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