THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Discover the rugged beauty of Chianti on horseback, then indulge in premium wines and local delicacies. A private VIP day that blends outdoor adventure with culinary excellence awaits you in Tuscany’s iconic countryside.
Discover the rugged beauty of Chianti on horseback, then indulge in premium wines and local delicacies. A private VIP day that blends outdoor adventure with culinary excellence awaits you in Tuscany’s iconic countryside.
Book with Under The Tuscan Sun Tours
Verified experiences and guided adventures in the surrounding area.
Operated by Under The Tuscan Sun Tours · Florence, Florence
In the heart of Tuscany, just a short distance from Florence, lies a region renowned for its rolling vineyards, medieval castles, and timeless charm. Under The Tuscan Sun Tours offers a standout experience: a full-day adventure immersing visitors in Chianti’s rich landscape and culinary heritage. The journey begins with a guided horseback ride through lush vineyards, olive groves, and scenic hills that frame the Tuscan countryside. As the horses trot along winding paths, riders are treated to sweeping views of historic castles and quaint hamlets, capturing the area’s essence of rural elegance.
Following the ride, guests are led to a renowned local wine school for tastings of Chianti Classico, rich olive oils, and aged balsamic vinegars—each sip and bite telling a story of centuries-old traditions. The day includes a traditional Tuscan lunch, where fresh, regional ingredients are the star, perfectly complementing the wines and oils sampled throughout the day.
This experience stands out not only because of its combination of outdoor adventure and culinary discovery but also due to the intimate, VIP nature of the private tour—allowing a personalized journey through one of Italy’s most iconic regions. The well-curated outings provide an authentic taste of Tuscany’s countryside, making it ideal for travelers seeking both adventure and a genuine connection to local culture.
Under The Tuscan Sun Tours has carved out a niche for those eager to see and taste Tuscany beyond the typical tourist trails. Their carefully crafted trips make use of the area's lesser-known gems, ensuring visitors leave with lasting memories and a deeper appreciation for this historic landscape.
moderate.
6–8 hours.
Participants should be comfortable on horseback for at least an hour and able to walk on uneven terrain.
Yes, the tour is designed for all skill levels, with gentle horses and guidance provided.
The riding portion lasts about an hour, suitable for most comfortable walkers.
Yes, vegetarian and other dietary preferences can be accommodated with advance notice.
Comfortable, weather-appropriate clothing and closed-toe shoes are recommended.
Children aged 8 and up are welcome, provided they are comfortable on horseback.
Yes, you can purchase additional bottles at the wine shop at the end of the tour.
Chianti’s vineyards have been cultivated since the 13th century, shaping the region’s legendary wine reputation.
The area emphasizes sustainable viticulture and farming to preserve its heritage and landscape.
Under The Tuscan Sun Tours is a Florence-based tour operator specializing in private and small-group experiences across Tuscany and nearby regions. Founded to connect visitors with the cultural, culinary and scenic highlights of central Italy, the company offers a wide range of day trips, shore excursions and immersive activities. Operating from Florence, Tuscany, the catalogue includes private VIP shore excursions from Livorno, La Spezia and Piombino to destinations such as Pisa, Lucca, Florence, Cinque Terre, San Gimignano and the Chianti wine region. Options span guided walking tours with reserved entries (Uffizi, Accademia), winery visits with tastings and meals, truffle hunting with trained dogs, cooking classes, Vespa tours and curated visits to Bolgheri for Supertuscan wine tastings. Services include private vehicles and professional drivers for full-day transfers, small shared tours for groups up to eight people, and tailored itineraries for families or wine enthusiasts. Specific shore excursions list included stops, tasting experiences and local activities, while other experiences emphasize cultural sites such as Michelangelo’s David, the Duomo, and Carrara marble quarries. Under The Tuscan Sun Tours works with licensed local guides and established wineries, restaurants and activity providers to deliver organized itineraries and reserved accesses. The business emphasizes clear pickup arrangements from ports (Livorno, Piombino, La Spezia) and from central Florence, offering a practical way to turn limited time into a full Tuscan experience.
Book with Under The Tuscan Sun Tours