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