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