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