Key West Pet Masquerade 2026

Join us for our famous Pet Masquerade Event. You will see a carousel of frisky pets and playful owners performing for fame, fortune and prizes beginning at 6:30PM on the stage of the Key West Amphitheater at the Truman Waterfront Park! Think you and your furry, feathered or slithery friend have the purrfect outfit? Four categories to enter including Junior, Pet/Owner Lookalike, Most Exotic, Best Theme Adaptation, as well as Overall Winner/Best in Show. $25 / entry; benefits the Monroe County Sheriff's Office Animal Farm. Registration begins at 5 PM. Show starts at 6:30 PM. FREE to watch, plenty of FREE seats available or bring your blanket and lawn chair. Food and beverage available on site. 21 E. Quay Rd.