Kirk maybe been the coolest, but Sisko is the most level-headed of them. Picard is too soft sometimes, and is not willing to sacrifice as easily for the greater good. He likes stability and order over all. Janeway is the anti-Picard, not only 'cause she's a woman but she nearly flies by the seat of her pants. She's daring and sometimes too much for her own good.
Don't get me started with Archer.
To sum it all up, Sisko has all of those Captain's dominant qualities in one package. Plus he's a better tactician than any of them.