Pacific Coast Highway Road Trip - I did this trip (highway 101), in 1999, with a slight variation on stops, and 2 overnights. Best done starting in SF, rather than SD, for the views of the coast, cliffs, beaches etc. if you have a convertible this would be even more amazing.
OnBoat specializes in yacht and boat rental services for your birthday parties, bachelorette parties, bachelor parties, proposals, anniversary celebrations or just a day on the water to cool it off. We have a boat for every occasion. We have medium-sized sailboat to catamaran to large sized motor yacht. http://onboat.co/san-diego-yacht-charter/