It's "anchors away!" for the Cupcake Club! Jenna's stepdad Leo is taking his family on a Caribbean cruise. Unfortunately, Jenna's younger siblings get the chicken pox, leaving Leo with four extra tickets. Enter Peace, Love, and Cupcakes! Leo says Jenna's four besties can come-in exchange for baking twelve thousand cupcakes for his company's pirate-themed event. Shiver me timbers, that's a lot of icing! Now veterans in the cupcake-baking game, the PLC takes on the challenge. But when a freak rainstorm flares up on the night of the big event, will it be rough seas for the girls?