I have made the long trip only twice, but have made many many short jaunts down while living in Southern California. Planning the trip is fairly straight forward, as the Peninsula offers only a handful of accommodations coordinating with the activities in each area.
A logical starting point is Tijuana (unless you are one of the lucky folks living in San Diego). Tijuana is such a joy to visit these days. If you enjoy tacos, get ready. Tacos in Tijuana are a truly special treat and should not be missed. There are several spots worth seeking out and many more dotted throughout the city. Look for smoke and a good crowd of people and order up.
We usually hit up the same few places but one constant always remains, your favorite and mine, the world famous, Dandy del Sur. This classic cavernous bar has a great juke box and plenty of tequila and cold beer. The bartenders are friendly and attentive and the prices are fair.