Seeing as how much longer people live at that time (see Dr McCoy) I would imagine the senior citizens are still very "frisky".

First off after having read the opening post by Kenya, I am even more in love with her than ever before!

Sisko is without a doubt the BADDEST and best Captain, ever! DS9 was the coolest show, as you said the good guys didnt always win. And the bad guys werent always the bad guys! The show was full of shades of grey!

Animalman must be getting a version of DS9 from the mirror universe or didnt see much of the Dominon War, because Sisko was one of the main forces in guiding the war which is noted as one of the worst in Federation history. So actually Sisko has dealt with more war onscreen than all the other Capains combined.

That said DS9 is one of my all time favorite shows, so Sisko being the BEST Ill give you the rundown on the other Captains.
Kirk & Picard are tied because my views constantly change on them! That being moreso because of the Star Trek Novels I read.

Kirk was the guy who bent rules to get what he needed a cowboy is a fair assessment of him. But the pimp daddy stuff was overdone on the tv show, it gets old seeing him fall totally in love each episode.

Picard is a more seasoned Captain and very diplomatic. What never made sense to me is he was always getting pissed off and never doing things about it. (And what the hell is up with Riker? Why wouldnt he take his own ship? I mean Spock's a Vulcan and he aint into the whol Captain deal but Riker?!?!?)

Archer I think so far hes doing all right. The show itself needs to woek out a few bugs (although I havent seen this season yet.)

Janeway...please I hardly even like to think about that wretched show. Talk about foreced endings. Many episodes would find the crew searching for a resolution to a problem, often leading you to believe well this is a two parter for sure they cant sum this adequately after the las comercial break. Sure enough they would try a mysterious deis ex machina to the rescue each episode! Another great thing about DS9 things were never always tightly wrapped up at the end of an epsiode! I mean Harry Kim is a clone now but no one ever makes mention of it! And dont get me started on Seven of Boobies!

If you have any doubt that Sisko is the baddest keep in mind that he was the only one who ever really bested Q, in the boxing ring as a matter of fact. Q never bothered him again! Besides that Sisko is the only who has Quark (the all time BEST character!).