We owned a 258 Journey for ten years. The first five she was powered with the 3.4L Yamaha F250, which I was happy with. Then we put on the 4.2L F300 when it came out. That was the perfect engine for the 258 - if you're okay with a single engine, as I was for this boat.
The F300 made a significant difference in being able to stay on the back of a following sea when coming in a hairy inlet those few times I stayed out longer than I should have. It also allowed the boat to plane out at a lower RPM and reduced our fuel consumption on long boat trips.
Overall, we really liked the boat. We did most of the Great Loop in that boat and made several runs to the Bahamas.
Where the boat did not shine is in a closely-spaced, fairly steep, wind-driven two-foot or so chop. The hull just does not like to 'catch air' much behind the fairly sharp V first quarter of the hull length, in my opinion. For me, if I couldn't change course to take the waves at a more favorable angle, I just had to put the trim tabs way down to make sure the sharp V maintained contact with the water most of the time. Sucked up more gas, but my back was happier
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Unfortunately, not too many of them around. But good luck with your search. And when you find one, use a professional surveyor. Not just for a Grady, but for any boat. That relatively small amount can save you much more in dollars and headaches.
Rob