The gently rolling Tuscan countryside is ideally suited to exploration by bike. Fully immersed in the beautiful natural environment, the sensorial experience is immensely rewarding. In the Val d’ Orcia, a UNESCO World Heritage Site, travellers can explore Montalcino’s sun-dappled vineyards, discover charming farmhouses and tiny medieval villages, and visit the historic Abbey of Sant’Antimo near Rosewood Castiglion del Bosco.
An itinerary can include a stop at the spectacular Crete Senesi and Monte Oliveto Abbey, follow the ancient pilgrimage road from Canterbury to Rome - Via Francigena - through the heart of the valley, or opt to cycle a section of the legendary L’Eroica bike racetrack, the renowned vintage cycling event originally from the Tuscan village of Gaiole in Chianti.
Old souls can hit the road and experience the Eroica itinerary on bicycles built before 1987, to rediscover the beauty of fatigue and the thrill of conquest. Exhilarating guided bike tours are also available with modern road and mountain bikes.
The bike tour can end with a delicious Italian Merenda, pic-nic style to reward avid bikers.
The excursions are offered in easy, moderate and advanced level options and include bike rental, helmet, water, transportation to the starting point.
Duration: up to five hours.
Discover famous film locations in Montalcino, Pienza, and San Quirico d’Orcia with the Val d’Orcia Movie Tour experience at Rosewood Castiglion del Bosco.
Take your wine passion to the skies with a vineyard tour by helicopter.
The world's greatest horse race is back with medieval costumes and fierce rivalries.
Exhilarating guided hiking tour to discover the most beautiful walks on the Via Francigena.
Create your unique pair of handmade sandals in the land of leather and shoemakers.
During this unforgettable interactive tour, you will learn about organic farming culture in Tuscany.
A fun and exciting experience amidst pristine nature for adults and children.
Enjoy a beautiful truffle hunting in the countryside followed by a special wine tasting with Brunello di Montalcino.
The Val d’Orcia region of Tuscany is a UNESCO World Heritage Site famous for its stunning landscapes, cultural heritage, and excellent red wines.
In addition to teaching participants how to create a delectable three-course Tuscan meal, this lesson includes tips on advanced preparation and storage, a subject every host can appreciate.
The mysteries of the magical night sky unfold under the expert guidance of the estate’s astronomer.
Capture the stunning natural surroundings of Rosewood Castiglion del Bosco on canvas while enjoying a lovely day outdoors in the sun-dappled vineyards or in the enchanting gardens of your private villa.
Experience the thrill of finding truffles in one of Italy’s most renowned truffle destinations.
Unveil the history behind iconic fashion brand Ferragamo and taste Castiglion del Bosco wines at the CdB Wine Lounge in Florence
Visit the highest vineyard on the Tuscan coast before joining Andrea Bocelli's concert in his hometown, Lajatico.
An exhilarating Ferrari driving experience to explore Val d'Orcia in style.
Laid out on a blanket with the finest accoutrements, an authentic Tuscan picnic awaits.
Discover one of the oldest Brunello di Montalcino wineries, a founding member of the Consorzio del Vino Brunello di Montalcino since 1967.
Visit the highest vineyard along the Tuscan Coast.
Turn back time with a hands-on Medieval Painting and Ceramics workshop.
Discover Siena from an unusual perspective.
The medieval charm of San Gimignano and its towers, nestled between Siena and the Val d'Elsa hills
Explore the scenic Tuscan coast aboard our luxurious chartered 55-foot Swan sailing yacht