All Chianti Tours & Excursions in 2026

Walking, discovering, and tasting: In the heart of Tuscany, through the lands of the Chianti region, we accompany you on daily excursions combined with original experiences to search for artistic, wine, gastronomic, and artisanal treasures. We walk to come into contact with this region’s nature: the hills, the streams, the woods, the trails through vineyards, and the wildest corners. We discover hidden gems: old farmhouses, parish churches, castles, and workshops where craftsmen create as they did once upon a time. We taste the fruits of this land: Chianti wines together with traditional dishes, but we also take in the scents of the flowers, the colors of the fields, and the sounds of every setting that we pass through. Each hike reveals an aspect of this land and combines outdoor activities with unique experiences to be enjoyed together, sharing every step, every taste, and every emotion.

What makes this experience truly unique is the intimate atmosphere of Paradiso di Cacuci, a family winery nestled among the rolling hills of Montalcino, far from crowded commercial wine tours. Guests are welcomed into an authentic Tuscan estate where tradition, landscape and passion come together to create a genuine Brunello experience. From walking through the vineyards to exploring the ageing cellar, every moment offers a deeper connection to the craftsmanship and philosophy behind Brunello di Montalcino. The guided tasting allows travelers to discover the elegance and evolution of Sangiovese through carefully selected wines, perfectly paired with traditional Tuscan flavours. Surrounded by breathtaking vineyard views and the peaceful atmosphere of the Tuscan countryside, this experience is designed for those seeking not only a wine tasting, but a refined and memorable journey into the heart of Tuscany.

Discover the wines of Montalcino on a 3-hour wine tour that visits two wineries in the region. Enjoy wine tastings and tours of the vineyards, gaining insight into the history of the famous Rosso and Brunello di Montalcino wines. Travel with a small group and enjoy viewing the picturesque countryside along the way.

Join us in our little corner of paradise and, through a fun and interactive cooking class, you will learn how to prepare delicious recipes typical of Tuscan cuisine with a professional chef, while tasting the excellent local wine. A hands-on experience designed for food lovers, allowing you to explore Tuscan cuisine in more depth than you would simply by eating in restaurants. You will discover, step by step, how to prepare a perfect Tuscan lunch, from appetizers to desserts, including the art of making fresh pasta. You will learn how to cook different types of pasta such as ravioli, tagliatelle, and gnocchi. The recipes will be provided to you after the lesson, making sure you can recreate Tuscan dishes in your home as well. What we offer you is a unique experience, in a magical location, where you will learn the essence of Italian gastronomic culture. We look forward to meeting you and sharing our passion for Italian food with you!

Step into the heart of Tuscan cuisine and enjoy a fun, hands-on cooking experience in Chianti, where food, wine, and good company come together. Led by a professional chef, this interactive class will guide you through the preparation of two of Italy’s most beloved dishes: pizza and tiramisu. This experience is designed to be relaxed, social, and engaging—perfect for travelers of all skill levels. Whether you’re a beginner or a food lover, you’ll enjoy learning in a welcoming atmosphere while sharing laughs and stories with fellow participants. Once the cooking is done, sit down and enjoy the meal you’ve prepared, accompanied by local wine. It’s the perfect moment to relax, connect, and savor the authentic flavors of Tuscany. More than just a cooking class, this is a true Italian experience—where you cook, eat, drink, and create lasting memories.

Once you have booked the tour, you will be able to go to the rental point to pick up your bikes and leave with virtual navigation, which will accompany the route step by step. This circular e-bike tour (32km) starts from Montalcino, a medieval village famous for Brunello and views of the Val d’Orcia. The route crosses vineyards, secondary roads, compact dirt roads and rolling hills, offering views of the Tuscan countryside. The bikes are equipped with a phone holder, so you can follow the GPS directions on the application. Along the typical dirt roads you will encounter cypresses, isolated farms, scenic curves and landscapes that change color in every season. The climbs are regular and made more accessible by the support of the e-bike. One of the main stops is San Quirico d’Orcia, ideal for a break among historic alleys, squares and typical locals. The return to Montalcino completes a short but intense tour, perfect for discovering the most authentic Tuscany by e-bike

The Fresh Pasta and Italian Vegetarian Ice Cream course at our cooking school, located in the picturesque Chianti region, offers an authentic and exclusive culinary experience. This course, open to cooking enthusiasts of all levels, is a journey into the art of fresh pasta and Italian ice cream, two pillars of Italy's culinary tradition. The dishes prepared will be simple and tasty, so they can be replicated at home. At the end of the course, after having eaten what has been prepared in company, the diplomas will be awarded and the recipes will be sent to the participants.

Cooking Experience & Lunch: Blend Tuscan and Apulian flavors in an historic villa for a unique taste!

Enjoy an unforgettable day: let yourself be guided through the rolling hills and vineyards while admiring the beautiful Tuscan landscapes! Our tour will combine the perfect Brunello di Montalcino wine with our typical Tuscan cooking.  Thanks to this tour you will be able to appreciate wines and food and to learn more about our history and traditions: in two words, our Tuscan life style!

Stepping into this enchanting village is a truly unique experience in itself, with views over the hills, a magical garden, olive trees, birds chirping, and endless picture-perfect views. You'll experience a painting workshop which is a lot more than an art class: it is an art party open to all levels and ages, where you'll rediscover the fun of painting and playing with color in a friendly, magical environment. I am an artist and filmmaker now based in the village of Montisi, but for the past 17 years I have lived in Los Angeles where I have incorporated the skills and enthusiasm of the Californians into my Italian upbringing making me a bridge between Italian and American cultures. Living in this incredible place is a dream come true for me, and in my workshop I share this dream with you. Open to all levels!

What makes this experience truly unique is the opportunity to enjoy an authentic Tuscan dinner among the vineyards of Paradiso di Cacuci, surrounded by the peaceful atmosphere and timeless beauty of the Montalcino countryside. As the sun sets over the rolling hills, guests are guided by expert sommeliers through the vineyards and ageing cellar, discovering the passion and traditions behind Brunello di Montalcino. The evening continues with a curated tasting of exceptional Tuscan wines paired with traditional cuisine, creating a journey where every glass and every dish reflects the soul of Tuscany. From Brunello Riserva selections to handmade pasta and authentic Tuscan flavours, the experience combines elegance, intimacy and a true sense of place. Far from crowded restaurants and commercial tastings, this is a refined and immersive evening designed for those seeking exceptional wines, authentic food and the unforgettable atmosphere of a dinner in the vineyards under the Tuscan sky.

Ride through the rolling hills of Montalcino on a private e-bike experience for travelers seeking authenticity, exceptional wines, and a deeper connection with Tuscany.Set in the UNESCO-listed Val d’Orcia, the journey unfolds at a relaxed, immersive pace. Premium e-bikes ensure effortless riding, and scenic routes along the Via Francigena offer photo spots, storytelling, and local legends far from crowds. Discover hidden corners and panoramic vineyards on a private, immersive tour for lasting memories.Led by a certified guide, you explore the history, culture, and atmosphere of this region beyond a standard tour.The experience culminates with an exclusive winery visit, followed by a refined Tuscan lunch and curated wine pairing. Savor Brunello and Rosso di Montalcino, both organic certified, in a private, intimate setting. Designed for couples, families, and discerning travelers, this is an elevated, immersive way to discover Montalcino — private, seamless, far from ordinary tours.

You can't visit Italy without trying at least one pasta dish... So, we'll teach you two! Learn how to roll 'sfoglia' (fresh pasta) by hand and how to prepare 2 simple different kinds of pasta from scratch with your Cesarina. As the icing on the cake you will learn to prepare also the iconic Tiramisu. Share your passion for the Italian cuisine as you make new friends in this hands-on cooking class. It's a great way to truly experience Italian culture. • Learn to roll 'sfoglia' (fresh pasta) by hand • Learn to make 2 iconic pasta types • Learn to make the iconic tiramisu • Small-group cooking class with a maximum of 12 people. Share your passion for the Italian cuisine with other lovely guests • Enjoy an Italian Aperitivo to warm-up Cesarine is Italy’s oldest network of home cooks all over the country. They are welcoming hosts that open the doors of their own homes to curious travellers for immersive culinary experiences.

An Authentic Italian Culinary Experience is not just a cooking course but a journey through the flavors and traditions that make Italian culinary culture unique. It’s an opportunity to learn new techniques, live an authentic experience, and create memories that will stay with you forever. At the end of the course, you’ll receive a recipe booklet with all the preparations so you can recreate the dishes at home, sharing the taste and spirit of Italy with your loved ones.

Exclusive Gourmet Experience in Montalcino - Wine Tasting with specially developed created Gourmet Bites! For all those who are in the mood for a culinary delight. During a guided wine tasting, you will get served 6 organic wines in 3 flights. Each wine paired with an individual Gourmet Bite. An exciting way to get to know us and our wines.

Join us for a delightful wine tasting experience, complemented by a traditional Tuscan lunch. Stroll through organic vineyard and take in the stunning views while savoring two distinct wines alongside a delicious three-course meal. Admire the picturesque Tuscan landscape as you learn about the traditional methods and techniques used to produce high-quality wines. The lunch menu features a selection of cured meats and cheeses, handmade pasta with flavorful sauces, and delightful desserts. A vegetarian option is available; please let us know at the time of booking if you would like this alternative. Tasport From Montalcino

Take a look behind the wine cellar scenes during an exclusive Brunello barrel tasting. Hand in hand with us, you can taste and discuss the wines in a personal atmosphere in our vaulted cellar. Afterward, a set table awaits you, where you will get served 6 Brunelli with matching, individually developed Gourmet Bites.

Enjoy a private picnic in the vineyards with Tuscan specialties,Taste the famous wines of Montalcino,Admire the spectacular views of the Montalcino valleys

Pick up e Drop off from Montalcino Join us for a hands-on cooking class where you’ll master the techniques of preparing authentic Tuscan pasta, all while enjoying a delightful meal paired with exquisite wines, including Brunello di Montalcino. You’ll have the chance to explore our historic cellar and indulge in a feast featuring a selection of mixed Tuscan appetizers, homemade pasta, and dessert, all accompanied by three organic wines, including Brunello and Rosso di Montalcino. As part of the tasting experience, you’ll even have the opportunity to sample wine straight from the wooden barrel! Feel free to capture the moments and share your culinary adventure on your social media!

Enjoy a private picnic in the vineyards with Tuscan specialties,Taste the famous wines of Montalcino,Admire the spectacular views of the Montalcino valleys

From the garden, where, in the warmer months, guests can eat their meal, the views of the surrounding vineyards are nothing short of breathtaking and truly help to put into context Chianti hills' widespread reputation as one of Italy’s most beautiful regions. You will love this experience because it is personalize your menu or leave it up to your hosts. Gorgeous rural setting and you can dine outdoors, weather permitting, our host produces olive oil and wine on his family-owned land.

Participating in a cooking class in a charming country house offers an authentic and immersive culinary experience, allowing you to discover the secrets of traditional Tuscan cuisine in a picturesque rural setting. During the class, you'll learn to prepare classic Tuscan dishes, such as homemade pasta and traditional sauces, all under the expert guidance of a local chef. You'll roll up your sleeves and get hands-on, mastering the techniques and understanding the high-quality ingredients that make Tuscan cuisine so distinctive. As you prepare the dishes, you'll be surrounded by the authentic aromas and flavors of the region, making for a truly unique sensory experience. After the lesson, you'll gather with fellow participants to enjoy the dishes you've created, sharing them around the table in a warm and convivial atmosphere. The meal will be perfectly paired with excellent local wines, enhancing the overall culinary journey.

Experience Montalcino, the Kind of Sangiovese, or Chianti Classico with its black rooster, or Bolgheri and its unique supertuscan blends, focusing only on small hidden gems wineries that you can discover with me. Tours are private and for small groups only.

With the support of our chef you will discover some of the secrets of Italian cuisine, you will learn to make gnocchi and ice cream in a simple way and you will be able to replicate the recipes at home too! You will receive a diploma and the recipes of the preparations made will be sent to you. During the course you will eat the products prepared with your classmates.