Jimmy lives in the tranquil town of Eagle Rock, Louisiana, with his father, stepmother and his best friend Rainy, a German Shepherd. When Jimmy's father gets a promotion, the family must relocate to an apartment in New York City that has a strict no pet policy. Unwilling to let his master go without a fight, Rainy embarks on a cross-country journey to New York but navigating the Big Apple is just the beginning of his challenging adventure.

Told in Documentary form, the film depicts a group of five British film critics and politicians who venture off into the West Virginian wilderness in search of the "Tony Blair Witch" which may or may not be related to British Prime Minister Tony Blair.