Picard. His methods are basically the closest to "opposite" of Kirk--which basically means the two of them together can anticipate anything
(Sorry for the skip--THIS is what happens when someone posts while you're writing YOUR response! *sigh* Okay--"Isn't It Romantic" maybe, as my favorite memory of that song is Diane Chambers walking into Cheers la-la-la-ing the song, with her face aglow, following an alleged "beautiful night of magic" with a guy....)
Would you rather have your vacation on the "Shore Leave" planet, or Risa?