Best Walking Tours in Chianti 2025

Chianti , Tuscany

From $ 59.75

Visit a small family winery, where products are organic, the company's coverage is 1 hectare of olive grove and 3 of Sangiovese, Syrah and Merlot wines. The visit starts from the vineyard next to the winery with an explanation of the history of Chianti Classico, and then moved in the olive. Subsequently, you will be made to access the cellar, where you will learn all the processes of production of the Chianti Classico wine.

Chianti , Tuscany

From $ 191.20

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.

Chianti , Tuscany

From $ 233.03

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!

Chianti , Tuscany

From $ 46.61

Enjoy an exclusive one-hour wine tasting experience featuring warm homemade bread and exquisite Tuscan olive oil. Take a leisurely stroll through the vineyard before indulging in a guided tasting of three local wines, beautifully paired with a platter of Tuscan cured meats and cheeses. Discover the traditional methods and techniques used to produce high-quality wines. During the tasting, you’ll savor three exceptional wines, including the world-renowned Brunello and Rosso di Montalcino. Plus, you’ll have the unique opportunity to taste wine straight from the wooden barrel! Capture your memorable moments and feel free to share your experience on social media!

Chianti , Tuscany

From $ 78.87

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.

Chianti , Tuscany

From $ 113.53

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.

Chianti , Tuscany

From $ 442.16

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.