My advice...This isn't a bad trip in calm settled weather and can be broken down into 2 legs by stopping at Newport Beach.
1. Go out of Dana Point and motor around out there for a couple of hours close to shore and get the feel of the boat in the waves and make sure everything is working OK...push the motor hard and use NEW fuel and oil.
Test all equipment...GPS/VHF/Portable VHF and depthsounder particularly. Throw a life preserver overboard and go retrieve it. Throw your resue buoy at it till you get good. Set a waypoint in your GPS based on your charts YOU HAVE THEM RIGHT...and motor to it. Now find your way back into Dana point using another GPS waypoint you set based on your charts. Do the same with your BACKUP GPS!! Build your confidence in the boat and know how to use your equipment.
2. Wait for a good THREE day forecast with light winds and relatively calm seas and do it!! Program in GPS waypoints for all possible harbors along the way in case something goes wrong. If you make it to Newport Beach in good shape...don't forget to check the weather on your VHF again before you leave the next day.
3. Have fun!