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What kind of flood lights do you have? Are you able to isolate each flood light, and see if it is only 1 that trips the breaker? It is most likely a ballast.
Ok, well then is sounds like you've got a short in the circuit. Does power run to the switch, and then outside to the 2 lights?
Ok, and have you checked the wiring/connections at the light fixtures?
Does the wiring run from the switch, to the first light, and then over to the other light?
Ok. Well you have a short somewhere between the switch and the lights. So I would suggest starting at a light, undo it and separate the wires, and try the switch. If it still trips, do the same at the next light. If it trips again isolate the connections in the junction box. Could it be possible that a screw or nail has pinched a line?
Well you only have 150 watts of bulbs, so unless you have some major equipment running at the same time, you have enough ampacity. I would say most commonly lights off the same switch are chained. But that doesn't really matter. Sometimes a junction box makes more sense, as long as it is accessible you are fine.
Since you say that the breaker trips instantly after you flip the switch, it is a short. Check the wiring, you should find it somewhere, then you can repair it.
Or you said the switches were a pain to fit into the box. I would pull it out as well to make sure the side screws were not in contact with anything.
Let me know how it goes, and if you have any other issues.