To get this, you need to leap off the highest point in the Woodburrow hub. Getting there is pretty simple though.
Over by Flynn's ship, there are giant mushrooms growing along the side of the tree. Climb them to get to a platform with Hoot-Loop's Soul gem. After that, climb more mushrooms to get to another platform with a Winged Sapphire and a launch pad. Take the lauch pad and you will be hurtled into the fountain and teleported to a "coin haven" sidescrolling area. The achievement will pop when you hit the fountain's teleport.