Cut licorice into 96 pieces, about 1/2 in. long. Using a toothpick, poke one licorice piece about 1/8 in. into a candy. Repeat seven times to make eight spider legs. Repeat with remaining licorice pieces and candy.
Melt chips in a microwave or heavy saucepan; stir until smooth. Transfer to a heavy-duty resealable plastic bag; cut a small hole in a corner of bag. Pipe two small dots on one candy and immediately place one nonpareil on each dot to create eyes. Repeat with remaining candies.
Pipe a web on each chocolate wafer. Pipe a dot of melted vanilla chips onto the bottom of the spider and attach to wafer.