Young Brooklyn musician Max (Sean Bones) decides to go on a Caribbean cruise alone when girlfriend Willow (Norah Jones) dumps him two days before the trip. Once in Jamaica, Max eschews the tourist zone for more "authentic" surroundings. In the process, he is robbed of his possessions and stranded - literally missing the boat. As Max sets out for the American Embassy in Kingston on foot, Jamaica is waiting to meet him with unexpected and extraordinary encounters, including a full-moon celebration with legendary reggae collective The Congos, and a dreamy stay with a Rasta prophet (Carl Bradshaw).
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