I've had trouble with those stupid connector boxes to connect landscape lighting to the line that feeds to the transformer. For one thing, they only accommodate a set size of wires (what if the light and feed line are the same size?).

Anyway, I am looking for alternatives. I know if I cut the line and splice in the light, there will be a drop in voltage. My line is around 100 feet total (uncut currently). I will have maybe 6 LED 1 watt lights on it. I have a 45 watt transformer. Is drop of voltage something I even need to worry about? I'd really prefer just splicing the lights in to the main line.

None of the lines go underground (it is below a deck).

 

Not true. Use wire nuts that come filled with silicone.

 

With six one watt LED fixtures you will have 0v drop at 100'