Trainman

Answer: Brand didn't know specifically where the Goonies went, but he got on the bike and went searching. Viewers didn't get to see how many places Brand looked before he found them at the restaurant or how much time it took him, but he probably biked down the one road in town until he spotted their bikes and then looked nearby. The fact that Brand apparently found the Goonies within a short amount of time suggests that there were relatively few places that they could have gone, probably because they lived in a small town that was at least semi-rural. Other than old houses, there were only a few landmarks (including the restaurant and lighthouse). There may have been spots that kids tended to gravitate toward and Brand might have had a good idea as to where they most likely went.

KeyZOid

Answer: Because he's a rich, spoiled, self-centered bully who sees the Goonies as low class weirdos who are getting in the way of his father's development plans (and he sees Brand as as rival for Andy's affections).

Brian Katcher