Ayuh,.... Those pictures certainly do hi-light the lay of the land,...
Looks like Plan A is the best option,....
A culvert under the drive right in the wet spot,....
Is the snow bank jambin' up the water off the driveway, 'n goin' down 'tween the trees,..??
Lowerin' that last bit of grass, just past the last culvert arrow up the swale, might help better drain the tree area above it,...
In the pic just in front of my excursion is where the water comes down the driveway and to the low spot and eventually across the yard into the neighbors yard.
