Ok, while in Palm Beach...
Thurs, Fri, Sat nights, anywhere on Clamatis Street. Bradleys has a 30s crowd with good music & very casual. My Martini is a little more upscale martini bar with 30s-50s, Monkey Club is a rocking 30s night club. Any of the other places are fun too..
Waterside dining: Waterway cafe on PGA blvd on the West side of the ICW. There are also a couple of places out on the island next to Sailfish Marina. Beautiful spot with normally crystal blue water, right on the inlet.
Big Boys night out: Rachaels steak house. I-95 north to 45th st exit, west under 95 & you will see it on the right. Excellent steaks & even better entertainment. Topless but very upscale. Couples & groups of women even go there for dinner or drinks.
Down the street from Waterway next to I-95, there is a Marriot hotel with a BIG night club in it called Safari Club. All kinds of people go there for drinks/dancing. Alot like Monkey Club but much bigger.
I'll think of a few more but that will get you started!