You could do a whole of a lot of hunting/fishing out of that boat. I'd upgrade to the best double axle trailer possible for launching off of the worst ramps on the island, see how big of a fuel tank I could have put in it, and go max 4 stroke HP.
I've a line on a good 20' to replace whiskey river. Our boat is nearly perfect for everything, except that it has a pretty modest V, being as it was designed for doing double-duty (rivers as well as lakes or ocean). So, she's got a pretty weak deadrise spec, though I don't know what it is and the manufacturer hasn't ever given me a direct answer.
I'm happy to grab the 20', with the above deadrise specs, but I'm a bit cautious and wondering if the 21' with significant deadrise would be better.
Just hate to drop the coin and time to scoop up the 20' only to discover the improvement in ride isn't what I hoped for.
My gut tells me it'll be a big improvement over what we have but I would hate to regret not getting the 21'.
Of course, the 21' are much more scarce on used market, and much more expensive.