Top San Gimignano Spring Break in 2026

When you’re in Tuscany, skip the tourist plates of food and try some of the specialties for which the region is known. This private food experience takes place on a farm near San Gimignano, spotlighting balsamic vinegar, extra virgin olive oil, and wine. You’ll learn how these delicacies are produced and enjoy samples paired with a 3-course meal.

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.

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.

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.

Tuscany is famous for its fine wines, UNESCO-listed landscapes, and historic cities, and this small-group day trip from San Gimignano ticks off all three. Enjoy wine tasting in the Chianti wine region; explore historic Montalcino; and sample the famous Brunello di Montalcino wine. Tour includes hotel pickup and drop-off.

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!

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.

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.

Indulge in a luxurious 90-minute epicurean adventure with this wine and evo oil tasting coupled with an exquisite truffle meal. Try various delectable dishes, perfectly complemented by a selection of fine wines. Begin your culinary journey with truffle appetizers and end it on a high note with the signature smoked beef and rucola salad. Top it all off with a decadent dessert of the day.

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.

✅ 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.

Tuscany's food and wine are the main draw of a day out from Florence, and this private trip includes tastings the whole family can share. Start at a farm overlooking San Gimignano with local honey, cheese, and bruschetta. Lunch follows at an estate known for its aged balsamic vinegar and olive oil. Adults taste three Tuscan wines, while kids can feel involved with grape juice or soft drinks.