Top San Gimignano Half-day Tours

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.

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.

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.

Want to have an Elite Experience? Truffle is one of the rarest and delicious products of the world. Italy is one of the main exporters of truffles. Tuscany is one of the most popular Italian regions where to find truffles. Is for all this reason that we decided to give importance to this typical product, entrusting it with a place of honor.

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.

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.

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.

Want to have an Elite Experience? Truffle is one of the rarest and delicious products of the world and tuscany is one of the main truffle exporters. That’s why we have decided to give importance to this typical product, entrusting it with a place of honor. The Experience will start with a tour of our vineyard and olive groves; following a member of the family will briefly introduce you few notions about truffles. During the experience, guests will learn the secrets of truffles, how to clean them and different ways to cook them. We will start with the preparation of antipasti, fresh homemade pasta and a second course that will include the preparation of pork filet with truffle slices and balsamic glaze flavored with truffle, and of course a tasty dessert. At the end of the afternoon in the kitchen, you will relax in one of our private and exclusive rooms while tasting all the things that you’ve cooked paired with our organic wines and extra virgin olive oils.

It is not just about tasting. This unique, original experience will allow you to create your own wine with the help of expert oenologists when visiting some of the best wineries of Tuscany, choosing amongst five different grapes and create your own customized bottle with cap and tailor-designed label. Experts will guide customers step by step, learning how to give a certain character to your very personal wine. Inside an ancient room under the '700 villa, our winemaker will describe the different characteristics of the 5 grapes sampled directly from the oak barrels. Then you will try several blends and try then to create your “perfect” wine. The number of bottles ordered will be placed on a bottle rack for the maturation, which will take about 25 days. Once the maturation has been completed, the wines will be packaged with your personal label and shipped directly to your home. A full typical Tuscan lunch may be set up in the old Villa

What better place to join a wine tasting or a private dinner in Tuscany than in an authentic medieval private Tower. Strategically located in the Castle, in San Gimignano, our tower offers breathtaking views of the surrounding Tuscan land. In our private tower we ensure your celebration or event is perfectly tailored to your needs, from unique entertainment to specific dining requirements. Chigi Tower is the premier Tuscan venue for unique celebrations. The best way to savor every moment of sunset, enjoying delicacies, look out to a balcony and be there to observe the magnificent Duomo Square and the towers all around, while a couples of lovers holding hands in the narrow streets, getting lost and finding themselves in places full of charm and beauty. Dinner details and logistics at the Palace: Arrival: 18:00 PM and aperitif on the beautiful terrace of the tower. Dinner: the menu can be customized together with our chefs. on request it is possible to have a romantic harp live music.

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.