. Our tours are a mix of high-quality gastronomy as a way of showing San Gimignano culture and lifestyle and a walking experience together with a local friend. Have a full meal in at least 4 stops: you will get the chance to try some of the most iconic San Gimignano dishes, such as wild boar cured meats, local pici with tomato sauce and pecorino, schiacciata with cured meats, and of course, Vernaccia wine!

Enjoy sky-high views over the Piedmont hills without the hassle of navigating unfamiliar roads at dawn on this hot air balloon flight, with an upgrade to include round-trip transfers from Milan. Enjoy the ease of hotel pickup and marvel at the vineyard-covered hills and Alpine peaks from the unique vantage point of a hot air balloon. On landing, toast your experience with a glass of sparkling wine or juice before heading back to Milan.

During an e-bike tour in Certaldo, you will experience a perfect blend of medieval history, breathtaking landscapes, and authentic Tuscan culture. This area is ideal for cycling, thanks to its rolling hills, scenic country roads, and charming historic center. Certaldo Alto – The Medieval Heart One of the highlights of the tour is reaching Certaldo Alto, the beautifully preserved hilltop medieval village. Here you can explore: Narrow brick-paved streets, ancient walls, and historic gateways Palazzo Pretorio, the symbol of medieval civic power, decorated with coats of arms and frescoed rooms The House of Giovanni Boccaccio, birthplace and home of the famous author of The Decameron Historic churches such as Saints Jacopo and Filippo, where Boccaccio is buried From the village, you’ll enjoy stunning panoramic views over the Val d’Elsa countryside. Tuscan Countryside Riding Outside the town, the route continues through classic Tuscan scenery: Vineyards, olive groves,

Once the tour is booked, you can go to the rental point to pick up the bicycles and start the experience with the virtual guide, which accompanies you step by step along the route. The loop tour starts from Certaldo and covers about 28 km with 400 m of elevation gain, on a scenic and pleasant route through the hills of Val d'Elsa. The route alternates quiet secondary roads, rural stretches, light dirt roads, and regular ups and downs, crossing vineyards, olive groves, and estates. One of the most evocative spots is near the Chapel of Saint Michael the Archangel in Semifonte, surrounded by vineyards and vast views of the Tuscan countryside. Along the route there are several ideal spots for a break or some photos. The final part leads to Certaldo Alto, the medieval village that overlooks the valley and represents one of the most scenic moments of the tour, before returning to the starting point

Discover the magnificent architecture of the Renaissance on this full-day tour from Florence to Pisa and Lucca. Explore the famous marble monuments of Pisa’s Piazza dei Miracoli with a guide, including the city’s grand cathedral and vaulted cemetery. For the ultimate Pisa experience, climb the famous leaning tower and soak up panoramic views. After a stop at a local vintner’s shop for wine tasting, continue on to the medieval walled city of Lucca, where you’ll enjoy free time to stroll the well-preserved streets and squares your own.

On this wine-tasting tour, you will sample some of the region’s best Tuscan wines. Every glass is perfectly paired with local cured meats, cheeses, and a homemade pasta dish, or a full course meal, depending which wine tasting experience you choose (please inform us if you have any dietary restrictions).

Enjoy an authentic Tuscan cooking experience at a family-run agriturismo and winery in the countryside of San Gimignano, where traditional recipes, local ingredients and the pleasure of sharing food come together. Step into a welcoming family kitchen and discover the true spirit of Tuscan cooking through hands-on preparation of classic recipes. Learn how simple, seasonal ingredients are transformed into homemade dishes while discovering the culinary traditions and stories behind them. The experience combines cooking, wine and conviviality, giving you the opportunity to prepare fresh homemade pasta, focaccia with seasonal toppings and traditional tiramisù. After cooking, sit down and enjoy the dishes you have prepared, accompanied by a tasting of four wines produced on the estate and the estate's extra virgin olive oil. More than a cooking class, this is a chance to experience Italian food culture as locals do: around the kitchen, sharing recipes, stories, laughter and time together.

Discover the most beautiful places of San Gimignano and the surrounding Chianti area starting from Pisa with our professional photographer and our guide who will take you wonderful photos in the village and on the hills among the vineyards. You will not be a passive spectator, but you will be the center of attention, free to enjoy the experience without hindrances such as cameras and various devices. Once the tour is over the photographic material will be shared telematically already edited. The tour lasts 6 hours including pick up and drop off by private car, 2hrs in San Gimignano

Get out into the Tuscan countryside on a small-group horseback riding tour near Montieri. Ride through charming towns, verdant meadows, and pretty woods with your guide. Best for riders with at least intermediate experience.