Landscape Lighting Wiring: Looping vs Straight
Don't loop if you don't have to

The only advantage of the looping method is that it reduces voltage drop - this is not a problem for you. You have 95W of lights and with 12 gauge wire you can go 150 feet - your longest run is 59 feet.

Run one pair left and another right and go from light to light until you get to the end.