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 kids playing.
Approach the statue.
Jump from the cliff.
Approach the cliff.
Activate the volcano.
Approach the skilled dancer.
Approach the baby.
Approach the bench.
Step inside the circle.
Approach the turtle.
Approach the man feeding the birds.
Walk through the corn plantations.
Step onto a sailboat.
Ruin the limbo.
Play.