Best Chianti Dining Experiences in 2026

Chianti , Tuscany

From $ 46.54

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.

Chianti , Tuscany

From $ 195.48

Join Francesco, a proud Tuscan host, in the serene garden of our farmhouse nestled in the Chianti hills. Experience a day as part of our family, learning traditional Tuscan recipes, cooking together, and enjoying a feast of homemade pasta and secret desserts. Immerse yourself in our warm hospitality, accompanied by excellent Chianti wine. Perfect for families and groups, you'll even receive a special gift to remember the dish you cooked.

Chianti , Tuscany

From $ 93.09

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.

Chianti , Tuscany

From $ 81.45

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.

Chianti , Tuscany

From $ 103.56

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.

Chianti , Tuscany

From $ 34.91

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.

Chianti , Tuscany

From $ 173.37

Imagine stepping into a secluded haven, nestled among the rolling hills of Montalcino's northwestern slopes. Paradiso di Cacuci welcomes you, by appointment, to an intimate and personalized wine and culinary experience. Our guided tastings, reserved for individual visitors and small groups, take you on a sensory journey through the Brunello di Montalcino production process. Our tastings, exclusively private and by appointment, are designed to offer personalized attention and an unforgettable experience. Be captivated by the landscape's beauty, our region's history, and the quality of our wines. Reserve your private tasting today and uncover the true meaning of Paradiso di Cacuci.

Chianti , Tuscany

From $ 46.54

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.

Chianti , Tuscany

From $ 93.09

For all those who not only want to taste wine but also experience it: At this tasting, you will travel through the vintages of our Brunello with a vertical gourmet tasting - each wine perfectly matched with a gourmet snack. A real taste sensation!

Chianti , Tuscany

From $ 226.90

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 $ 151.26

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

Chianti , Tuscany

From $ 35.43

WHAT TO EXPECT Picnic basket with typical products Inside, in fact, you will find not only a comfortable blanket and compostable and recyclable tableware, but also a selection of typical Tuscan products such as bruschetta and a selection of 0 kilometer cured meats and cheeses. Experience in contact with nature After walking through the vineyards and breathing in the scent of the vines, you can choose the place that best belongs to you, where you can enjoy your bottle of wine and your picnic comfortably sitting on your blanket. Bottle of wine of your choice When booking this fabulous picnic, you can choose between a bottle of Rosso di Montalcino or a bottle of Brunello di Montalcino. This choice is fundamental: it will in fact be what will accompany lunch in front of the wonderful spectacle that nature gives you. Both wines are produced by the farm you are on. In fact, you can taste your wine while sitting among the vines that yield the fruits for divine nectar.

Chianti , Tuscany

From $ 126.83

Discover the true taste of Greve in Chianti with an immersive, hands-on cooking experience focused on Schiacciata Toscana. Learn to prepare the dough from scratch, create a variety of delicious toppings, and bake the perfect Tuscan flatbread under the guidance of a skilled local cook. As you shape and layer the ingredients, you'll appreciate the tradition and flavors that make this dish so beloved in Tuscany. While the schiacciata bakes, enjoy a small aperitivo, explore Chianti’s culinary traditions, and experience the warmth of Italian hospitality. Finally, savor your homemade schiacciata, paired with a glass of regional wine, for a truly immersive and flavorful experience. Hosted by Cesarine, Italy’s oldest network of passionate home cooks, this experience offers an authentic, local perspective that no restaurant can match. Join us in Greve in Chianti to cook, taste, and enjoy Tuscany like a true local!

Chianti , Tuscany

From $ 133.81

Pizza is one of the most enjoyable and tasty food around the world, but have you ever considered making your very own pizza? Come with us and we will show you how to prepare the authentic Italian pizza, followed by one of the most delicious desserts of the Italian tradition: tiramisù. Learn the various procedures to prepare your pizza with our local certified chef: step by step, you will learn how pizza is made from kneading the dough to topping it with tomato sauce and other seasonal ingredients. Our chef will share the best techniques to make pizza and the secret to the perfect taste! After the pizza, learn how to prepare one of the best Italian desserts: tiramisù. Plunged into the coffee's aroma, between the creaminess of mascarpone and the sweetness of "savoiardi", you will enjoy a worth-remembering food making experience. Once done, savour the results of your work!

Chianti , Tuscany

From $ 157.08

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.