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