Top Chianti Half-day Tours

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.

We are excited to invite you on the iconic Vespa, a means of transportation that combines comfort and style. During the tour, you will admire the Tuscan landscapes and its hills full of vineyards and olive groves, enjoy the most picturesque places, catch a glimpse of San Gimignano and the whole province of Florence and Siena. But it doesn't end there! At the end of the tour, an unforgettable food and wine experience awaits you: a tasting of typical Chianti wines. You will taste the fine wines produced in the area and learn about their characteristics, thanks to the guidance of expert sommeliers. Program Duration: 4 hours - Meeting at our Villa in Spoiano - Vespa tour with route marked on map - Meeting at the Typical Tuscan Winery near our Villa - Return to the Villa and delivery of the vespas FREE CANCELLATION: it will be possible to cancel within 48h from the beginning of the experience

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.

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.

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.

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

Experience Montalcino, the Kind of Sangiovese, or Chianti Classico with its black rooster, or Bolgheri and its unique supertuscan blends, focusing only on small hidden gems wineries that you can discover with me. Tours are private and for small groups only.

If you do not have much time but still want to visit the beauties of Chianti and have the opportunity to taste the famous wine of the Chianti lands, immersed in the green countryside, this is the tour for you. The small group size of no more than 6 pax will make you appreciate the tranquility and peace 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.

Enjoy an unforgettable day: let yourself be guided through the rolling hills and vineyards while admiring the beautiful Tuscan landscapes! Our tour will combine the perfect Brunello di Montalcino wine with our typical Tuscan cooking.  Thanks to this tour you will be able to appreciate wines and food and to learn more about our history and traditions: in two words, our Tuscan life style!

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

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.

Enjoy an unforgettable day: let us guide you through the rolling hills and vineyards to discover the local flavors and scents Montalcino is a land of great wines, but perhaps not everyone knows that it also hosts many other excellences. It is a territory with a vast production of extra virgin olive oil, honey, flour and ancient grains, white, black and marzuolo truffles, excellent cold cuts and cheeses and not least the expensive saffron, the oldest product of 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 ...