Raine will continue to stay on the Tequila until the day she dies, or when she's forced to retire, or something along that line. For all the joking she does about retiring eventually, she wouldn't want to just sit somewhere, even with mojitos and sunrises. I think what Reggie, Macy, and Raine talked about, basically staying together until they were forced to resign and then moving onto a different non-Rac ship, that sort of thing would be ideal for her. She was meant to live and die in space!
And she'll leave a ridiculously long time for someone who drinks and smokes and lives hard the way she does. No regrets.