This should probably be posted in the "Other North American" forum, where I suspect it will be moved...

If you WANT to visit the SF Bay Area, go to Oakland. Otherwise, I wouldn't do it just to take a random trip. I don't really know if waiting is worthwhile, because (a) your points will expire, and (b) ATA has recently been cancelling routes, not adding them.

Note that if you have 7250 points (somewhat more than the amount required for a free round-trip), you can convert them to 16 RapidRewards credits, i.e. a free ticket on Southwest. So, another option besides going to OAK or waiting would be to earn some more points and then get a free ticket on WN.