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I think it's possible if the camera sees the wifi network while outside.
You need the Eye-Fi pro to transfer RAW files, the "regular" eye-fi is only for JPGs.
You have to consider that the camera can't be taking photos and transferring them at the same time. So the camera will only transfer once it has stopped shooting. Big RAWs take time to transfer over Wi-Fi and consume battery.
I have considered this for the same practical reasons as you -I guess- but decided it was just easy to transfer via the USB cable once the capture is over.
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