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