Re: Need advice; planning to buy a cruiser
21'-30' is a large discrepancy. I would bet your looking more for a 28-32' boat. If trailering is of no real concern.
With a $30K budget, you actually could find yourself a well kept, low hour boat. I see your point about a repower, and don't blame you on that front, but a motor with decent hours, that checks out well with a leak down and compression test should last for some time. I have my boat, running great, listed for 1/3 of what your looking to spend, and there is no immediate reasons it needs a repower. Even at that, a pair of brand new 350 inboards can be had for $5000-6000 a piece (at my last check). So even with enjoying a boat for a year or two (probably more, but I'm looking at a shorter picture), putting $10-12K into motors, and knowing you have many more years sounds reasonable to me. Not to mention you would still be well under $30K.