San Gimignano, Tuscany Tours & Activities in 2026

San Gimignano , Tuscany

From $ 45.38

Whether you are a wine novice or expert, you'll love this original and informative wine-tasting class in an original Tuscan winery. You will get to sample several Tuscan products and wines. Choose from four specially designed private wine tastings to suit your preferences.

San Gimignano , Tuscany

From $ 104.72

Guided tour of our winery estate near San Gimignano: vegetable garden, orchard, vineyard, olive grove, Vin Santo aging room (vinsantaia), historic cellar, and a collection of traditional tools from farming world. Tasting of 8 organic wines from our estate production: - “Casa Lucii” DOCG Vernaccia di San Gimignano - Two different vintages of “Mareterra” DOCG Vernaccia di San Gimignano Riserva - “Spicchio” IGT Toscana Rosé - “Fuscelli” DOCG Chianti - “Senarum” DOCG Chianti Colli Senesi - “Arturo” IGT Tuscan Red The tasting is accompanied by our organic extra virgin olive oil, flatbread and pizza baked in a wood-fired oven, and a curated selection of local cheeses and cured meats, served with fresh vegetables from our garden. To finish, a custom chocolate praline paired with the Tuscan Red followed by Vin Santo del Chianti “Curato” with traditional Tuscan cantuccini.

San Gimignano , Tuscany

From $ 79.12

Treat yourself with a delightful Tuscan experience. Dive into the green shades of our vineyard with a private description of our farm. 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. Then, you will have a three courses Tuscan lunch and a wine tasting with 4-5 organic wines that come straight from the winery's vineyards and the chance to taste all our extra virgin olive oils surrounded by a spectacular Tuscan setting. 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.

San Gimignano , Tuscany

From $ 64.00

What is the Winery with restaurant from Florence? Best Winery in Tuscany, Tenuta Torciano. Enjoy a unique and private experience of wine tasting in a Tuscan Winery! During the wine tasting experience our professional instructors will teach you more about our wines and the different areas of the winemaking of our region and discover the techniques of tasting with a real Wine School. Thanks to this experience you have the opportunity to taste a wide range of Tuscan wines combined with excellent local dishes. Note: In the event of adverse weather conditions, low or high temperatures, Tenuta Torciano reserves the right to change the location based on availability. Please note that the reservations is not amendable .Should the client choose not to accept the variation, we do not hold ourselves responsible. This tasting does not include a guided tour of the winery and caves. If you are interested in the tour, visit the dedicated service "Tour in the Vineyard and Winery".

San Gimignano , Tuscany

From $ 75.63

It is an authentic experience of a family vineyard where you can understand the wine making process, enjoying the final products. An interesting visit of our small family vineyard with history about the property and grape varietals, olive orchards and wine cellar visit. Introduction on the Italian wine regulation followed by lunch with local products, wine tasting of 4 different wines produced at the estate and a dessert wine to finish.

San Gimignano , Tuscany

From $ 44.22

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.

San Gimignano , Tuscany

From $ 145.45

DINING AND WINE TASTING INTO THE NATURE Take a closer look at the vineyards and their beautiful surroundings, into the nature, with around a great green panoramic view and silence. Beautiful, joyful, everlasting perfection, in the vineyard area Flowers, vases, ribbons, sighs, smiles, laughter, toasts, food and wines!.

San Gimignano , Tuscany

From $ 79.12

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, extra virgin olive oil & balsamic vinegar 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.

San Gimignano , Tuscany

From $ 34.91

The tasting of the four wines and their combinations will be presented and served in our equipped and comfortable tasting room, where all our guests, even if spaced and safely, can enjoy a convivial and unique experience! For all those who have particular diets or intolerances, upon notice at the time of booking in the "notes" field, we are able to meet most dietary needs. The price of the tasting includes everything: tasting, water and food pairings. The structure of the Rocca di Montestaffoli does not provide bar service (coffee, tea, soft drinks, spirits, packaged foods, etc.) It is also possible to participate in the tasting with children. Their participation is free. We remind you that by law it is not possible to give alcohol to minors.

San Gimignano , Tuscany

From $ 75.63

Full immersion in the world of wine. The experience is created for those who want to get closer to the Tuscan tradition of producing of Vernaccia di San Gimignano and Chianti Colli Senesi. The itinerary consists of a complete visit from the vineyard to the cellar with tasting of five wines including 3 best-sellers.

San Gimignano , Tuscany

From $ 58.18

In the heart of the picturesque Tuscan countryside, treat yourself to a moment of authentic pleasure with our light lunch in the winery. This culinary journey offers a perfect blend of refined dishes, expertly crafted from fresh, local ingredients.

San Gimignano , Tuscany

From $ 58.18

✅ Exclusive Wine, Olive Oil Tasting & Balsamic Vinegar tasting – Savor a selection of our organic wines and extra virgin olive oils, straight from our estate. ✅ Biodynamic Farming Insights – Learn about our sustainable farming methods and the passion behind our production. ✅ Relaxing Countryside Setting – Enjoy a tasting in our rustic farmhouse with panoramic views of vineyards and olive groves. ✅ Unique Perspective of San Gimignano – Admire the city’s medieval towers from an incredible vantage point. ✅ Family-Led Hospitality – Be welcomed by a member of our family, ensuring a personal and authentic experience. ✅ A True Taste of Tuscany – Let the focus be on the quality of the wine and olive oil, paired with simple homemade snacks to highlight their flavors.

San Gimignano , Tuscany

From $ 55.85

The tasting of the five wines and their combinations will be presented and served in our equipped and comfortable tasting room, where all our guests, even if spaced and safely, can enjoy a convivial and unique experience! For all those who have particular diets or intolerances, upon notice at the time of booking in the "notes" field, we are able to meet most dietary needs. The price of the tasting includes everything: tasting, water and food pairings. The structure of the Rocca di Montestaffoli does not provide bar service (coffee, tea, soft drinks, spirits, packaged foods, etc.) It is also possible to participate in the tasting with children, for them our staff will prepare a selection of gastronomic excellences at a cost of € 8 per child.Remember that by law it is forbidden to administer alcohol to minors.

San Gimignano , Tuscany

From $ 48.87

Escape to a charming family farm and immerse yourself in the authentic flavors of Tuscany. Just a short walk from San Gimignano’s historic center, this experience offers a peaceful break surrounded by vineyards, olive groves, and breathtaking countryside views. Your journey begins with an introduction to our biodynamic farming methods, where you’ll learn about the passion and sustainability behind our winemaking and olive oil production. Then, settle into a rustic Tuscan house overlooking the rolling hills and enjoy a guided tasting of our organic wines and extra virgin olive oils, all produced on-site. A family member, speaking Italian or English, will lead you through this experience, offering insights, stories, and a warm, welcoming atmosphere. This is the perfect opportunity to slow down, relax, and savor the true essence of Tuscany.

San Gimignano , Tuscany

From $ 87.27

Above-ground tasting rooms aren’t the only formal places to sip wine.These caves serve dual purposes—they are cool and humid locations to store wine while it ages to perfection in barrique, and they are both beautiful and unique spots to for romantic dinner with the people that you love. Visitors will find the cave experience markedly different from tastings above ground – the underground experiences often have a speakeasy vibe and can range luxurious to intimate. Reserve your celebratory dinner with Tenuta Torciano Winery Cave and you can expect attentive and excellent service from our staff and expert chefs who will prepare for you the finest dishes. Our superior hospitality is created to our good ideas and organization. The rooms are dressed for the occasion, illuminated with candlelight and a romantic ambiance to make the dinner really special.

San Gimignano , Tuscany

From $ 98.90

Visit the beautiful region of Chianti with us and immerse yourselves in the picturesque Tuscan scenery that you have always imagined. The beautiful ruby-red colour and the characteristic bouquet with scents of violet are the special features that reveal the identity of one of the most famous wines in the world: Chianti. You'll join a wine tasting paired with some typical food. Then you’ll move to another winery, in the middle of Chianti Classico Area, where you’ll have a second wine tasting and extra virgin olive oil. The tour will end in San Gimignano, where it started.