Andy Hampsten, the former pro cyclist, the only American ever to win the Tour of Italy, the first American ever to win the grueling Alpe d’Huez stage of the Tour de France, does his best to discourage casual riders from signing up for the cycling trips he leads in Tuscany.

“All of our trips are designed to satisfy experienced riders,” Mr. Hampsten writes on his Web site. To train, he suggests, “you should ride at least 100 miles a week for at least 6 to 10 weeks” on routes with “as many hills as you can find.”

So I had an image of what our fellow cyclists would look like when my husband, son and I arrived in Castagneto Carducci for a cycling vacation. They would look like Mr. Hampsten, who at age 45 remains boyishly thin and agile, bouncing with energy.

I was wrong. For the most part, our group consisted of ordinary-looking, mostly middle-age men and a few middle-age women.