Tuscany Multi-Day Bike Tour: History, Wine & Local Flavors

Ornina Winery is a boutique vineyard in the heart of the Casentino valley and a memorable stop on the InGIRO bike tour. Surrounded by rolling hills and ancient olive groves, Ornina is a place where passion, tradition, and innovation meet to create wines of exceptional character. Guests are welcomed by the owners, who share the story of their land, the winemaking process, and the philosophy behind each bottle. The visit includes a tour of the vineyard and cellar, followed by an exclusive tasting of refined reds, crisp whites, and unique local blends, paired with traditional Tuscan flavors. The atmosphere is intimate and authentic, allowing guests to connect with the essence of this territory, its people, and its products. A visit to Ornina is not just about wine; it is a sensory experience, a moment of beauty and taste that perfectly complements the cycling journey through Tuscany’s hidden gems.

Piergentina Winery is a charming stop on the InGIRO bike tour, offering guests an authentic encounter with the winemaking traditions of the Casentino valley. Set in a peaceful landscape of vineyards and cypress trees, Piergentina is known for its careful craftsmanship, respect for nature, and passion for quality. Visitors are welcomed by the owners, who guide them through the vineyards and cellars, explaining the winemaking process and sharing the stories behind each label. The tasting experience includes elegant reds and fresh whites, paired with local delicacies, creating a perfect balance between flavor and tradition. The visit to Piergentina is more than a tasting — it is a journey into the heart of Tuscan rural culture, where guests can enjoy genuine hospitality, discover unique flavors, and take in panoramic views that make this experience truly unforgettable.

Fregnan Winery is a hidden treasure of the Casentino valley and an exclusive stop on the InGIRO bike tour. Nestled among vineyards and gentle hills, Fregnan is a family-run estate where tradition and innovation come together to produce wines that express the purity and character of the local terroir. Guests are warmly welcomed by the winemakers, who share their philosophy and passion for sustainable viticulture. The visit includes a tour of the vineyards and the cellar, followed by a private tasting of refined wines — from elegant reds to fragrant whites — paired with artisanal products from the region. The experience at Fregnan is intimate and personal, offering not only exceptional flavors but also the chance to discover the heart of Tuscan winemaking culture, surrounded by beauty and genuine hospitality.

The Poppi Golf Club is a charming stop along the InGIRO bike tour, offering guests a relaxing break in the heart of the Tuscan countryside. Surrounded by rolling hills and olive groves, this 9-hole course is beautifully integrated into the landscape, with stunning views over the Casentino valley. During the visit, guests can stroll around the peaceful grounds, enjoy the atmosphere of the club, and experience a different side of Tuscan leisure. The stop includes an easy lunch on the clubhouse terrace, where fresh local ingredients and simple, authentic flavors are served with care. This moment of pause allows cyclists to recharge, enjoy good food, and take in the panoramic scenery before continuing their journey through the beauty and traditions of the region.

The Ancient Pharmacy of Camaldoli is a fascinating stop on the InGIRO bike tour, where history, tradition, and nature come together. Located within the Camaldoli Monastery complex, this historic pharmacy has been in continuous operation since the 16th century. Here, guests can discover ancient recipes and natural remedies created by the monks using herbs and plants from the surrounding forests. The beautiful interiors, with wooden shelves, glass jars, and historical instruments, transport visitors into a world of knowledge and care passed down through generations. During the visit, guests can explore the herbal shop, learn about traditional preparations, and appreciate the link between nature and well-being. This stop is a unique experience, adding a cultural and sensory dimension to the InGIRO tour, where the values of simplicity, wisdom, and nature are still alive today.

The Museum of Wool Art, part of the “Luigi and Simonetta Lombard Foundation” in Stia, is an inspiring cultural stop on the InGIRO bike tour. Located in the heart of the Casentino valley, this museum celebrates centuries of local tradition and craftsmanship in wool production, which has shaped the identity of this region. Inside, guests can explore fascinating exhibitions showcasing ancient looms, textile machines, and handcrafted works, telling the story of the wool industry that once made Stia famous across Europe. Interactive displays and well-curated collections offer insight into the skill and artistry passed down through generations. Visiting the Museum of Wool Art allows guests to connect with the authentic soul of the Casentino — a territory where nature, tradition, and craftsmanship come together in timeless harmony.

Tapinassi Ceramics is a special stop on the InGIRO bike tour, offering guests a unique encounter with Tuscan craftsmanship and artistic tradition. Located in the Casentino valley, this historic workshop has been creating hand-crafted ceramics for generations, combining creativity, skill, and attention to detail. Visitors will have the chance to watch artisans at work, shaping and decorating each piece with traditional techniques and timeless motifs inspired by nature and Tuscan culture. The visit includes a tour of the workshop and showroom, where guests can admire beautiful plates, vases, and decorative objects, each one unique and crafted with care. This stop is not only a discovery of art and tradition, but also an opportunity to bring home a piece of authentic Tuscan beauty — a lasting memory of the InGIRO experience.

Florence, known as the cradle of the Renaissance, is a city filled with art, culture, and timeless beauty. While the InGIRO bike tour focuses on discovering the hidden treasures and landscapes of the Casentino valley, Florence can be included as a special experience, only upon guest request. Walking through its streets means admiring masterpieces like the Cathedral of Santa Maria del Fiore, the Ponte Vecchio, and the Uffizi Gallery, where art and history come alive. This optional visit can be arranged as a private tour or guided day trip, offering guests the chance to explore Florence’s elegance, historic palaces, and charming squares at their own pace, before returning to the peaceful Tuscan countryside. For those who wish to enrich their cycling holiday with art and culture, Florence represents a unique, unforgettable addition — a city where beauty, tradition, and history blend perfectly.

Siena, a jewel of medieval Tuscany, is offered as an optional visit during the InGIRO bike tour, upon specific guest request. Known for its stunning Piazza del Campo, the majestic Cathedral, and narrow winding streets rich in history, Siena captivates with its timeless atmosphere. Strolling through its alleys feels like stepping back in time, surrounded by ancient palaces, traditional shops, and breathtaking views of the Tuscan hills. This exclusive excursion can be arranged as a private visit, allowing guests to discover Siena’s artistic heritage, taste local specialties, and enjoy the charm of this historic city at their own rhythm. For those looking to enrich their cycling adventure with culture and tradition, Siena represents a perfect addition — a city of beauty, art, and centuries-old stories waiting to be explored.

Pisa, world-famous for its iconic Leaning Tower, is available as an optional stop on the InGIRO bike tour, upon guest request. The city offers far more than its famous landmark, with the magnificent Piazza dei Miracoli, the Cathedral, the Baptistery, and charming streets filled with history and life. A walk along the Arno River reveals elegant palaces and peaceful corners where art and architecture blend in perfect harmony. This exclusive visit can be arranged as a private experience, allowing guests to explore Pisa’s treasures, discover local flavors, and enjoy the vibrant yet relaxed atmosphere of this Tuscan gem. For those wishing to complement their cycling journey with cultural highlights, Pisa offers a memorable addition — a place where history, beauty, and Italian charm meet.

Casale Chiesina is the heart of the InGIRO bike tour experience, where guests will enjoy complete privacy and serenity. Surrounded by three hectares of olive groves and a beautiful garden, this elegant Tuscan villa offers spacious, refined rooms with panoramic views of the surrounding hills. After each ride, guests can relax by the private pool, dine outdoors under the stone pergola, or unwind in the peaceful living spaces, carefully designed to offer comfort and authentic Tuscan charm. For those wishing to enrich their stay, exclusive experiences are available on request: private wine tastings, chef-prepared dinners, and cooking classes with InCUCINA Toscana, where guests can discover the secrets of traditional Tuscan recipes in a warm and intimate atmosphere. At Casale Chiesina, every detail is designed to offer harmony, beauty, and unforgettable moments.