We are based in Channel Islands. To go to Two Harbors is a 70 mile trip so I have been waiting for some one to convoy with. From San Pedro ir is about 24 miles. I have done it in a Newport 28 several years ago. It is a fairly easy trip. If you go on the weekends, there is a steady stream of boats heading there. If you clear the breakwater at 9:00 am, you will arrive off Bird rock by about 12:30 or 1:00. The harbor master will let you know where you can anchor. Be aware the there is a shallow reef off of the pier. It is marked but people have tried to cross it and run aground.
From San Pedro to Isthmus is a nice weekend trip.