Sorry for the delay, but I'm in the process of catching up after a week in Florida.
I love stopping by La Cava in Mexico, just because I'm a fan of strong drinks. And they are quite tasty too.


Outside of that, i honestly don't tend to spend a lot of time at the bars on property... despite what others might tell you.
The Tune In Lounge at MGM is an exception. I've spent a lot of time there, but it's mostly due to local friends than the fact they know the bartenders.
i have heard good things about Dawa in AK, And Jellyrolls at the Boardwalk though.
Depending on your time and budget, you could also make a trip to Citywalk over at Universal. At night, you can think of it as Universal's version of Pleasure Island.....only with bars/clubs that are open, play music, and have a clearly defined future. (Can you tell I'm still aggrevated at the decision to close Pleasure Island's clubs without some sort of plan?). I spent a night there this past trip hopping from club to club and honestly, I can't say there were any that weren't enjoyable. Each of them I enjoyed immensely. You could also look into attending a Blue Man Group show while there. (your Blue Man Ticket would include cover for the clubs). It's something different than Cirque and maybe he might be more inclined to see that show than Cirque.
As for places to research.... There are plenty of great sites for information about the resorts and things to do. Just because of where we are, I'd possibly recommend starting with WDWInfo. Allears is another popular one that can provide a lot of detail for you.