|Full Name||Il Piantissimo|
|First Appearance||Super Mario Sunshine|
|Latest Appearance||Mario Kart Havoc|
Il Piantissimo is a dark-skinned man disguised as a Pianta that the player must race in Super Mario Sunshine. He could be raced in Gelato Beach, Noki Bay, and Pianta Village.
He appears in Super Mario Sunshine disguised as a Pianta. He can be raced in the 5th levels of Gelato Beach and Noki Bay, and in the second level of Pianta Village.
When Mario races against Il Piantissimo, the two must head to a flag that represents the finish line. If Mario wins, he gets a Shine Sprite, then completing the mission. However, Mario will lose a life if Il Piantissimo finishes first. Also, if the player replays a completed Il Piantissimo episode, Il Piantissimo will be more difficult to beat, as he will finish the course with the player's previous time. However, Il Piantissimo cannot use any tactics involving FLUDD.
Once the game is beaten with one hundred and nineteen Shine Sprites or less, the ending screen will show Il Piantissimo finding Bowser Jr.'s Magic Paintbrush. This alludes to the possibility that he took it.
He is confirmed to make an appearance in the upcoming game, Piranha Planter, revealing that he did take the Magic Paintbrush.
Piantissimo is very overconfident, and finds himself superior to others. According to various locals at Pianta Village, he is considered a rogue, a creep, and not related to the Piantas. This could show that due to his attitude, he is left alone and barely challenged, adding to his superior personality with no one to go against it.
In what is basically the follow-up to Super Mario Sunshine, he is the main antagonist of Piranha Planter. He uses the paintbrush from Super Mario Sunshine as his weapon.
Mario Kart Havoc
Appears in Mario Kart Havoc as a racer.