Top 10 Wine Tours in San Gimignano

Destination: San Gimignano.
Begin your day by meeting your guide at Porta San Giovanni in San Gimignano. From here, head into the beautiful Tuscan countryside for a wine-tasting experience at a local winery, accompanied by typical regional products and a traditional lunch, offering the perfect introduction to authentic Tuscan flavors. After lunch, continue towards the prestigious wine area of Montalcino, world-famous for Brunello di Montalcino. Here, you will enjoy another wine tasting paired with regional specialties, surrounded by breathtaking vineyard landscapes. Following the tastings, enjoy free time in Montalcino to explore the charming historic center, stroll through its medieval streets, and admire spectacular views over the rolling Tuscan hills. Conclude your tour with a return to San Gimignano, completing a day filled with fine wines, local gastronomy, and the unforgettable beauty of Tuscany.
Known For: San Gimignano Private and Luxury, San Gimignano Food & Drink, San Gimignano Bus Tours, San Gimignano Wine Tours, San Gimignano Day Trips, San Gimignano Full-day Tours, San Gimignano Wine Tastings, San Gimignano City Tours.
Duration: Around 8 hours.
Normal Price: 164.31 USD.
Current Price: 147.88 USD.

Destination: San Gimignano.
Bike tour to discover the hills around Florence, the beautiful area of Chianti Colli Fiorentini and Chianti Classico. The tour start from San Donato, small town located just outside the town center of Florence, to avoid the trafic of the city. You'll cycle surrounded by beautiful views over the Val d'Elsa and with San Gimignano at the horizon, direction Castellina in Chianti. Castellina is one of the most charming hilltop villages in the Chianti area and you will have the time to walk in the town center before to reach the winery. The tour includes a Chianti Classico wine tour and tasting in a local winery, with a typical Tuscany light lunch. You can decide to complete an alternative tour and reach Badia a Passignano, an historic Benedictine abbey surrounded by cypresses, and Panzano in Chianti, beautiful medieval town located in the hearth of Chianti Classico region.
Known For: San Gimignano Wine Tours, San Gimignano Bike Tours, San Gimignano Half-day Tours, San Gimignano Spring Break, San Gimignano Day Trips, San Gimignano Private Sightseeing Tours, San Gimignano Food & Drink, San Gimignano Mountain Bike Tours, San Gimignano Wine Tastings.
Duration: Around 6 hours.

Destination: San Gimignano.
We will pick you up from the Livorno sea Port around 08.00am we will visit Siena and San Gimignano best sites
Known For: San Gimignano Food & Drink, San Gimignano Full-day Tours, San Gimignano Luxury Car Tours, San Gimignano Bus Tours, San Gimignano Ports of Call Tours, San Gimignano Shore Excursions, San Gimignano Street Food Tours , San Gimignano Wine Tours, San Gimignano Wine Tastings, San Gimignano Private Sightseeing Tours.

Destination: San Gimignano.
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
Known For: San Gimignano Food & Drink, San Gimignano Wine Tastings, San Gimignano Cultural Tours, San Gimignano Spring Break, San Gimignano Likely to Sell Out, San Gimignano Wine Tours, San Gimignano Private Sightseeing Tours, San Gimignano Walking Tours, San Gimignano Likely To Sell Out, San Gimignano Private and Luxury.
Duration: Around 1 hour and a half.

Destination: San Gimignano.
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.
Known For: San Gimignano Food & Drink, San Gimignano Wine Tours, San Gimignano Bus Tours, San Gimignano Small Group, San Gimignano Day Trips, San Gimignano Half-day Tours, San Gimignano Wine Tastings.
Duration: Around 6 hours.

Destination: Florence.
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. Savor a sumptuous Tuscan lunch featuring homemade pasta and local delicacies, paired perfectly with the 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.
Known For: Florence Bus Tours, Florence Audio Guides, Florence Day Trips, Florence Food & Drink, Florence Wine Tastings, Florence Spring Break, Florence Likely to Sell Out, Florence Wine Tours, Florence Small Group, Florence Likely To Sell Out, Florence Private and Luxury.

Destination: San Gimignano.
Volterra is a three thousand year-old small town nested on the top of a hill more than 500 m high (1650 feet) on the sea level. It is surrounded by the valley of the river Cecina to south-west and, to north-east, by the valley of the river Era. A place where you can experience millenniums of history, art, archeology and culture from the Etruscans to the Romans, from the Middle Ages to Renaissance simply strolling through its narrow streets, unique squares, winning artisan shops and charming landscapes. Departure for San Gimignano a tiny city that has remained intact through the centuries; situated on a hilltop, it is famous for its numerous towers, frescoes and other art treasures; free time to discover this fascinating city. Immerse yourself in the charming Tuscan countryside and its ancient traditions. Country people, simple and delicious food, pure, natural products for your INCLUDED lunch in a family owned farm house. Buon appetito!
Known For: San Gimignano Spring Break, San Gimignano Bus Tours, San Gimignano Car Tours, San Gimignano Shore Excursions, San Gimignano Lunch, San Gimignano Wine Tours, San Gimignano Dining Experiences, San Gimignano Food & Drink, San Gimignano Full-day Tours, San Gimignano Luxury Car Tours, San Gimignano Ports of Call Tours, San Gimignano Wine Tastings, San Gimignano Private Sightseeing Tours.
Duration: Around 9 hours.

Destination: San Gimignano.
Unlike standard cooking classes, our Truffle Cooking Experience is an exclusive, hands-on journey guided by our chef and sommelier in a private Tuscan setting. Before preparing a luxurious four-course meal featuring fresh truffles, you'll start learning about truffles. Enjoy intimate, personalized guidance, premium organic wines, and e.v.o. Olive oils and an authentic farm-to-table atmosphere. Relax in a stunning outdoor or intimate indoor dining space, savoring your creations in an unforgettable gourmet escape. This isn’t just a class—it’s a true taste of Tuscany’s finest flavors and traditions! ✨
Known For: San Gimignano Small Group, San Gimignano Wine Tastings, San Gimignano Food & Drink, San Gimignano Half-day Tours, San Gimignano Walking Tours, San Gimignano Wine Tours.
Duration: Around 3 hours.

Destination: San Gimignano.
Take a break in a Tuscan atmosphere with a vegetarian lunch or dinner. The experience will start with a detailed introduction to the agricultural methods we adopted, how our biodynamic production method works, and the farm's history. Enjoy a vegetarian lunch together with a wine and olive oil tasting in a rustic family house that overlooks the green Tuscan hills. All our organic wines and olive oils come straight from the winery’s vineyards and olive trees. We are just a few minutes from San Gimignano town center, with a stunning view of the Tuscan countryside and the town's Medieval towers. An Italian or English-speaking family member will guide you in the experience with a professional and warm family welcome.
Known For: San Gimignano Private and Luxury, San Gimignano Food & Drink, San Gimignano Spring Break, San Gimignano Wine Tours, San Gimignano Wine Tastings, San Gimignano Private Sightseeing Tours, San Gimignano Walking Tours.

Destination: San Gimignano.
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.
Known For: San Gimignano Private Sightseeing Tours, San Gimignano Wine Tours, San Gimignano Private and Luxury, San Gimignano Walking Tours, San Gimignano Spring Break, San Gimignano Wine Tastings, San Gimignano Food & Drink.
Duration: Around 1 hour and a half.