Casey Webb's eating expedition brings him to Denver, Colo., for a mile-high biscuit loaded with fried chicken, bacon and honey butter. He devours a bowl of latkes topped with beef brisket and Guinness gravy, and he takes on the Top of the Rockies Burrito Challenge: a 4-pound Tex-Mex breakfast feast that no man has ever conquered.

Casey Webb's tasty trek brings him to Manhattan for historic pizza-by-the-slice, a transcendent take on an Old World baked good and over 5 pounds of undefeated dessert in the Giant Ice Cream Scoop Challenge.