I planted this several years ago and it came back once, but was late....maybe May time frame?
I think our back to back droughts took it out, last year!

We have grown Pineapple Sage here in Zone 7, Long Island NY, for the last two seasons and it doesn't make it through the winter. Our plant was grown in a pot. Actually, it didn't even come close. The oregano, garden sage, thyme, chives and lemon balm all came back this year though. The rau rum (vietnamese coriander---basically cilantro on steroids!) has also come back with a vengence.