When her relationship sours, Claire turns to the fictional world of her romance novels to ease the pain. But as the lines between fiction and reality blur, she is swept away in an adventure on the high seas.
| Actor | Role |
|---|---|
 Chelsea MaidhofClaire | Claire |
 John RedlingerWill / William Monte-Dubois | Will / William Monte-Dubois |
| KKevin GraberJerry / Jericho | Jerry / Jericho |
| TTom HullBony Pirate | Bony Pirate |
| LLeslie KesterPirate Wench / Sexy Girl in Bar | Pirate Wench / Sexy Girl in Bar |
| CConnie MaidhofGretta Greenburg | Gretta Greenburg |
| PPaul MaidhofEvil Pirate | Evil Pirate |
| NNaeem MunafJerry's Friend 2 / Exotic Pirate | Jerry's Friend 2 / Exotic Pirate |
 Sam SchweikertJerry's Friend 1 / Smelly Pirate | Jerry's Friend 1 / Smelly Pirate |