Top San Gimignano Sightseeing 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.

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.

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.

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.

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.

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.

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.

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 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.

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.

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.

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.

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

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.

Spend the day sampling and shopping for wines in the Tuscan countryside during this full-day tour designed with wine-lovers in mind. Travel through medieval villages to the Chianti wine region to Greve to explore. Tuscany’s famous dessert wine.

Get a personalized tour of San Gimignano during this 9-hour p excursion from the port of Livorno. With just your small group and dedicated driver guide, explore the squares of San Gimignano, Florence and stop for a visit of the Chianti Classico wine area. R-trip private transportation from a meeting point near the Florence train station included. Highlights 9-hour tour of the Tuscan San Gimignano region from Livorno Round-trip transportation from the Livorno port. Visit San Gimignano and learn about the historical town and the "Vernaccia" of San Gimignano, taste the world famous gelato. Visit the Chianti wine area and stop for a wine tasting. Visit the Piazzale Michelangelo to have some fantastic views of Florence. Visit the Duomo, Piazza Signoria and Ponte Vecchio. Have lunch in a local restaurant.

We will pick you up from the Livorno sea Port around 08.00am we will visit Siena and San Gimignano best sites

Escape to the rolling hills of Tuscany for a spectacular 9-hour excursion from Livorno Port. This tour is led by an English-speaking driver who will take you through the charming towns of Siena, San Gimignano, and Monteriggioni. Bask in the natural beauty of the Tuscan countryside, dotted with picturesque olive trees, vineyards, and beloved umbrella trees. With free wi-fi and a new Mercedes van, you'll ride in style on this unforgettable journey. Don't miss out on this exciting adventure.

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.

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

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.