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I searched on the Whaler website for wiring diagrams but they are not offered for your model.

If this is a former government boat it will could be very different than the civilian models since CPD orders are customized for every order.

Call Customer Service and ask them to email you the wiring diagrams for the 2003 Outrage 270. They have them. That is a good place to start.

https://www.bostonwhaler.com/contact-us/ontact-us/

Do you know the guys at Port Harbor Marine in So.Po? If not, what yard do you use?

Worst case you can run the wires through the rubrail...maybe.