Tuscany - Road

Riding through the wine country of Tuscany and Emilia-Romagna on deserted country roads is to discover why Italy is a nation of cyclists. Ride along castles, vineyards and medieval hill towns where the best glass of wine of your life is never more than a few clicks down the road. The ultimate Tuscan villa in Monteriggione, near Siena, provides a majestic base for rides through the expansive Chianti region. The area defines Italian hill country idyll with easy access to the best vineyards. During select weeks in the summer, catch Siena’s Palio horse race, an ultimate Tuscan tradition.

Combining these Epic bike rides with Slow Food restaurants, and the chance to visit local purveyors and winemakers, makes a trip to Tuscany a must for any serious road biker and foodie. Tacking on cultural side trips to Siena or Firenze, and this quickly becomes the best bike adventure of your life.

Fly into Florence’s Peretola Airport. Here an EpicQuest guide meets you for the gorgeous hour-long van transfer through the vineyards to Villa Montecastelli.

Ultra smooth, hilly ribbons of asphalt, invite exploration on two wheels. The hill country of Tuscany is legendary from an artistic, agricultural, and aesthetic standpoint. From a cyclist’s standpoint, it seems to be made for riding. Strategically placed hill towns stand guard over lush valleys and winding roads. The roads are just the right pitch to get a good pump going, before switching gears for another exhilarating, no-brakes downhill. Winding through Italy’s most revered wine country of Chianti, Montalcino, Brunello and Bolgheri, these routes are what Italian cyclists and oenophiles dream of.

During the spring and fall, Tuscany can be quite temperate during the day and chilly at night. In the summer months, the valleys can be downright hot, while the hill country is breezy and cool.