@Valka D'Ur interesting...every Trek captain has his derps IMO. So, the logical followup...Kirk or Sisko?
That's almost like comparing apples and oranges. Their command situations are very different, therefore their command styles will be very different. Not to mention that Sisko was trained in the time when Kirk, et. al were looked down on as "mavericks" (in a negative way) and Janeway gets on her judgy judgmental soapbox and says Kirk and Sulu would have been kicked out of the modern, better Starfleet.
Put them into the same situation, however... Kirk is a seat-of-the-pants style of diplomat. He likes quick solutions. He wouldn't have the patience to sit on a space station day after day, year after year, engaging in all the politicking and diplomacy Sisko had to do, while simultaneously fulfilling a religious role he didn't believe in.
I have to confess that I don't pay much attention to the space battles in the post-TOS series. I barely notice details like what color the nacelles are or how many decks any particular ship has (though I do know they carried it to ridiculous extremes in STV: Shatner's Awful, Horrible, No Good, Very Bad Movie). So... going by the BermanTrek era as a generality, it seems to me that Kirk would win. If the ship doesn't work, he doesn't let the crew get away with helplessly whining that "the (fill in the blank) is offline, Captain". He'll order Spock and Scotty to figure out how to make it work, and they do.
If you really want to examine Kirk's command style, I recommend the episode
"Balance of Terror". It's a classic tale of two enemy captains trying to outthink each other while coming to respect each other's command and strategic abilities. There's a famous line spoken by the Romulan captain: "In a different reality, I could have called you friend."
Sisko is better when it's intentional that he's a warped fighter. He's the imperfect killer propping up the higher ideals.
Sisko has one aspect that none of the other captains do: A spouse and child (so did Kirk, if you want to count Miramanee and David, but both died before Kirk really knew them). Sisko had a family, but Kirk, Picard, and Janeway were, fanfic notwithstanding, essentially married to their ships.
This means Sisko has a more personal part of his life that he has to push aside every time he has to make a command decision that would affect that personal part of his life, whether it's about Jake and memories of Jennifer, or (in later seasons) if it's about Jake and Kassidy Yates.
Is there something bigger than kilometres?
Any politician's ego.
Seriously, though... yes.
And since we've been talking about Star Trek, here's something to tie them together. Back in 1989, a friend and I started writing a Next Gen soap opera parody for the clubzine I was publishing back then (
Thataway!). Most parodies change the character names, so our characters were Captain Jacquard, Bill Biker, Hellana of Troy, Dr. Smasher, Eastley Smasher, Kilometres O'Brien, and so on.
Thanks for Your opinion
That "earl gray hot" might just have tipped the odds in my book for Kirk. In the end I guess that the little things decide, like for example I find it funny when Picard says "make it so number one" or "engage" ... I'm weird I know
Among the little things I love about Kirk is also his gaze ! I love the way he stares at things and ... in the face of danger ! ^^ When facing danger Picard usually looked "dumbfounded" I think.
Back in the '70s, there were so many fan theories about why Number One was called that in "The Menagerie" and then fast-forward 20 years and we find that some captains simply use that as a way to refer to their First Officer. It makes some of those fan theories seem pretty silly.
Oh, and nobody's mentioned Janeway. She's a synthesis of Kirk and Picard. She's got the judgy attitude of Picard with the tactics of Kirk, and defaults to the hypocrisy of Picard because she won't ever admit to being as Kirklike as she is.
Who would win in a starship combat? Beware of Janeway. Other captains might bluff with the auto-destruct, Kirk actually used it once, in STIII... but Janeway has actually done it several times.