Go through every single bonus ring on one course. It doesn't matter which course you do it on.
Get a cumulative score of 5,000 points overall.
Score 170 points or more on all courses.
Go through all the bonus rings in the final course.
Find all the time balloons in one run in single-player Free Cruising mode. You have to complete the Slalom Course afterwards to get the stamp. Not available in multiplayer mode.