When you are headed to Dana Point, in my experience, be ready for the potential of high winds and larger swells than you may be used to. Bev and I have experienced wind on the nose when entering the Dana Point Harbor that made it difficult to make way even with our 54hp Yanmar Diesel revving at 2800 rpm.
The course and distance from Oceanside is pretty standard and there are not really any particular tricks other than to head out a ways from the Oceanside jetty before turning North.
The entrance to Dan Point Harbor is straight forward, but things get a bit tight as you approach the County Docks and the Dana Point Yacht Club. There are lots of slips available by the night on the East Shore that are managed by an office located in the parking lot. There is even an after hours check in machine in the outside of the bathroom / laundry facilities.
If you are looking to use your Yacht Club reciprocal you may want to call well in advance - we have always been shutout here, but the County docks are very nice - particularly after a hard day at sea.
If you have the range, you may want to keep on heading North to Newport Beach.