Top Chianti Walking Tours

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.

My husband and I want to make our company's products known through unrepeatable experiences in contact with nature immersed in the Tuscan countryside: truffle hunting is a unique experience that you will appreciate in all its forms.

You will start exploring Montalcino with a guided tasting of the famous Brunello di Montalcino. You will be welcomed in a historic wine bar in the very heart of Montalcino's old center to explore one of the most famous wines in the world! Here you will have a free glass of Brunello di Montalcino wine. Additionally, you will have a wine card with a value of €5 per person, so you could extend your tasting experience even further! After, you will proceed with a guided visit to a historic cellar located inside the ancient walls of Montalcino. A unique experience to dive into history and winemaking by learning something new from a family that produces wine for more than 20 generations. Finally, enjoy Montalcino wines with a breathtaking view over the Val d’Orcia. BONUS: Together with the tasting vouchers you will get a detailed 1-day digital itinerary, full of maps, and tips on what to see, taste and buy, so you could enjoy your stress-free holiday experience and fully enjoy Montalcino.

Excursion in the heart of Chianti, among the rolling hills covered with vineyards, olive groves and dotted with villages suspended in time, we will also visit the ancient Castle of Montefioralle, a museum dedicated to the history of wine and we will be able to taste the most representative wines of the region, in a dream cellar ...

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.

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.

Montalcino, the city center of the territory and important for one of the most famous wines of Italy: Brunello di Montalcino

Do you want to live a special and unique experience? Join our truffle hunt with Irene and her dog, Tep. Our authorized guide will guide you through the paths of the woods of Tuscany, telling you stories and legends related to the territory and the practice of truffle hunting. She will teach you to recognize the trees under which they grow, the ideal habitat for the growth of truffles, and how to cook and store them. The search will take time and patience, but when you will see Tep start wagging his tail and sniffing insistently near a bush or the root of a tree, sticking his nose in the ground deeper and deeper and digging, it will only mean one thing: the treasure has been discovered! And Tep will finally receive a greedy reward for the excellent work done. We can not know how many truffles Tep will be able to find, but one thing is sure: after a fun and tiring walk, you will return to the starting point, at our Villa, where you can also receive your well-deserved reward!

Your experience will start directly at your hotel, where you will climb aboard an air-conditioned vehicle with a professional driver. You will visit a historic wine cellar to discover the aromas of the barrel room and the quiet of the cellars. Enjoy different vintages of local Chianti Classico wines. After, you will be welcomed to a family-run winery to visit the cellar, have a wine tasting, and enjoy a full lunch accompanied by locally produced wines for those who wish to discover the pleasure of local cuisine. In the end of the tour, you will visit a third winery, a biological one. You will visit the cellars and enjoy a guided tasting of three local wines with tastings of olive oil with bread and Cinta Senese Dop cured meats. Please note that the order of visits and the wineries could change due to availability. When select SELF DRIVE OPTION, you have to travel with your OWN car. NO TRANSFER is included. It is NOT possible to take the tour using public transportation.

The chance to see the unique landscape of the Val d'Orcia and make a visit to a historic winery that has been producing Brunello di Montalcino for 26 generations. Panorama and unmissable flavors

Trace the historic Via Francigena pilgrim route by e-bike, taking in some of the most charming hilltowns in Tuscany along the way. Begin your adventure with a walking tour of Siena before heading out with your guide to pedal through the Tuscan countryside. Stop to admire the medieval villages of Monteriggioni and San Gimignano before heading back to Siena.

Original full day tour that will lead you into the most charming wine cellars which produce the king of Italian wines: Brunello di Montalcino. An experience among the vineyards and the grapes of Brunello to tell the story, the production secrets, the men who have made "prestigious" Montalcino and its territory. A good opportunity to learn about the fascinating world of wine: guided tours, tastings and, above all, the chance to make a very quiet trip, without having the worry about the breathalyser after sipping a glass of good wine.

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. Prepare your meal, have fun with us, and feast on the fruits of your labor! The recipes will be provided to you after the lesson, making sure you can recreate Tuscan dishes in your home as well. Your dietary needs are not a problem for us: our courses are also vegetarian, vegan, gluten and/or lactose-free on request, and always with local, fresh and seasonal ingredients. 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!

Searching for truffles in Tuscany with an expert truffles hunter: it’s a special experience which allows you to discover how nature can offer hidden treasures…. The truffles hunter, with his dog along, will teach you the techniques to find a truffle enough to make you so enthusiast of your choice!! And after the search…let’s go and taste a good truffle lunch!! Enjoy the Tuscan recipes: delights for the palate!

It is a fascinating activity that involves trained dogs and expert prospectors in search of the precious "black diamond" of the woods. And right in the wake of this exciting hunt, you can enjoy an unforgettable culinary experience through the cooking school dedicated to the preparation of delicious truffle tagliolini. The cooking school offers the opportunity to immerse yourself in the art of creating homemade pasta, combining simple ingredients such as flour and eggs to create a perfect base for tagliolini. After creating the fresh pasta, the time comes to enrich it with the freshly hunted truffle. The truffle can be cut into thin slices and added to tagliolini, or it can be used to prepare a truffle sauce, mixing its aroma with the pasta. To accompany the truffle tagliolini, a careful selection of wines can further enhance the tasting experience.