getting wiring to roof rack.

I have two gutter mounted roof bars on my 95-series Toyota Land Cruiser ´97. I plan on building a box to go ontop of them and I have already mounted small worklights to light up the ground to the sides. I have not wired the lights yet because I´m not sure what´s the best way to route wires up there and to get them to the outside.

I want to lay some wiring up there for future use. Worklights for the back and sides, forward facing spotlights and/or a remote control search light and solar-cells. So thats probably 5 12V+ wires and a common ground plus the motor-control wiring for the search light.

Should I drill the B-pillar and have the loom come out between the doors and run it up the roof bars leg, or should I drill a hole in the roof and pull my wiring thru one of these (see image below) and seal it with plenty of silicone? I will have a junction box in the roof box for the common ground wire and more.



I´m quite capable of connecting everything but I don´t want to start drilling my roof if there is a better way.

Here is a photo of my Cruiser.

I don't like the idea but I don't see anything better than the roof, "A" pillar drilled will look terrible.. Paint the holes with at least primer, those plastic things are better than normal grommets but please, loads of silicone.
The worst problem is your climate.

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Amateurs assume, don't test and have problems; pros test first. I am not a free install service.
Read the installation manual, do a search here or online for your vehicle wiring before posting.

I´m gonna go with a hole in the roof. I saw a picture from a fellow Prado owner who ran his wiring through the b-pillar and it does not look as subtle as I had thought.

I´m going to use plenty of silicone. The metal will be painted with hammerite (which will never show since the thing is on 38" tires and will have a box on the roof bars. Silicone will be applied to inside and outside of the weatherproof wiring clamp.