OK, well I just looked it up (didn't want to give wrong info) and I found out I was misinformed, I just found out that quest master is beating all the quests (not sure if you have to be archer and swordsman), and that legendary hero is for mastering all the quests (including the extra quests) as both archer and swordsman.Are you sure? I thought Legendary Hero might be mastering everything.
And then I became paranoid, and I checked to see if anything else I said is wrong. Turns out there is a couple.... (I am a failure Dx)
4 star racer (for twister race) you need to finish a race with a 4 star ranking, though from other sources I am hearing you need to collect 4 stars. I don't know which is accurate, so I think it might be best to get rid of what I said and wait to until someone can check it.
Tackle takedown (for sweet day) is just to tackle an animal as the guard, you don't need to win with a tackle, just tackle them once.
5 egg exit (for yoshi's fruit cart) is basically what I said, but to be more technical you need to collect 5 pieces of fruit on a stage and then finish without dying
So... much... candy... what I did is collect all the candy, then win? Well I found out that you have to win while have a head full of candy.
Another interesting thing is that did you know that some games have more stamps than 5? Yeah, I found out that the different modes for the co-op games have different stamps (like time attack for battle quest will have another 5 stamps, along with the normal quest mode) So just a heads up!
And also, I have some new stamps I have learned.
Special delivery (for Balloon trip breeze) is to deliver two packages in one game
Island Hopper (for balloon trip breeze) is to visit every island in game.
Flawless Flight (for balloon trip breeze) is you must make it through the whole game while collecting every single balloon & Wii remote assist can not be used or you will not earn this stamp.