Top Chianti Outdoor Activities

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, 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.

Live an authentic experience in the heart of Chianti, on the family farm in Montefioralle. We will welcome you in a warm and traditional environment to let you discover the wines, oil and Tuscan cuisine. During the experience you will taste rich traditional chopping boards made with locally sourced and strictly homemade (non-industrial) products, special wines, personally produced olive oil and final dessert. After the tasting, for those who wish, it will be possible to take a short walk through the vineyards to discover how the wine is born. We believe in a simple, authentic and genuine welcome. Here you will not find an experience built for tourists, but a real moment of Tuscan life, made of wine, food and conviviality.

The experience begins at 10 : 00 in the morning. We will meet at our farm, where we will have a brief introduction to our small family business. Guests will be accompanied by an environmental Guide who will explain the route and provide information on the history, characteristics and peculiarities of the territory, as well as the different animal and plant species we will encounter along the way (if the season allows, we will collect edible wild plants for lunch). We will find a corner in the woods, perfect for a picnic, where we will taste a glass of wine from our company with cheeses and cold cuts. We will resume the journey back to our farm, where a three-course lunch of seasonal agricultural products will be served, including a tasting of our wines and extra virgin olive oil. The planned route is of medium-low difficulty with duration 2 - 2.5 hours.

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.

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.

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.

Immerse yourself in the Chianti region’s spectacular scenery, discover its historic and picturesque villages, and even visit one of its highlight wineries, all in just half a day: this electric-bike tour makes exploring simple. In the morning, set off with just a small group for company: you’ll see the Castello di Montefioralle, will visit the Abbey of Badia di Passignano, and will enjoy wine tastings and lunch at a local winery.

Discover the beautiful landscapes of Montalcino and the Val d'Orcia with a convenient e-bike or gravel bike rental. Enjoy the freedom to explore at your own pace, equipped with a Garmin navigator with preloaded maps for a self-guided adventure. Ideal for independent travelers who want to immerse themselves in the beauty of Tuscany. - Rent an e-bike or gravel bike for maximum flexibility - Navigate effortlessly with a Garmin device and preloaded maps - Perfect for solo explorers and adventure lovers - Enjoy the picturesque landscape of Montalcino at your leisure

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.

Take part in a safe and comfortable hot air balloon flight over Tuscany’s most iconic landscapes. Choose from flights over Chianti, Siena, or San Gimignano. The Chianti flight offers stunning views of rolling hills, vineyards, olive groves, forests, and historic villages. Admire medieval castles, Renaissance villas, and towns such as Siena, San Gimignano, Colle Val d’Elsa, and Poggibonsi from above. Opt for the San Gimignano flight to marvel at its famous medieval towers, the Vernaccia vineyards, and even the distant marble peaks of Carrara. Those who choose the Siena flight will enjoy breathtaking views of the Cathedral, Piazza del Campo, and the surrounding countryside. After landing, before heading back to the meeting point, savor a light breakfast featuring local products — the perfect way to end this unforgettable Tuscan adventure. The time selected during the booking process is indicative and may be subject to change. You will be contacted by the facility if necessary.

Pedal through the Tuscan countryside during this half-day e-bike tour through Brunello. Bike along unpaved roads with ease on your electric bike towards local Tuscan vineyards. Enjoy a wine tasting at the Abbey of Sant’Antimo and learn about the ancient winemaking process. Sample three glasses of wines, including the Brunello di Montalcino, before heading to the medieval town of Montalcino to explore.

Discover the charm of Montalcino and the Val d'Orcia on a full day e-bike tour with a local Guide who knows the territory like the back of his hand. Ride among the most beautiful dirt roads in the world in a Unesco heritage area. You will ride about 45 - 50 km through the low-traffic roads of the Tuscan hills, while a certified Guide will share with you the history and secrets of the territory. You will stop at a historic winery to taste the renowned Brunello di Montalcino and the oil produced by the company, accompanied by a delicious platter of local cold cuts and cheeses. You will admire the Romanesque Abbey of Sant'Antimo before returning to Montalcino, making your trip an unforgettable experience. - E-bike tour of about 5 hours with departure and return to Montalcino - Certified Guide available for assistance and information - Tasting of 3 Brunello wines with cold cuts and cheeses - Panoramic routes between dirt and paved roads of the Val d'Orcia

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.

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.

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

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.