Top San Gimignano Holidays - page 2

This experience uniquely combines the ancient art of falconry with Tuscany’s rich culinary traditions, all in the stunning setting of Podere La Marronaia. What makes this experience special? - Interactive falconry session: Watch hawks, falcons, and owls in flight and even hold a bird of prey. - Expert-guided insights: Learn about the history and techniques of falconry from skilled falconers. - Authentic Tuscan Merenda Break: Enjoy a tasting of organic wines, extra virgin olive oils, and balsamic vinegars paired with bruschetta, cheeses, and cured meats. - Breathtaking countryside setting: Admire panoramic views of the Tuscan hills and San Gimignano’s medieval towers. A perfect blend of nature, history, and gastronomy, offering an unforgettable Tuscan experience.

Escape to the heart of Tuscany with a private vineyard experience in San Gimignano. Discover the secrets of biodynamic winemaking and olive oil production at a historic family-run farm. Enjoy a guided tasting of organic wines, extra virgin olive oils, and balsamic vinegar, paired with a delicious farm-to-table Tuscan meal.

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 tasting of the four wines and their combinations will be presented and served in our equipped and comfortable tasting room, where all our guests, even if spaced and safely, can enjoy a convivial and unique experience! For all those who have particular diets or intolerances, upon notice at the time of booking in the "notes" field, we are able to meet most dietary needs. The price of the tasting includes everything: tasting, water and food pairings. The structure of the Rocca di Montestaffoli does not provide bar service (coffee, tea, soft drinks, spirits, packaged foods, etc.) It is also possible to participate in the tasting with children. Their participation is free. We remind you that by law it is not possible to give alcohol to minors.

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.

Experience the authentic flavors of Tuscany with a guided winery tour and tasting in a stunning San Gimignano vineyard. Sample five premium Tuscan wines paired with bruschetta drizzled in estate-produced olive oil. Families are welcome—while adults enjoy the tasting, kids can visit friendly farm animals, sip fresh juices, and unleash their creativity in the interactive “Paint Your Own Wine Label” activity. A perfect blend of culture, flavor, and fun for all ages!

✅ Saffron-Themed Tuscan Lunch – Enjoy a four-course meal featuring San Gimignano’s prized saffron. ✅ Exclusive Wine Pairing – Each dish is complemented by a selection of organic wines that tell the story of our family. ✅ Olive Oil & Balsamic Vinegar Tasting – Discover the richness of our estate-produced extra-virgin olive oils and aged balsamic vinegars. ✅ Biodynamic Farming Insights – Learn about our sustainable production methods and the history of our farm. ✅ Authentic & Family-Led – Be welcomed by our family for a truly personal and immersive experience. ✅ Breathtaking Countryside Setting – Dine on a rustic farm overlooking vineyards, olive groves, and the Tuscan hills.

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.

Bus tours can make many stops in a short amount of time, but they can be plodding affairs and leave travelers feeling out of touch with the landscapes they drive through. This tour—which takes to the roads of the Chianti region on vintage Fiat 500s—allows visitors more fun and the chance to drive themselves while they follow a guide. Pass medieval villages, rolling countryside, and wineries, and stop for a Tuscan lunch and wine tasting.

Discover the sights and flavors of Tuscany by e-bike on a private Chianti cycling tour. Meet your cycling guide directly at the starting point or choose pickup at your San Gimignano hotel. Then set off along quiet roads and trails, 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 featuring local specialties and paired with the estate's own wines.

Enjoy an authentic local experience that many travelers to Italy miss. Visit a small family vineyard to learn about the property and its grape varietals, and to visit the wine cellar. You'll learn more about Italian wines as you enjoy appetizers prepared with local products and taste three different wines produced at the estate.

The 15-minute flight offers stunning views over Tenuta Torciano and its vineyards, passing over San Gimignano, Certaldo, and the Chianti vineyards. Upon landing, you'll return to Tenuta Torciano. Here, our wine instructor will greet you with a glass of wine and introduce you to the company's history. You will tour the cellars, barrel room, vineyards, and gardens. Depending on the season, you'll enjoy a delicious lunch either in the vineyard or in a private room inside the cellar. The lunch experience includes a vertical tasting of traditional Tuscan gourmet products, featuring special vintages and limited editions. During this time, you'll learn how to properly pair food and wine. The helicopter tour, visit, and lunch will take around 3 hours. - Appetizer: typical Tuscan cold cuts and cheeses with local bruschette - First Course: truffle lasagna or Tuscan ribollita with vegetables - Second Course: roastes meat with vegetable side dish - Dessert: cantuccini biscuits with dessert wine

Tenuta Torciano welcomes small and large groups to the winery offering the unique options below. Large groups are considered small groups from 8 to 15 people and large group to be 15 or more guests.

Soak up the local vino and small-town charm of San Gimignano on this wine tasting trip from Siena. Explore San Gimignano first at your leisure, spotting landmarks such as the Collegiata and Pizza del Duomo while strolling the medieval streets. Afterward, travel deeper into the Tuscan hills, and enjoy an intimate winery tour. Sip and swirl Chianti blends with an inside look at the winemaking process.

Podere La Quercia offers an intimate and personal experience hosted directly by the producer. With limited capacity and reserved tables for each booking, guests enjoy a relaxed atmosphere and genuine connection to the wines and the land. This is not a technical wine lesson, but a sensory journey through local flavors, stories and traditions. Ideal for travelers seeking authenticity, tranquility and a truly Tuscan countryside setting.

An approach to tasting our wines with a focus on food-wine pairing. Suggestions and experiences in a glass, to become a real taster.

Cook Tuscan classics in this immersive 4-course class set in the rolling hills of San Gimignano at a charming local estate. Hosted through Cozymeal, this hands-on experience combines heartfelt storytelling with regional recipes passed down through generations. Menu - First course: Pappa al pomodoro — tomato and bread soup flavored with garlic and basil - Second course: Chicken cacciatora — a rustic red wine stew with vegetables - Third course: Grandma’s lasagna — baked layers of ragù, pasta sheets and creamy béchamel - Dessert: Tiramisu — layered with mascarpone, espresso and cocoa Paired with tastings of estate wines, olive oils and balsamic vinegar, this experience offers the perfect blend of flavor, history and Tuscan charm.

A relaxed Tuscan light lunch just steps from San Gimignano’s historic center. A moment to slow down, sit, and enjoy a balanced combination of wine and traditional flavors in an authentic and welcoming setting. What makes it special: Easy and enjoyable light lunch experience in the heart of Tuscany Guided tasting of 5 wines, from sparkling to Chianti and Supertuscan Selection of olive oils and balsamic vinegars Traditional Tuscan appetizers with cured meats, cheeses, and bruschetta Homemade lasagna as a warm first course Dessert with Vin Santo to complete the experience Perfect for a midday break that combines taste, simplicity, and the true spirit of Tuscan hospitality.

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.

Choose a guided e-bike tour with a local expert or enjoy the freedom of an independent e-bike rental. Ride along an easy scenic route through vineyards and rolling hills, discovering San Gimignano and other charming Tuscan villages. Along the way, stop at a Tuscan winery for lunch, including three red wines, bruschetta, local cheeses, and pasta. If you choose the solo rental option, you can enjoy the same stunning route independently, riding at your own pace and discovering the area in full freedom.

Let's go hiking through the vineyards of our estate! You will discover fields, vines, about the oil and wine production.

An elegant introduction to Poggio ai Laghi, just minutes from San Gimignano. Set among rolling Tuscan hills and vineyards, this experience offers a relaxed and authentic atmosphere where time slows down and every detail reflects local tradition. What makes it special: Panoramic countryside setting near the historic center Guided tasting of 5 wines, including Chianti Classico, Riserva, and Supertuscan Selection of premium olive oils and balsamic vinegars Traditional Tuscan food pairing with cured meats, bruschetta, and local specialties Dessert with Vin Santo, for a complete gastronomic journey A refined yet welcoming experience, perfect for those who want to discover the true flavors of Tuscany in a single, memorable tasting.

Immerse yourself in the heart of Tuscany with a wine experience set in the scenic hills near San Gimignano. Begin with a warm welcome and an introduction to the estate, followed by a guided tour through the historic wine cellar, where traditional methods and passion come together. Enjoy a curated tasting of local wines, each paired with typical Tuscan products like cheeses, salumi, and fresh bread. The experience continues with a relaxing lunch on a panoramic terrace overlooking the vineyards. This journey offers not only authentic flavors, but also a deep connection to the land, its rhythms, and its winemaking heritage—a perfect escape for wine lovers and curious travelers alike.

A deeper and more refined tasting in the heart of San Gimignano. Surrounded by vineyards and just minutes from the historic center, this experience offers an immersive journey into the most prestigious expressions of Poggio ai Laghi. What makes it special: Elegant setting among the Tuscan hills Guided tasting of 5 wines, including Chianti Classico and Supertuscan Exclusive selection featuring 100% Sangiovese and Merlot wines Premium olive oils and balsamic vinegars Traditional Tuscan food pairing with local specialties Dessert with Vin Santo for a complete experience A richer and more structured tasting, perfect for those who want to explore the depth and character of Tuscan wines.