

Elizabeth Ostrander stands out like a goddamn unicorn. Six feet of long legs and reddish-blonde hair, she calls herself a living mermaid and backs it up with a 41-foot yacht she pilots herself. She's logged serious miles—San Francisco to Hawaii, straight on to Bora Bora—chasing sun, salt, and whatever else turns her on. "Travel became my obsession," she says. "I always knew I'd sail the world." St. Augustine kid who ditched class for the beach, she bounced to Europe for modeling gigs, then ditched that too for a one-way ticket to San Francisco. Zero plan beyond a friend and a fresh start. Next thing she knew she was crewing sailboats in the Bay, buying her own Islander Freeport, and pointing it toward Hawaii. Out there with nothing but vintage Playboys for company, she decided she wanted to be one. We said yes fast. Gave her December and the cover to boot. "They don't slap Playmates on the cover much," she grins. "Feels like a badge." She wants the title to open doors so she can drag other people into the life she's built. Consider us dragged.

Elizabeth Ostrander stands out like a goddamn unicorn. Six feet of long legs and reddish-blonde hair, she calls herself a living mermaid and backs it up with a 41-foot yacht she pilots herself. She's logged serious miles—San Francisco to Hawaii, straight on to Bora Bora—chasing sun, salt, and whatever else turns her on. "Travel became my obsession," she says. "I always knew I'd sail the world." St. Augustine kid who ditched class for the beach, she bounced to Europe for modeling gigs, then ditched that too for a one-way ticket to San Francisco. Zero plan beyond a friend and a fresh start. Next thing she knew she was crewing sailboats in the Bay, buying her own Islander Freeport, and pointing it toward Hawaii. Out there with nothing but vintage Playboys for company, she decided she wanted to be one. We said yes fast. Gave her December and the cover to boot. "They don't slap Playmates on the cover much," she grins. "Feels like a badge." She wants the title to open doors so she can drag other people into the life she's built. Consider us dragged.