Top San Gimignano Wine Tasting Tours - page 2

If you love wine or simply want to learn more, this exclusive Super Tuscan tasting offers a deep dive into one of Tuscany’s most renowned wines. A member of our family will introduce you to the history and characteristics of Super Tuscan wines, explaining what makes them unique. This experience offers a guided journey through flavors, aromas, and winemaking traditions unlike standard tastings. Set in a stunning location overlooking San Gimignano, you’ll enjoy a curated selection of Super Tuscan wines and extra virgin olive oils, paired with delicious Tuscan snacks that enhance the tasting. What makes this experience special? - A guided introduction to Super Tuscan wines - A tasting of premium wines and extra virgin olive oils - A selection of Tuscan snacks to complement the flavors - A breathtaking setting with views of San Gimignano - An intimate and relaxing atmosphere - A perfect experience for both wine lovers and beginners.

Connect with a farming family just outside San Gimignano to enjoy a guided visit of the vineyards and olive groves and learn about the estate’s wine and olive oil production. Join your hosts for a private stroll through the farm, taking in views over the hills and the towers of San Gimignano. Then sample four of the farm’s own organic wines plus olive oil, served with Tuscan pecorino cheeses and bruschetta.

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.

100% Organic & Family-Run: You won't find a corporate atmosphere here. We are a real working farm, and we share the same passion for sustainability that we put into every bottle of our organic Chianti Classico. The "Zero-Meter" Connection: Our tasting terrace overlooks the exact vines your wine came from. You can trace the entire journey of the grape—from the soil beneath your feet to the glass in your hand. Small-Scale Intimacy: We prioritize quality over quantity. Our groups are kept small to ensure you have plenty of time to ask questions, savour, and truly soak in the silence and colors of the Chianti countryside.

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.

Indulge in a 3-hour family Tuscan cooking class and treat your taste buds to a delectable pasta or bruschetta experience. This typical Tuscan kitchen provides views of vineyards and olive trees as you discover the coveted secrets of Tuscan cuisine. Organic wines accompany you throughout the journey, heightening every aroma and flavor. Immerse yourself in the simplicity of fresh ingredients and fall in love with Tuscan flavors. Join for a tantalizing cooking adventure and a wine-tasting experience of a lifetime.

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia vineyard, it provides a deep connection to the land, traditions, and flavors of Tuscany. You’ll start with an insightful introduction to our biodynamic winemaking and olive oil production, learning the passion behind every bottle. Then, enjoy a private wine and extra virgin olive oil tasting, paired with a delicious Tuscan lunch or dinner, all while admiring the stunning views of San Gimignano’s famous towers. What makes this experience special? - A private setting in one of San Gimignano’s oldest Vernaccia vineyards - A guided tasting of organic wines and extra virgin olive oils - A farm-to-table Tuscan meal prepared with fresh, seasonal ingredients - A cozy yet elegant atmosphere, perfect for relaxation - An unforgettable journey into the heart of Tuscan flavors and traditions.

Enjoy a celebratory lunch in Tuscany with a four-course meal and wine tasting at the atmospheric Torciano Wines Private Reserve. Stroll the property while admiring the vineyard-draped hills and olive groves. Snack on an appetizer of Tuscan cheeses, salami and Bruschetta before a delicious lunch of truffle lasagna, Tuscan ribollita, roasted meat, and potatoes. Then, savor an after-lunch treat of Cantuccini with dessert wine and a sampling of reserve wines.

Other than enjoying a delicious typical lunch of local products and dishes, you will be surrounded by the splendid and charming landscape made of gardens and vineyards rows, which so quaintly characterize Tenuta Torciano Estate. The meal includes a farm-to-table lunch of local cold cuts, pecorino cheese and tomato bruschetta, followed by homemade lasagna and ribollita soup, and many other traditional dishes of Tuscan and Italian cuisine. Get ready to spend a wonderful time in the middle of Tuscan countryside!

See Tuscany in classic Italian style by exploring the bucolic region in a vintage Fiat 500. Take the wheel of the classic Italian automobile then ride to the stunning hilltop town of Monteriggioni, cruise through the rolling hills of Chianti, and stop at a local vineyard for a hearty lunch of local fare.

A sunset dinner with panoramic views over San Gimignano. As golden light falls over the medieval towers, the terrace becomes an intimate setting where wine, cuisine, and landscape come together. What makes it special: Exclusive panoramic terrace at sunset overlooking San Gimignano Guided tasting of 8 wines, including Chianti Classico Riserva and Supertuscan Selection of premium olive oils and balsamic vinegars Full Tuscan dinner with appetizers, homemade lasagna, and a traditional meat course Dessert with Vin Santo to conclude the experience A refined and atmospheric evening, perfect for those who want to experience Tuscany at its most scenic and authentic moment.

Guided small group tasting in the countryside of San Gimignano, designed for those who want to understand Tuscan wine in a simple and authentic way. The experience is conducted by a local sommelier and combines tasting of wines representative of the territory with an accessible story about vines, landscape and traditions. Ideal for those visiting San Gimignano and looking for a relaxed, convivial and cultural moment, away from standardized tastings and crowded settings.

Skip the busy cooking classes and instead opt for a private culinary immersion in San Gimignano. At a local’s home, benefit from the undivided attention of your instructor as you learn to prepare three traditional dishes, before dining with the family. Few travelers get the opportunity to enjoy such an intimate experience.

Take a deep dive into Tuscany’s traditional cuisine with this farmhouse cooking class. Connect with a local host and learn how to prepare a number of classic Tuscan dishes in her family kitchen, based on recipes passed down through the generations. Roll up your sleeves and make a selection of starters, first and second courses, and dessert, then sit down to a celebratory meal featuring the fruit of your labors.

A few steps from San Gimignano do not miss a special food and wine experience: a tasting of the best Chianti wines with lunch included and grappa tasting!

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.

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.

Step off your ship and into a waiting vehicle for a private tour of Siena and San Gimignano. Enjoy the drive through the Tuscan countryside to bustling Siena, walk its winding streets with your guide, visit the Duomo and central square, famous for the annual horse race. Next, head to the charming UNESCO-listed town of San Gimignano and immerse yourself in its medieval surroundings before returning to port in Livorno.

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 enjoy a homemade meal, accompanied by Tuscan wines.

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.

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.

Take a break from sightseeing and connect with a local farming family just outside San Gimignano to tour their vineyards and olive groves. Learn how organic wine and extra-virgin olive oil are produced from your host and enjoy a relaxed tasting of both of these iconic Tuscan delicacies in the farmhouse garden overlooking the rolling hills and towers of San Gimignano.

For a taste of Tuscany, book this private vineyard tour that takes you behind the scenes to learn about wine production. You’ll have a private guided tour, where you can ask questions, sample wines, and learn about the vineyard and farm’s history. Then you’ll sit down to a private tasting, paired with local cheese, cold cuts, and bruschetta.

Tasting of organic extra virgin olive oil of our production, from hand-picked, cold-pressed olives and tasting of the symbolic wines of our land: from Vernaccia di San Gimignano to Chianti Classico. All accompanied by preserves, jams, cheeses and typical products to guarantee a bite of Tuscany at every bite.