Top San Gimignano Tours, Sightseeing & Cruises

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.

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.

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.

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.

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.

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.

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.

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.

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 an expert-led wine tasting. Sample a selection of three red and white wines, accompanied by regional specialties such as bruschetta and olive oil.

Set on a pretty hill just 2 miles (3 kilometers) from the heart of San Gimignano, San Quirico Winery is the ideal spot to discover the magic of Tuscan wine on a private tutored wine tasting. Tour the cellar, learn the basics of winemaking, then sample four delicious vintages alongside bruschetta, salami, and cheese.

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.

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 your creations for lunch or dinner. 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.

Tuscany is Italy’s gastronomic heartland and a cooking class is the perfect way to discover the region’s rich culinary traditions. On this 3-hour small-group cooking class, pick up tips and techniques from a local chef; create traditional recipes such as antipasti, bruschetta, and pasta dishes; then tuck into a delicious homemade lunch or dinner, accompanied by Tuscan wines.

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.

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.

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.

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.

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.

Our San Gimignano tour includes: - Delivery of your Vespa (125cc, automatic gears) at hotel Villa Ducci - Technical and informative briefing. - Half day guided driving. - A stop in Monteriggioni where you can relax, stretch and visit the town. - Aperitif at hotel Villa Ducci when tour finished. Kalitumba Tours offers you to see Tuscany through the eyes of a real local on a Vespa. Experience the Italian lifestyle in a unique way and enjoy 'La Dolce Vita Italiana'. We have selected the most scenic and calm routes for you to ride, and suggest the most cosy and qualitative restaurants to enjoy. After the tour you can taste an Italian aperitivo; the famous 'Vernaccia di San Gimignano'. This will be offered by us to wind down and relax after your Tuscan Vespa tour at hotel Villa Ducci, which will be the point of departure and return.

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.

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.

Discover the sights and flavors of Tuscany by bike on a private 6-hour tour. Set along gentle roads and trails, the countryside excursion is the perfect way to immerse yourself in the region’s world-famous landscape. Pedal your way to a traditional family farm and wine cellar. There you enjoy a filling meal paired with four different wines. Sample honey and homemade olive oil with bruschettas, cold cuts, and more.

Take this half-day tour and get a comprehensive introduction to the rich wine and food tradition of the area. Tuscany is known all over the world for the production of Brunello di Montalcino wine. Departing from San Gimignano, you'll reach the area called Val D'Orcia, here you'll start the visit to Montalcino and its beautiful landscape. Close to Montalcino, you'll stop in a historical winery where you'll join a wine tasting. During the wine tasting, you'll have the chance to taste one of the most famous and renowned wines. "Brunello di Montalcino" as Italian called this amazing wine, is one of the most delicious wines in Tuscany. if you'll visit this region you can't leave it if you didn't taste this wine. Then you'll explore Montalcino and its fortress, here you'll spend some free time before coming back to San Gimignano.

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.