Thanks to the new horse update this can be done in less than five minutes. Start up the tutorial world (a new one) and go on towards the horse. Inside the chest is a saddle. Next go down towards the house to the right of the fountain, in a item frame is a fishing rod. Next go to the animal area to the left of the fountain and inside the chest as you enter is a bunch of carrots. Craft the carrot on a stick. Place the saddle on the pig, jump on and wield the carrot on a stick. Lead it up to the sheer cliff, go as high as you can go, and jump into the cave they have conveniently provided for us to go in. A few seconds after you land the achievement should pop. If it didn't just repeat the process one more time.