Top San Gimignano Seasonal & Special Occasions - page 2

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.

Discover the essence of Tuscany on this immersive wine tour through the beautiful Chianti region. Visit three distinct wineries, where you'll explore traditional vineyards and enjoy multiple tastings of exquisite Chianti wines. With a knowledgeable guide leading the way, you’ll learn about the art of winemaking while soaking in the stunning countryside views. Perfect for adults seeking a delightful day of wine and camaraderie.

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!

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.

Indulge in a private truffle-based lunch in an authentic Tuscan setting at a family-run biodynamic farm near San Gimignano. Begin with an introduction to the farm’s sustainable agricultural methods, learning about biodynamic winemaking and olive oil production. Then, savor a carefully curated meal featuring truffle-infused dishes, paired with organic wines and extra virgin olive oils produced on-site.

An authentic Tuscan cooking experience in the historic countryside of San Gimignano, along the ancient Via Francigena route, where guests prepare fresh handmade pasta in a panoramic rural setting surrounded by vineyards and rolling hills. Small groups from 2 to 6 participants, relaxed convivial atmosphere, and a shared Tuscan lunch paired with selected local wines.

An intimate Tuscan dinner experience in the heart of San Gimignano. As the day fades, the cellar becomes a quiet and atmospheric space where wine, food, and tradition come together in a refined evening setting. What makes it special: Warm and intimate evening atmosphere just steps from the historic center Guided tasting of 8 wines, including Chianti Classico Riserva, Supertuscan, and exclusive labels Selection of premium olive oils and balsamic vinegars Traditional Tuscan dinner with appetizers, homemade lasagna, and a typical meat course Dessert with Vin Santo for a complete dining experience A rich and immersive journey, perfect for those who want to experience Tuscany through its flavors, in a setting of quiet elegance.

Hop on a scooter to explore the rolling landscapes of Chianti on this 7.5-hour Vespa tour from San Gimignano. Settle on a Vespa and ride around vine-coated hills, cypress groves and old villages, soaking in the views of this famous wine producing region. Your tour includes a wine tasting and lunch, plus the option to ride as a passenger with an escort driver or to upgrade to drive your Vespa.

Getting around Tuscany by public transport or a rental car can seriously eat into your sightseeing time. Make the most of your day at port with this private shore excursion that includes time-saving transportation to Volterra and San Gimignano. Enjoy free time in both towns to sightsee and shop, plus break up the day with a traditional Tuscan lunch at a family farm.

Tuscany is Italy’s gastronomic heart and this full-day tour from San Gimignano is the ideal introduction for traveling foodies. Sample regional wines and Tuscan specialties at a Montalcino winery; enjoy a self-guided tour of Montalcino fortress; taste regional delicacies such as Pecorino cheese in Pienza; and discover the famous Nobile di Montepulciano wine at a Montepulciano winery.

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

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

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.

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.

Sip, swirl, and savour six delicious wines on a small-group tasting tour in San Gimignano. Learn how grapes become wine from a local expert as you enjoy paired bites and ask questions. Share tasting notes with your group and pick up insights you might otherwise miss. This one-hour tour is perfect for fitting into a busy day exploring the surrounding area of the beautiful region.

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.

The Cesani family and our staff are pleased to welcome you to Pancole, just 5km from the historic center of San Gimignano, where you will have the opportunity to sit down and taste the company's products presented with competence and passion, and thus have the opportunity to know the history, the production process and the organoleptic characteristics of all the products that the Cesani family offers. The tasting includes 5 wines of our production (2 Vernaccia di San Gimignano, 3 Red Wines) and our extra-virgin olive oil. The type of wines offered may vary according to availability. A taste of pecorino and other traditional goodies will accompany the wine presented. The guided tour of the modern and rational company cellar will allow you to discover that tradition and technology are an inseparable combination for the production of great wines from organic grapes. Simplicity and professionalism are fundamental characteristics for obtaining products of the highest quality.

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!

Run from a young team, Tenuta di Mensanello is a still authentic farm with the production of wines, beers and extra virgin olive oil. The activity shows how we work, our methods, our reality. At the end is possible to taste 3 wines and 3 oils guided by a sommelier.

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.

Discover the charm of San Gimignano on this private culinary experience. Guided by a family member who shares stories and insights into their sustainable craft, you'll taste and learn about this special region. Then, savor a private tasting featuring organic wines, premium extra virgin olive oils, and a freshly prepared farm-to-table meal. It's the perfect way to immerse yourself in the flavors and traditions of Tuscany.

Master the art of Italian pizza in this vineyard cooking class located at a charming winery in San Gimignano. Hosted through Cozymeal, this experience combines hands-on pizza-making with guided wine and olive oil tastings for the ultimate Tuscan feast. Menu - First course: Pizza Margherita — with tomato, mozzarella and fresh basil - Second course: Pizza Napoli — with anchovies and capers - Third course: Pizza Quattro Stagioni — featuring artichokes, mushrooms and prosciutto - Dessert: Housemade dessert — paired with Tuscan dessert wine With vineyard scenery, expert guidance and generous wine pours, this class offers authentic flavors and unforgettable memories in the heart of Tuscany.

Experience the beauty of Tuscany aboard a vintage Fiat 500 as you explore the scenic Chianti countryside. Travel through rolling hills, vineyards, olive groves, and charming medieval villages in a convoy of classic Fiat 500s driven by professional drivers. Along the way, stop at panoramic viewpoints and visit local wineries for guided tastings of Chianti wines, extra virgin olive oil, and balsamic vinegar. Enjoy a traditional Tuscan lunch at a winery, featuring local specialties and regional wines. Throughout the day, your tour leader will share stories and insights into Tuscan culture, making this a unique, authentic, and unforgettable Tuscan experience.

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.