Bike through the  countryside of the Val di Chiana past cypress trees, sunflower fields, grazing sheep and farmhouses • Tuck into classic Italian dishes over a family lunch prepared just for us • Follow cycling routes to the town of Castiglione del Lago, with views of the iconic Umbrian landscape and vast, sparkling Lake Trasimeno • Kids share an afternoon of  water sports while grown-ups bike rolling terrain back to Tuscany • Step back in time as you stroll the historic streets of Montepulciano • Lounge poolside at our hotel, a former medieval village and the ideal place for rest and play.

Leave Val di Chiana behind as you cycle into the Crete Senesi, an area known for its lunar landscape • Reach the sleepy hill town of Asciano and stop by an agriturismo (working farm) for a taste of farm-fresh Tuscan food • Legendary wine villages like Castelnuovo Berardenga line your route as you bike with your family toward the heart of Chianti • Watch the sunset over the countryside from our hotel, an elegantly restored castle-hotel among vineyards and olive orchards.

Ride along the Strada dei Castelli (Road of the Castles) to Radda and Castellina, known today as two major centers for Chianti Classico wine production • Young artists try their hands at painting their own ceramic souvenirs in a fun art class • Bike scenic routes through Chianti’s inviting hills • Stroll through the historic trade town of Gaiole, with time to browse the iconic Eroica shop during an evening on your own • Shop for hand-painted souvenirs and admire Renaissance-style designs at Ceramiche Rampini • Pause for artisanal gelato in charming historic towns • Pedal through the heart of Chianti in pursuit of quintessential Tuscan views • Celebrate a Tuscan family vacation with a memorable dinner at our exclusive hotel.