Embark on a quintessential Tuscan adventure, riding scenic routes in the Chianti Classico wine region • Spin through the rolling countryside and take in the sweeping vistas—you’ll soon realize why this is one of the most famous regions in the world • Sample local specialties at an organic agriturismo before biking past olive orchards and vineyards • Take time to relax at our hotel, a countryside manor home with an outdoor pool and extensive wellness facilities • Ride into the heart of Chianti, passing through legendary wine villages like Gaiole and Castelnuovo Berardenga • Cycle through the Crete Senesi, an area known for its lunar landscape • Explore Siena’s medieval back streets and grand Piazza del Campo, home to Italy’s most important horse race, Il Palio • Learn the nuances of Tuscany’s renowned red wines at an exclusive sommelier-led tasting.

Ride the ridge to ancient hilltop Radda, former capital of the Antica Lega del Chianti (Old Chianti League) • Visit the picturesque neighboring village of Castellina • Settle into our hotel, a restored 12th-century castle surrounded by vineyards and olive groves, making the most of its thermal pools and spa • Celebrate in Tuscan style over dinner • Bike to Colli Fiorentini, northern Tuscany’s slice of Chianti wine production • Follow cycling routes in the verdant Elsa River Valley to the spectacular World Heritage town of San Gimignano, crowned by 13 towers • Toast la dolce vita with a glass of refreshing Vernaccia, Tuscany’s most famous white wine, before heading to Florence.