Top San Gimignano Tours, Sightseeing & Cruises

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.

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.

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.

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.

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.

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.

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.

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.

We were born here in Tuscany, we rent our e-bikes at discounted prices. We will provide you with all the information about our places and the best itineraries, both for beginners and for the more experienced. Cycling in our countryside is something unique. Like in a movie ....

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 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.

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 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.

The hill towns of San Gimignano and Monteriggioni are two of the most scenic in Tuscany, but visiting by public transportation can be a chore. With this tour, hop on an iconic Vespa scooter and zip through the Tuscan countryside Italian-style. Follow your guide along a scenic road from “San Gim” and take a break for a stroll in the medieval village of Monteriggioni before the return ride and a celebratory aperitivo.

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.

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

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.

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.

This Hilly medieval city is famous for its Romanesque and Gothic architecture, with outstanding examples of secular buildings as well as churches and well-known as a town of fine towers. The historic center of the city has been recognized as a UNESCO World Heritage Site, offering visitors the chance to step back in time while enjoying its local products, including saffron and its white wine. Explore the hill town of San Gimignano and discover many Medieval towers that give the town such an unforgettable 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.