As raisola said, there are hundreds of Israelis travelling on Enfields in India/Nepal without problems.
The problem is regarding registration. It's been a while since I researched this, but the issue with registration (and Carnet) is that you need to be a resident in India to register the motorcycle (i.e. you need to provide proof of a permenant address in India).
I bought my Enfield in Delhi and have been travelling in India/Nepal for the last 3 months. I have all the ownership documents, but they are still in the original owners name.
RE to Jap Trailies for hire:
I don't think you can find Jap trailies for hire in India from what I have seen, but anything is possible in India.... The closest you can get is probably the Hero Honda Karizma with the KRP Rally Modifications Kit:
KRP Shoppe
I went to see the KRP shop in Delhi and the guys were really nice and professional, though the place is a bit hard to find. It's probably the best place in India (or atleast this side of Mumbai) to get imported gear.
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