When you launch a ball, the ball should start out on the upper table. If you don't hit the ball, it will ride down a surf board like ramp. Let the ball drain. It will be launched again, again don't hit the ball on the upper table and it will come down that surf board ramp. That's 2 times. You need to hit the ball back up to that upper table 3 more times and it must drain down that surf board ramp a total of 5 times to start this mode.
Once that is done you'll see a guy on a surfboard move up to the target on the left side of the table. Hit that for your achievement.