1st thing is Tampa Bay is spread the fukk out, nothing is close to nothing, so plan accordingly.
Food: Berns Steakhouse,
http://www.bernssteakhouse.com/ is the pinnacle of Tampa eating. Arigatos Japanese steakhouse I like also.
Women - International Mall, best for fine women, University Mall - Hood
Strip Clubs - Hollywood Nights (only black club I attend, its hole-in-the-wall), for high-end pawg clubs TOO MANY to list, Tampa has that on lock
Night Clubs - Whiskey North, Nuvo, Scene, Blue Martini, The Kennedy, One South
Etc - Casino (Hard Rock)
Beach - Clearwater beach. Not the prettiest beach scenery wise, but has the most chicks
Districts - Ybor City has some clubs but in reality its Gay heavy now, but some clubs OK (Prana reggae, Skye yong college hoes). Channelside, more preppy, has the Imax, and that has First Friday club. St Pete/Baywalk clubs and bars, Jannus landing is my fave concert venue.
If you know what weekend you coming, I can let you know if any events happening.
For a rough list of events check -
http://www.mypuffpuffparty.com/
One side of the bridge is 813 (main city Tampa) other side is 727 (main city St Pete), as far south as Sarasota, north as Pasco, East as Plant City, West as the Gulf of Mexico is Tampa bay. It's spread out ... and nothing is close it seems. Get a nice rental whip and mash out.