Pat, who uses the American Sailing Association curriculum, helps her students prepare for chartering by teaching them aboard Seabiscuit, a Beneteau 44.5. She's a skilled racer and sailor herself, has been in the business for decades in the Caribbean, and specializes in teaching couples, families, and women-only groups. "People come here hoping to bareboat charter on boats just like this," she told me. "It's fabulous here. It's the best way to learn."