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Can't think of a lot of great places in Hollywood. Nikki Marina across from the Diplomat is decent and you can walk there. Here are some places within 20 or 30 minutes.
Madame's - North Miami Beach. They have a drag show, it's fun.
Runway 84 - Ft. Lauderdale. Great Italian Food, family owned. Lots of people from the NE. Check and make sure they're open. They close for a month in the summer.
Shula's Steakhouse - not fabulous, but good. It's in a fun area in Ft. Lauderdale. Afterwards, check out Automatic Slims - great bar!
The Forge - Miami Beach. Great food, biggest wine cellar in S. FL that I know of. Must try souffle.
BED, Opium Gardens, Touch, Tantra or Pearl - trendy, pretty good food, fun for people watching. If your crowd wants to go nightclubbing this is a good way to get everyone in easily. These restaurants are all South Beach clubs after dinner.
The Capital Grille - Amazing food. Snotty, hard to get a reservation and pricey, but really amazing food. In Ft. Lauderdale close to Riverfront.
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