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