All Chianti Tours & Excursions in 2026

Sip some of Italy's most famous wine during a visit to an organic winery in the heart of the Chianti region. Tour the vineyards and organic winery between Radda and Panzano, right in the Chianti Classico wine-producing area. Learn about local wine making, and take part in a wine-tasting session at the conclusion of your tour. Sample between 3 and 6 wines, accompanied by appetizers that include bread with olive oil produced on-site.

Experience the authentic side of Tuscan cuisine with this exclusive farmhouse cooking class. Meet your local host at their farm in the Chianti hills and enjoy a hands-on lesson to learn how to turn out fresh ravioli or “pici” pasta, beef ragu or other sauces, pizza dough, and chocolate “salami”. Relax over a homecooked meal after your lesson to enjoy the dishes you've prepared paired with local wine.

Enjoy Tuscany to the fullest on a private vineyard picnic. Discover our winery on a guided tour (optional), taste wine in a cozy atmosphere overlooking Montalcino, and enjoy your picnic basket filled with delicious homemade Tuscan specialties.

My husband and I want to introduce the products of our company through unique experiences in contact with nature immersed in the Tuscan countryside: the search for truffles is a unique experience that you will appreciate in all its forms, followed by the school of homemade pasta and lunch based on truffles with tasting of our wines and extra virgin olive oil.

Ride through the stunning Crete Senesi in Buonconvento with an expert guide, just a short distance from Montalcino and Siena, in a UNESCO World Heritage landscape unlike any other. Suitable for all skill levels, this experience includes a gentle introduction to horseback riding and is guided by local experts who will lead you along scenic trails, past medieval villages, and through rolling hills. What makes it truly unique? The blend of unspoiled nature, centuries-old history, and the authentic charm of Tuscany—experienced from the saddle, at the rhythm of your horse.

Delve into the fascinating world of olive oil with a guided tour at Frantoio di Montalcino in Chianti, one of Tuscany’s most celebrated olive oil mills. Get your taste buds ready as you learn about traditional pressing methods, as well as modern ones, and the origins of olive oil in a countryside setting. After your tour, sit down for a delicious tasting session, to sample the finest extra virgin olive oils served alongside warm Tuscan bread and local specialties.

Benefit from a private full-day tour of Tuscany with round-trip transportation from your accommodation. Have free time during your visits to Montalcino, Pienza, and Montepulciano, and have the option to stop for lunch, and wine or cheese tastings in the countryside. Travel in comfort in an air-conditioned private vehicle with hotel pickup and drop-off included.

Experience the food and culture of the Italian countryside by joining this family-style cooking class. By taking a class in a Tuscan farmhouse, you can learn to make traditional recipes that you won't find in typical cooking classes in big cities. Plus, sharing conversations over lunch gives you the chance to get to know local Italians.

Rather than bringing home souvenirs from your trip to Chianti, this experience allows you to bring home new skills—the knowledge of how to make authentic Italian pasta from scratch. Taking place in a beautiful villa in the Italian countryside, the experience is private, which ensures one-to-one guidance from your instructor. Learn to prepare 2–3 types of fresh pasta with sauces—such as gnocchi, ravioli, and tagliatelle—and then enjoy feasting on them after your lesson.

For true wine-lovers, there’s no greater thrill than seeing where Tuscany’s specialty red is made. During this in-depth tour of an organic, family-run winery, you’ll learn the ins and outs of Chianti Classico. Tour the scenic vineyard and sample four different red wine varieties inside the atmospheric on-site cellar. Pair your tasting with fresh cheeses and salami, all made from fresh regional products.

Immerse yourself in the authentic culture of Chianti with a wine tasting in Radda, a medieval village nestled in the Tuscan hills. Surrounded by Sangiovese vineyards, this experience offers more than just a tasting—it’s a journey into local tradition. Guided by an expert, you’ll explore the full winemaking process, from fermentation to barrel aging, before sampling three typical Tuscan wines and a Vermouth. A perfect way to connect with the land, its history, and its flavors.

Discover three of Tuscany’s most beautiful towns as you explore Pienza, Montalcino, and Montepulciano in one day on this walking tour. With a private guide, see the splendid 16th-century Renaissance palaces of Montepulciano and walk through the town of Pienza, built by Pope Pius II. In Montalcino, take a guided tour of a winery and taste the renowned Brunello de Montalcino wine. Note: transportation is not included.

Discover Tuscany and biodynamic viticulture on a winery tour with a breathtaking view of Montalcino while you learn about our philosophy. During a seated wine tasting, we will serve you 6 different wines and give you a short introduction to each of them. Then you will have the possibility to taste them independently.

Avoid stress and enjoy a comfortable private transfer to Sorrento from Florence. The driver will pick you up from the airport, hotel, apartment, or train station and drive you to your destination in Sorrento. Ride in a clean car and relax all the way while the English-speaking professional driver takes the wheel. Your safety is of utmost importance and you can rest assured knowing you'll arrive at your destination on time hassle-free.

Taste your way through Tuscany at a classic wine tasting. After a cinematic journey through a cypress avenue, a trained team will serve you 6 wines in 3 flights at your table. After an introduction to each wine, you will have the opportunity to taste the wines in detail by yourself.

Learn how to create up to three classic Italian dishes—including homemade pasta—during this private cooking workshop in Chianti. Head to a scenic countryside home for an intimate lesson led by a pair of local cooks. Workshops include a wine and olive oil tasting and home-cooked meal with vegetarian and vegan options available.

During a guided tour through the vineyards with a picturesque view of Montalcino, you will learn about biodynamic viticulture. Afterward, a nicely arranged table awaits you, where you will get served 6 wines in 3 flights with matching, specially developed Gourmet Bites.

Paradiso di Cacuci is a winery located in a small “corner of Paradise“ in the northwestern area of ​​Montalcino. Our wine production is centered on the perpetuation of the tradition which, together with a more modern model and in compliance with the values ​​of the Brunello Consortium, uses only from our vineyards which are respectively divided into; 5 ha Brunello di Montalcino, 1 ha. Rosso di Montalcino and 5 ha. di I.g.t. Sangiovese. Welcomes, by reservation, individual visitors and small groups offering guided tastings that give the opportunity to get to know the production directly, starting from the wine making process to the discovery of the final result, giving a unique and unforgettable experience. Our tastings are only private and by appointment only to guarantee you our best services.

We are located in the Chianti Classico area halfway between Florence and Siena, we are a farm that produces extra virgin olive oil and saffron. The passion for olive trees and oil has led us to want to make this wonderful reality known to all those who are interested in this product of our lands

Much more than a cooking course, it will be a unique experience. Sight, smell, hearing ... in this path the 5 senses will be involved, so as to leave you with an unforgettable memory. This experience comes from a childhood memory, spent outdoors. It has the scent of freshly cut grass, the passion for traditional cuisine and the serenity of an atmosphere that warms up under the notes of the Italian Opera.

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.

Discover how locals prepare Tuscan food in a small-group cooking class in Montalcino. Visit the market with your teacher to choose all of the necessary ingredients.  Then, learn how to make fresh pasta, sauces, sweets, and more in a traditional Tuscan home. Enjoy your prepared dishes with a glass of Rosso Di Montalcino wine. Leave with a full stomach and special diploma to boast your new cooking skills.

Tour the cellars of Monterinaldi Castle with a sommelier as your guide. This historic castle in the heart of Chianti is the perfect setting to learn all about the winemaking process. After your private tour of the cellars, enjoy a 3-course Tuscan lunch with wine pairings in an 18th century villa.