This achievement just requires you to be "in the air" (any time your feet are not on a surface) for 60 minutes. This is cumulative over all worlds you enter, whether your own or a friend's. It counts time spent falling, jumping, flying, trapped in cobwebs, or grappled to a wall/ceiling while wearing wings or any flying accessory.
This does come naturally with regular gameplay. You only need 60 minutes total of air time while wearing wings. Note this is different than the distance that gets recorded in the Leaderboards.
Use any grappling hook and latch onto a ceiling or wall. Then just idle until the achievement pops. It is easiest to tell if you are "in the air" if you have the hoverboard equipped as an accessory because it shows up whenever you are airborne under your feet.