On the eve of his anniversary, Brandon (Green) discovers his wife is having an affair. Distraught and without hesitation he jumps on a plane with his childhood friend Dan (Meyer) on a prepaid trip to Thailand, that was intended to be a surprise trip for his wife. Once in Thailand, the pair go on a series of excursions and tours intended for a happy second-honeymooning couple. Brandon and Dan soon notice their friendship is more estranged than Brandon’s marriage. Upon their journey they meet two eccentric tour guides Ian (Culkin) and Pen (Song) who show them the wonders of Thailand and bring the two friends back together through life, love, and good fun.