Watering frequency depends on your environment. You want to keep the soil relatively moist. Fertilizer about every month but you can get away without if your soil is otherwise ok.

I found pineapples to be much more in need of sun than water. Yes, they do need water, but it’s not going to develop or ripen a fruit without lots of sun. That said, a fruit can literally go a year or more developing without harm to it. Never particularly fertilized it, though I’m trying that now to see if it makes a difference. In theory the same plant can fruit multiple times, but I find that after a few years they start looking really scraggly so I’ve decided that when they do, I’ll plant them outside in the spring and hope I get a fruit before the first frost in the fall. Pineapple plants are deer resistant!