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.

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.

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.

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.

We are excited to invite you on the iconic Vespa, a means of transportation that combines comfort and style. Imagine yourself driving through the vineyards and undulating hills of Chianti, enjoying the breathtaking view in which you can glimpse San Gimignano and the entire province of Florence and Siena. Be enchanted by nature painted in the colors of the sunset. And to end the experience on a high note, you will be treated to an excellent dinner, made from fresh, local product in SiChef's wonderful villa.

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.

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. For children under 12, the class is adapted to be age-appropriate and engaging.

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.

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.

Welcome to a unique experience in the heart of beautiful Tuscany! Our Chianti tour invites you to discover the essence of this legendary wine region, all with the luxury and comfort of our exclusive chauffeur service included. From the moment we pick you up at your accommodation, you will immerse yourself in a dream journey through the most impressive landscapes in Italy. Our expert drivers, knowledgeable about the area, will guide you through the winding roads between hills, dotted with vineyards, olive groves and cypress trees, giving you panoramic views that will leave you breathless. During the tour, you will have the opportunity to see family-owned vineyards, where you will be greeted with warm Tuscan hospitality and have the opportunity to taste some of the most exquisite wines in the region. From the iconic Chianti Classico to other local varietals, each sip will transport you to centuries of wine tradition.

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.

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.

Escape Florence for the rolling hills of Chianti on this private wine tour with transfers included. Travel in comfort by air-conditioned vehicle as you make your way through one of Tuscany’s most celebrated wine regions, famous for its cypress-lined roads, medieval villages, and world-class wines. Visit family-run wineries to learn about traditional and modern winemaking methods. Taste a variety of Chianti wines—paired with local specialties like olive oil, cheeses, and cured meats. Along the way, enjoy time to explore charming Tuscan villages surrounded by vineyards and breathtaking landscapes. With hotel pickup and drop-off in Florence, this private tour offers a seamless and personalized way to experience the flavors and beauty of Chianti.

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.

Explore the enchanting Chianti Classico wine region on a thrilling expedition aboard a classic Land Rover Series III. Choose between a morning or late afternoon tour, where you’ll wind through ancient hilltop villages and visit two charming family-run wineries. Indulge in exquisite wine and olive oil tastings, complemented by a light Tuscan lunch or antipasto platter. This intimate experience, with a maximum of six guests, ensures personalized attention and a deeper connection to the local culture and flavors. - Morning tour includes two winery visits and a light lunch of local specialties - Afternoon tour features a guided winery visit and antipasto tasting - Maximum group size of six for a personalized experience - Departures from Hotel Villa Bordoni in Greve in Chianti, with options for public transport arrangements

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.

What makes this experience truly unique is the perfect combination of exceptional Brunello wines, authentic Tuscan cuisine and the intimate atmosphere of Paradiso di Cacuci, a family winery surrounded by the rolling hills of Montalcino. Guests are guided by expert sommeliers through the vineyards and ageing cellar, discovering the traditions, craftsmanship and passion behind Brunello di Montalcino production. The experience continues with a carefully curated tasting of premium Tuscan wines paired with a traditional Tuscan lunch featuring local specialities and fresh handmade pasta, creating a journey that combines wine, food and landscape in a truly authentic way. Far from crowded commercial tours, this immersive experience offers a refined and memorable taste of Tuscany in a relaxed and elegant setting. Each tasting is led by expert sommeliers, transforming every glass into a deeper journey through the world of Brunello di Montalcino.

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.

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.

You will be in the middle of the Chianti classico area, enjoying our beautiful farm, having a typical Tuscan dinner including olive oil tasting over our olive Grove under the sky serves by all our family.

Make the most of your time while in port in Livorno and avoid wasting hours trying to explore Tuscany by public transportation or rental car on this full-day private wine tour in the Chianti hills. Led by a wine-focused guide, take a scenic drive into the heart of the Chianti wine region and visit a local winery to learn about the winemaking process and sample local blends. Taste top-quality wine and Tuscan olive oil while admiring the rolling landscape before heading back to your cruise ship.

Discover Chianti Classico with a visit and tasting in Viticcio: explore the winery, discover the winemaking and taste our best wines. An authentic Chianti experience! Our experience takes place in a historic winery in the heart of Chianti Classico, where the Tuscan wine tradition is breathed in every detail. The location offers a breathtaking panoramic view of the surrounding hills, making each tasting an unforgettable moment immersed in the beauty of the landscape.

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.