When you said you hung out at Cale Ocho, I just assumed you were staying down South in SoBe. I looked up the Diplomat; Hollywood is pretty much Fort Lauderdale. All my recos are Miami Beach spots. Worth the drive, but you're much closer to Lauderdale Strip. Nothing like the days of Spring Break - the City cracked down on the scene following the malay the MTV era turned it into during the late 80's. Laudy is not South Beach... nothing close, but it can be a bit more gritty if you know where to look. "The Strip" runs from about Sunrise to Broward Blvds. on A1A. Bars/grilles/restaurants speckled all over. You can then run West on Broward through an affluent area that is all isles, like Venice, of gorgeous yachts & homes etc. That will bring you to Las Olas - another strip of life, but a little more sophisticated then the beach. Continue West to RiverWalk which is a touristy type 3 story tall mall on the river with a conglomerate of everything: gelato, movie theaters, bars, restaurants, retailers, etc. Then continue West to the Arts & Science District where it gets more party oriented. Live bands, techno clubs, hole in the wall watering holes, etc.
Canyon is a decent moderate to moderate-low price point restaurant on the North West end of all I described. Sublime is a Vegan restaurant up there that's does very well within those parameters... same price point. Owner's loaded and donates all profits to animal rescue. Thai Spice is great Thai with cool aquariums at a moderate to moderate-low price point... a bit North of everything else.
You're in Hollywood though which has Gulfstream Racetrack & Casino. Thoroughbred racing, poker, slots & the Villages has like 20 restaurants, bars & clubs. Check out Paladar if you like rum bars. Try the Ron Zacapa 23 year.
They have flights, too. I was just at the one in Cleveland, but I'm sure this new one is just as nice. Hollywood has its own boardwalk, too, with shits & bits. Don King just put on a big MMA card there tonight. Shiite, that just made me remember yo have the Condit vs. GSP fight tomorrow. HARD ROCK! 30 minutes West of you is The Hard Rock Hotel complex. HUGE expanse of casino, hotel, restaurants, pools, theaters, clubs, retailers... it's huge & busy. It dwarfs Vegas in size... dwarfs.
If you want to be up all night, you're right by Scarlett's Cabaret... it's huge.
I don't know... I could write a book; if you need more, holler.