In this video guide I will show you how to win a cup race in adventure mode and earn all the gems in adventure mode. So both of these achievements are tied together. Once you collect all the CTR tokens
you can start racing the cup races. The room is found next to where you face Oxide. The door is unlocked with two keys. So once you have all the CTR tokens you can race in all of them. There will be four races in each to earn the gem. If done on easy it shouldn't be a problem. You will get the cup achievement when earning your first gem
. Then once you do all the cup races
the other achievement will pop. There are five gems to earn all together.