Collect Bomb, Jump and Speed Items in the same run. (Use the Item to get another one)

In Ice Cap, complete the first lap without dropping your speed to less than 90% (Snowdrifts slow down the speed)

Win the Purple GP

Win the White GP

Win the Blue GP (Without all the emeralds)

With Sonic win the Final Round Against Eggman in Blue GP (See comments)

Win the Blue GP in hard mode (Without all the emeralds)

Win from Dark Valley 2 to Emerald Ocean in Blue GP by taking first place in them

Collect 9 rings from Emerald Hill 1 (Lose or Use Rings, reset the achievement )

Collect 14 rings from Hill Top 1 (Lose or Use Rings, reset the achievement )

Collect 14 rings from Dark Valley 1 (Lose or Use Rings, reset the achievement )

Collect 10 rings from Casino Night (Lose or Use Rings, reset the achievement )

Collect 8 rings in Desert Road 1 (Lose or Use Rings, reset the achievement )

Collect 14 rings from Iron Ruin (Lose or Use Rings, reset the achievement )

Collect 14 rings from Desert Road 2 (Lose or Use Rings, reset the achievement )

Collect 12 rings from Rainy Savanna (Lose or Use Rings, reset the achievement )

Collect 8 rings in Ice Cap (Lose or Use Rings, reset the achievement )

Collect 11 rings from Hill Top 2 (Lose or Use Rings, reset the achievement )

Collect 12 rings from Mystic Cave (Lose or Use Rings, reset the achievement )

Collect 10 rings from Emerald Hill 2 (Lose or Use Rings, reset the achievement )

Collect 11 rings from Dark Valley 2 (Lose or Use Rings, reset the achievement )

Collect 15 rings from Quake Cave (Lose or Use Rings, reset the achievement )

Collect 8 rings from Balloon Panic (Lose or Use Rings, reset the achievement )

Collect 9 rings from Emerald Ocean (Lose or Use Rings, reset the achievement )

Collect 14 rings from Milky Way (Lose or Use Rings, reset the achievement )

Collect 9 rings from Death Egg (Lose or Use Rings, reset the achievement )

Finish Emerald Hill 1 in less than 1:47 with Sonic or Tails (Free Run Mode)

Finish Hill Top 1 in less than 1:35 with Knuckles (Free Run Mode)

Finish Dark Valley 1 in less than 1:50 with Eggman or Metal Sonic (Free Run Mode)

Finish Casino Night in less than 1:52 with Fang (Free Run Mode)

Finish Desert Road 1 in less than 1:42 with Fang or Knuckles (Free Run Mode)

Finish Iron Ruin in less than 1:38 with Metal Sonic (Free Run Mode)

Finish Desert Road 2 in less than 1:48 with Fang (Free Run Mode)

Finish Rainy Savanna in less than 1:50 with Sonic or Amy (Free Run Mode)

Finish Ice Cap in less than 2:16 with Sonic, Tails or Knuckles (Free Run Mode)

Finish Hill Top 2 in less than 1:49 with Knuckles (Free Run Mode)

Finish Mystic Cave in less than 2:14 with Tails or Amy (Free Run Mode)

Finish Emerald Hill 2 in less than 1:54 with Sonic or Tails (Free Run Mode)

Finish Dark Valley 2 in less than 1:41 with Eggman or Metal Sonic (Free Run Mode)

Finish Quake Cave in less than 2:13 with Sonic or Amy (Free Run Mode)

Finish Balloon Panic in less than 1:53 with Amy (Free Run Mode)

Finish Emerald Ocean in less than 2:02 with Eggman or Fang (Free Run Mode)

Finish Milky Way in less than 1:25 with Sonic (Free Run Mode)

Finish Death Egg in less than 1:37 with Eggman (Free Run Mode)

Finish The Purple Gp cup with 10 points or more

Finish The White Gp cup with 10 points or more

Finish The Blue Gp cup with 10 points or more

Win the first purple cup course playing as Sonic, Tails, Amy, or Knuckles against Robotnik, Fang and Metal Sonic

Win the first purple cup course playing as Robotnik, Fang, or Metal Sonic against three of the good guys (Sonic, Tails, Amy, or Knuckles)