Top San Gimignano Tours, Sightseeing & Cruises - page 2

Discover the beauty of Tuscany on an unforgettable e-bike adventure through rolling hills, vineyards, olive groves, and postcard-perfect countryside roads. Choose between a guided e-bike tour led by a local expert or enjoy the flexibility of an independent e-bike rental, perfect for exploring at your own pace. Ride along an easy and scenic route connecting San Gimignano with charming Tuscan villages and hidden corners of the countryside rarely reached by traditional tours. Whether guided or self-guided, you’ll experience authentic Tuscany in a fun, relaxing, and eco-friendly way. During the experience, stop at a traditional Tuscan winery and enjoy a delicious local lunch featuring bruschetta, handmade pasta, local cheeses, and a tasting of three red wines. Take in breathtaking vineyard views while savoring regional flavors and the warm atmosphere of rural Tuscany.

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.

Beautiful tour that will take you to discover the medieval town of San Gimignano. Not only its towers, but 1000 stories of pilgrims, merchants, travelers who made this place a very rich medieval destination. Churches, squares, alleys, and fantastic views. Join us to find out what tourists on their own often lose the beauty of Sa Gimignano

We were born here in Tuscany, we rent our e-bikes at discounted prices. We will provide you with all the information about our places and the best itineraries, both for beginners and for the more experienced. Cycling in our countryside is something unique. Like in a movie ....

During an e-bike tour in Certaldo, you will experience a perfect blend of medieval history, breathtaking landscapes, and authentic Tuscan culture. This area is ideal for cycling, thanks to its rolling hills, scenic country roads, and charming historic center. Certaldo Alto – The Medieval Heart One of the highlights of the tour is reaching Certaldo Alto, the beautifully preserved hilltop medieval village. Here you can explore: Narrow brick-paved streets, ancient walls, and historic gateways Palazzo Pretorio, the symbol of medieval civic power, decorated with coats of arms and frescoed rooms The House of Giovanni Boccaccio, birthplace and home of the famous author of The Decameron Historic churches such as Saints Jacopo and Filippo, where Boccaccio is buried From the village, you’ll enjoy stunning panoramic views over the Val d’Elsa countryside. Tuscan Countryside Riding Outside the town, the route continues through classic Tuscan scenery: Vineyards, olive groves,

Discover the true soul of Tuscany with a unique food and wine experience immersed in the vineyards. Start with a welcome glass and enjoy a lunch prepared with local and seasonal products, artisanal cold cuts and Pecorino di San Gimignano. Savor a first course with black truffle (or classic alternative), followed by the dessert of the day. The experience includes a guided tasting of three selected wines and a tour of the vineyards and winery, to get up close and personal with the wine production and meet those who create it. Book now and experience the most authentic Tuscany, among flavors, views and tradition.

Discover the authentic beauty of Tuscany on an unforgettable scooter adventure through the famous Chianti hills. Ride along scenic roads surrounded by vineyards, olive groves, cypress trees, and medieval villages while experiencing the true essence of Tuscany. After a safety briefing and driving test, follow your local guide through panoramic routes and hidden corners of the countryside, stopping at breathtaking viewpoints and learning about Chianti wine culture and local traditions. Visit local wineries to enjoy tastings of Chianti wines, extra virgin olive oil, and balsamic vinegar. Savor a traditional Tuscan lunch in a charming vineyard setting, featuring bruschetta, cold cuts, cheeses, handmade pasta, and regional wines. Continue your scenic ride through the rolling Tuscan hills before returning to the starting point. Perfect for travelers seeking a unique blend of adventure, wine, food, and spectacular scenery.

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.

Escape to a charming family-run farm near San Gimignano and immerse yourself in the authentic flavors of Tuscany. Surrounded by vineyards, olive groves, and stunning countryside views, this experience offers the perfect blend of relaxation, tradition, and sustainability. Begin with an introduction to biodynamic farming, learning about the passion and eco-friendly practices behind our organic wines and extra virgin olive oils. Then, settle into a rustic Tuscan house overlooking rolling hills and enjoy a guided tasting of our handcrafted wines and olive oils.

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.

Enjoy a half-day journey from San Gimignano to the picturesque wine region of Chianti. Begin your adventure with a visit to the charming village of Castellina in Chianti, followed by a delightful wine tasting at a nearby vineyard. Stroll around Monteriggioni, a medieval village where you can admire the ancient walls. At a beautiful wine estate, take part in a wine tasting savoring the rich aroma and ruby-red tones of Chianti wine crafted from Sangiovese, Canaiolo, Merlot, and Cabernet Sauvignon grapes.

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.

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.

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.

Navigate through the picturesque landscapes of Tuscany with the Tuscany Multi-Day Pass. Enjoy unlimited travel across Florence, Pisa, Siena, Lucca, and San Gimignano, allowing you to explore at your own pace. This flexible pass eliminates the stress of rigid schedules, offering scenic routes through the stunning Chianti countryside. With Tootie, your AI-powered guide, receive personalized recommendations and real-time travel tips in over 50 languages, making your journey seamless and enriching. Start your adventure from any city at any time and immerse yourself in the beauty and culture of Tuscany.

Discover the most beautiful places of San Gimignano and the surrounding Chianti area starting from Florence with our professional photographer and our guide who will take you wonderful photos in the village and on the hills among the vineyards. You will not be a passive spectator, but you will be the center of attention, free to enjoy the experience without hindrances such as cameras and various devices. Once the tour is over the photographic material will be shared telematically already edited.

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.

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 special tour that gives more space to the natural environments surrounding the farm. You will be taken on a walk through the fields and vineyards and linger in the shade of a large oak tree for a cool Aperitivo. The tour continues through the vinsantaia, historical cellar, collection of agricultural tools. Tasting of 8 wines from our production: - "Casa Lucii" DOCG Vernaccia di San Gimignano; - 2 different vintages of "Mareterra" DOCG Vernaccia di San Gimignano reserve; - "Spicchio" IGT rosé Tuscan; - "Fuscelli" DOCG Chianti; - "Senarum" DOCG Chianti Colli Senesi; - "Arturo" IGT Tuscan Red with tailor-made artisanal chocolate pralines; - "Curato" DOC Vin Santo del Chianti with Tuscan Cantuccini. The tasting is accompanied by a taste of our organic extra virgin olive oil, cheese and cold cuts selection produced by local farms and accompanied by vegetables from the garden.

A place of centuries-old history, the San Gimignano countryside offers a view of a gentle expanse of hills, ideal for a journey to discover the food and wine traditions of Tuscany. The vines of Vernaccia, the famous white wine of San Gimignano, will accompany your journey. Traveling through these landscapes is a real pleasure for the eyes: on the small provincial and farm roads, the hills chase each other and always show suggestive views. The walk will start from our farm and then continue to Pieve di Cellole, where if you want you can enjoy a glass of Vernaccia at sunset, and then end again at Fattoria Sant'Andrea for a total of 9km covered.

On this wine-tasting tour, you will sample some of the region’s best prosecco, rosé, and a variety of Tuscan red wines. Every glass is perfectly paired with local cured meats, cheeses, and various homemade pasta dishes (please inform us if you have any dietary restrictions). As you make your way through the villa’s multiple tasting rooms, you will discover that the Corbucci Wine Boutique not only produces excellent wine, they also make several other exceptional products, including limoncello, grappa, olive oil, and balsamic vinegar. All products are made from the finest, local ingredients and crafted with expert care. All good things must come to an end, and so must this tour. But there is no better way to conclude a wine-tasting experience than with a little more wine. To finish what promises to be an already wonderful experience, your gracious hosts will invite you to join them in raising a glass of Vin Santo—a traditional Tuscan dessert wine—to send you off with a sweet goodbye.

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.

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

This is a one of a kind treasure hunt. It takes place in a real medieval historic building, mostly decorated with coats of arms that belonged to the noble Florentine families. Ideal for a group of friends who want to spend a different day than usual, for corporate team building activities but also for a family with teenagers. The puzzles are fun and will stimulate your imagination. The palace in which the hunt takes place is simply magical.