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IMO I would take the engine off and everything out of the boat and strap it down. I would think twice about changing tires because trailer tires are not the same as vehicle tires. WD-40 your leaf springs and lug nuts. I carry a extra hub/bearing kit and 2 spares. Make sure you have a jack that works with your trailer.
Is your trailer equipped for off road? The lakes we frequent often can’t accommodate a boat trailer so we have never invested in one. I can throw my 12’ smoker jon on my little Jeep trailer but it gets a bit wonky with the length of the boat and the RTT.
for me when I think of “overlanding” it’s often off pavement as much as possible but more so it’s about burning mileage and not setting up base camp. So in terms on that I would make sure you have adequate axle clearance and good bearing and such as said in previous post.
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