Hotels.com will provide a retro polaroid camera for the winner to document the trip, along with sunscreen, umbrellas, vintage sunglasses, a cooler and a solar-powered AM/FM radio.

Their chosen “Retro Beach Motelier” will be given a $10,000 stipend and $5,000 “salary” to spend on the suggested itinerary and snacks, and even bring a friend along for the adventure.