Ben Chace and Sam Fleischner have been friends since kindergarten. Two years ago Ben won a cruise in a raffle and invited Sam along for the vacation. Both young filmmakers, they decided to turn the trip into a project. With a mutual love for Jamaican culture and a free boat ride to the Caribbean, they began to map out the story's possible scenarios. Two additional cruise tickets were bought for Sean Bones, the lead, and Kevin Bewersdorf, sound recordists/actor. The crew of four boarded the luxury vessel in Red Hook, Brooklyn and sailed for one week. Once in Jamaica they were joined by producer, Katina Hubbard for two weeks of Island production.