Finish the Castle in World 1.

Collect all Star Coins in World 1.

Reach the Top of all Flagpoles in World 1 in one Session.

Finish the Castle in World 2.

Collect all Star Coins in World 2.

Reach the Top of all Flagpoles in World 2 in one Session.

Finish the Castle in World 3.

Collect all Star Coins in World 3.

Reach the Top of all Flagpoles in World 3 in one Session.

Finish the Castle in World 4.

Collect all Star Coins in World 4.

Reach the Top of all Flagpoles in World 4 in one Session.

Finish the Castle in World 5.

Collect all Star Coins in World 5.

Reach the Top of all Flagpoles in World 5 in one Session.

Finish the Castle in World 6.

Collect all Star Coins in World 6.

Reach the Top of all Flagpoles in World 6 in one Session.

Finish the Castle in World 7.

Collect all Star Coins in World 7.

Reach the Top of all Flagpoles in World 7 in one Session.

Finish Bowser's Castle in World 8.

Collect all Star Coins in World 8.

Reach the Top of all Flagpoles in World 8 in one Session.

Clear all Exits and use all of the Cannons at least once.

Collect all 240 Star Coins and spend all of them.

Finish a Level with 11, 22 or 33 as the last digits on the Timer to spawn a Red Mushroom House.

Guess the Item you get before activating the Block correctly in a Red Mushroom House. [See Comments]

Finish a Level with 44, 55 or 66 as the last digits on the Timer to spawn a Green Mushroom House.

Activate all ?-Blocks in the Green Mushroom House before getting the Bowser Card.

Finish a Level with 77, 88 or 99 as the last digits on the Timer to spawn an Orange Mushroom House.

Use a Mega Mushroom and fill the Destruction Bar completely.

Finish a Level as Luigi.

Finish a regular Level while having the Secret Challenge Mode activated.

Use a Mega Mushroom and destroy a Flagpole while finishing the Level.

Finish a Level while having a Power Star.

Get a Mushroom by hitting a Coin Block enough times before it deactivates.

Get a Reward for collecting eight Red Coins.

Kill Bowser by using a Fireflower.

Kill Bowser by using a Blue Shell.

Kill Bowser by using a Mega Mushroom.

Enter the Secret Room in W2-1.

Enter the Secret Room in W3-A.

Enter the Secret Room in W4-4.

Enter the Secret Room in W5-3.

Enter the Secret Room in W6-1.

Enter the Secret Room in W8-2.

Leave your Path through a beachy Level and receive some Coins as a Reward.

Go above the Ceiling of a Cave Level and get some Coins as Reward.

Finish the moving Ceiling Section in W1-Castle in one Cycle.

Collect 50 Coins in W2-1 while doing only one Shellslide.

Beat W3-C as Tiny Mario without touching the Water or collecting Coins without using the Checkpoint.

Land on the Green Pipe at the End of W4-A without touching Grass after the first Jump and without using the Checkpoint.

Collect at least 85 Coins in W5-Tower.

Collect at least 60 Coins in the Secret Sky Area in W6-2.

Reach the back Room in W6-Castle without stepping on a moving Platform or using a Tiny Mushroom without using the Checkpoint.

Collect at least 400 Coins while riding on Wiggler in W7-3.

Defeat a Moneybag and get a 1-Up for it.