What better way to prepare yourself for a daily menu of cappuccino, bruschetta, risotto, and Chianti—lots of Chianti—than hammering 27 miles on a road bike? Tuscan roads are some of the best for cycling: narrow and windy, with frequent gradual ascents and descents, and they rarely see freezing weather so the surfaces stay smooth. Best of all, Italians love cycling the way Canadians love hockey, so they give a wide berth and even shout encouragement from the windows of their tiny Fiats. Sign up for Trek Travel’s Tuscany Explorer ($2,495) and they’ll set you up on a carbon fiber road bike for six days of rolling past lines of cypress trees, through olive groves and vineyards. While you are feasting on white truffle and porchetta, they’ll move your luggage from one ancient walled hilltop city to another.