Here is the full list of all 16 Pineapple on pizza achievements. It takes around 0-1 hour to unlock all of the achievements on Windows.
Get out of the island.
Approach the baby.
Approach the bench.
Approach the kids playing.
Jump from the cliff.
Activate the volcano.
Approach the cliff.
Ruin the limbo.
Walk through the corn plantations.
Approach the man feeding the birds.
Approach the skilled dancer.
Approach the turtle.
Step inside the circle.
Step onto a sailboat.
Approach the statue.
Play.