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