Hi,
First off, are you traveling with friends, family, or do you know people who live there?
For night life, you can check out "Lam Kwai Fong". It's in Central, Hong Kong side. Very walkable, trendy etc. There should be a quite a few Irish pubs and most pubs should serve Jamesons.
For Dim Sum, I gotta tell you: it's all very good (at least to me). I guess it depends on what kind of style you like. How open minded and tolerant are you? (I am assuming you are caucasian). You can check out local places or go to the ones more "tourist friendly" All very good (in my opinion).
High end cuisine is best consumed with a group of at least 4-6 for maximum effect. You can check out hotel restaurants.
Late night eating is everywhere, especially near nightspots. Try Lam Kwai Fong and Wan Chai (Wan Chai is a bit "seedier", more suited for military personnel if you catch my drift. Mostly foreigners looking for hookers and tatoos etc. But it can be fun still, just depends on what you like. Some bars, pubs, clubs are open til 7am. (mostly in Wan Chai if I remember correctly.
I am going to Hong Kong for Christmas for 10 days. Since you won't be ther til Janyuary I can give you a more detailed report.
For more info: Pick up a "Lonely Planet: Hong Kong" and/or "Culture Shock Hong Kong". Both are excellent.
I can give you more info, just ask some more specific questions.
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