Here are some suggestions:
Steaks: Donovan's steak house (expensive but worth the penny and they have a beautiful smoking lounge) or Butcher Shop (moderate with a mob hang out atmosphere)
Taco stands: Tacos El Gordo in National City or El Cajon City.
Beaches: Pacific Beach...plenty of bars along Garnet Ave....and YES, the best looking women San Diego has to offer!
Clubs: Downtown Gaslamp District...plenty of restaurants and clubs...did I mention hot women??
Cigars: Liberty Tobacco (local shop); LCDH and Villa Del Tobacco, both on Ave. Revoluccion (Tijuana)
If you want to head down to Black's Beach, the summer time is the best b/c foreign exhange students from UC San Diego (my alma matter) may hang there...the rest of the year, you'd be looking at prunny, wrinkly ass from freaky seniors!!!
Drop me a PM if you need any other info!
PEACE...