Nice trip...
That should be a nice trip, and at least you're going the right direction. Might actually be able to do some sailing instead of motoring! There do seem to be a lot of whales and dolphins out especially north of Pt. La Jolla so keep your eyes out, they are really neat. I agree with the advice on entering San Diego bay, DON'T try to cut in too soon, the kelp is really dense. If you're not going to go straight through I'd recommend either Dana Point or Oceanside as nice stopovers. The USCG is doing random check on small boats entering the bay now so you might be boarded for a quick check. Also be sure to give the Navy ships a 100 yard security zone and just stay outside the marked channel if a big ship is coming through, there's plenty of depth most places. Have a fun trip!