For the hot peppers: Wrap the cheese cubes in half of one slice of hot ham. Stuff the ham-wrapped cheese cubes inside the cherry peppers and reset the caps with a toothpick.
For the sweet peppers: Spread each slice of prosciutto with a thin layer of herb and garlic cheese. Cut each slice of ham into four pieces, then wrap a piece of celery inside each strip of ham. Stuff the meat and cheese-wrapped celery into each cherry pepper.