Cut out 24 small wedges from your head of iceberg lettuce. The easiest way to so that is to cut the whole head of lettuce in halves, then in quarters, then in eighths, and to cut the eighths into sections. You want bite-sized chunks of lettuce.
Cook the bacon until it is done and drain on paper towels. Don’t make it too crispy, as you want to be able to get it on a toothpick or skewer without it breaking.
Grab your skewer or toothpick and thread it with a cherry tomato half, a piece of bacon, a lettuce wedge, then another piece of bacon, then another cherry tomato half.
Arrange your wedge salad skewers on a pretty platter, drizzle with dressing and serve!