San Gimignano isn’t just about its famous towers or medieval charm — it’s also a fantastic spot for food lovers. Since the surrounding countryside is dotted with small, family-run farms and vineyards, it’s no surprise that local food and drink are front and center here. We particularly love the Wine and Food Tasting in an Organic Family Winery for that authentic, behind-the-scenes look at Tuscan life. Imagine wandering through organic vineyards, sampling wines crafted with care, and pairing them with local cheeses and olive oils — it’s a true taste of the region. For a more interactive experience, the Vegan Tuscan Cooking Class offers a chance to learn how to make pasta from scratch, then enjoy what you create in a rustic kitchen while sipping local wine. And for those eager to deepen their wine knowledge, the Food and Wine Lesson and Wine Tasting in San Gimignano provides a structured, educational approach to understanding the region’s wines and aromas.
If you’re planning a trip, these tours give you a delicious way to explore Tuscan culture beyond just sightseeing. Whether you want to sip organic wines on a family farm, learn how to cook vegan pasta, or deepen your wine appreciation, there’s a memorable experience waiting in San Gimignano.
1. Wine and food tasting in an organic family winery

At number 1 on our list, the Wine and Food Tasting in an Organic Family Winery offers an authentic peek into Tuscan winemaking. This tour is perfect for those who want more than just tasting wine — you’ll visit a traditional farm just outside San Gimignano, exploring the gardens, vineyard, olive groves, and even the vinsantaia, the aging room for sweet dessert wines. The hosts are a family with a passion for organic farming, and their welcoming attitude makes the experience special. The tasting includes eight wines — reds, whites, and rosés — all from their own production, paired with their own olive oil, cheeses, and cold cuts.
What makes this tour stand out is the combination of a relaxed, intimate farm visit with the chance to sample top-quality wines that reflect the Tuscan terroir. Many reviews highlight the warmth of Orlando and his family, with one saying, “Our favorite day in Italy so far!” The tasting concludes with Vinsanto del Chianti, a rich dessert wine, paired beautifully with cantucci biscuits. This experience is ideal for wine lovers who appreciate organic farming and authentic family-run estates.
Bottom line: For around $105, you get a comprehensive look at organic winemaking, paired with excellent local foods — a genuine taste of Tuscany that’s both educational and memorable.
2. Food and Wine Lesson and Wine Tasting in San Gimignano

At number 2, the Food and Wine Lesson and Wine Tasting in San Gimignano offers a more structured, educational approach for about $77 per person. The tasting takes place in a dedicated, comfortable room, where you’ll sample six different wines along with carefully curated food pairings. The focus here is on learning — guests will discover the aromas and flavors that define Tuscany’s wines, making the experience both fun and informative.
This tour is especially great if you’re curious about wine production or want to sharpen your tasting skills. With only a few participants, the class feels personal and engaging. The host emphasizes the importance of aromas and flavor combinations, building a solid foundation for understanding Tuscan wines. The reviews praise the aroma training, with one guest saying, “The lecture and aroma training was so valuable.” It’s perfect for those who enjoy a hands-on, interactive experience rather than just sipping wine passively.
Bottom line: This tour offers excellent value for anyone eager to deepen their wine knowledge in a relaxed, friendly setting.
3. Vegan Tuscan Cooking Class

Number 3 is the Vegan Tuscan Cooking Class, a hands-on experience that combines food, wine, and local ingredients. For about $196, you’ll learn to prepare three types of pasta — such as pici, tagliatelle, and gnocchi — along with traditional sauces, in a rustic family kitchen. Your host will take you to visit their vineyard and olive grove beforehand, then lead you through the cooking process. The class ends with sitting down to enjoy your creations, paired with local wines and olive oil.
What makes this class unique is the focus on vegan options, without sacrificing flavor or authenticity. Guests rave about Leonardo, the instructor, noting his patient, thorough teaching style. The setting — a family home with stunning views — makes it feel like cooking with friends. The entire experience is a wonderful way to connect with Tuscan food culture while honing your culinary skills. Plus, you get the satisfaction of eating everything you cook.
Bottom line: If you love hands-on cooking, want to learn vegan Tuscan recipes, and enjoy wine and olive oil tastings, this class delivers a full, authentic experience.
4. 5 hour cooking class with traditional food

Rounding out our list at number 4 is the 5-hour cooking class with traditional food. For about $163, you spend an immersive afternoon creating a variety of dishes, from tiramisu to colorful pasta shapes, in a welcoming home environment. Led by Bina and her family, this experience emphasizes shared learning and local flavors. You’ll start by making dough for pizza and pasta, then enjoy a meal together, featuring the dishes you prepared.
The long duration means you get a comprehensive taste of Tuscan culinary traditions. Reviewers mention Bina’s warm hospitality and the fun energy in the kitchen. It’s ideal for groups or couples wanting a deeper, more social cooking experience. The focus is on creating lasting memories through shared food and learning.
Bottom line: If you’re looking for a hearty, multi-course cooking experience with a friendly family atmosphere, this class offers both fun and flavor.
How to Choose the Right Food Tour in San Gimignano
When selecting a food experience, consider your priorities: budget, time, interests, and physical activity level. If you want a relaxed introduction to local wines with organic farm visits, the Wine and Food Tasting in an Organic Family Winery might suit you best. For those eager to improve their wine palate, the Food and Wine Lesson offers great educational value. If cooking is your passion, the Vegan Tuscan Cooking Class or the longer 5-hour class provide hands-on fun, with the latter ideal for a more immersive day.
Booking early is recommended, especially in peak season, to secure your spot. Think about what excites you most — tasting organic wines, learning about wine aromas, or mastering pasta recipes — and choose accordingly.
In summary, San Gimignano offers a wide range of foodie experiences that go beyond mere sightseeing. Whether you’re savoring organic wines at a family farm, sharpening your palate with a tasting lesson, or cooking traditional Tuscan dishes yourself, each tour provides a delicious way to connect with the region. For a memorable trip, consider booking one or two of these experiences early — they’re popular for a reason.