He doesn't just play he's a pirate. He IS a pirate sailing the ocean blue under the Jolly Roger. It gives him a chance for creative expression. Skits help develop his power of observation and recognize the desirable characteristics in the people he sees. Skits help develop his coordination and timing, thus increasing his self confidence.
Skits show the importance of teamwork and cooperation.
Skits also set the mood of the monthly theme. Skits serve as ice breakers and comic relief during the pack meeting. Skits take the pack meeting out of the hands of adults and focuses on the boys. Once in a while there is a shy boy who would prefer not to take part in skits. A costume often will help overcome his shyness.