Depending what days you are on Oahu
Transpac racers may be arriving good time to meet the boats at the pier. Both clubs Waikiki Yacht Club and HYC will be busy and if you have a card from a club you can get in.
Not sure what you are looking for in a bar but Dukes is good and has live entertainment Sundays around four.
works has good beer
Any of the Roys for a good piece of ahi.
I say get a car and spend some time on the North shore or Kailua beach.
If you get a little more specific about what kind of bars and restaurants I will give some more recommendations.