Actually, I forgot to mention that I do want something that can be trailered. For now, I'm trying to avoid keeping it in the water. I have the space to keep a boat. And I have a rig capable of towing. Anything above 25ft, and I would probably have to get a bigger truck, but by that point, I think I'd be looking at other options anyways.
I do like the idea of being able to trailer a boat because I have different rivers, the bay and locations near the ocean.
One other thing you might wanna check is the towing capacity of the rig you will be using; a 25 foot tandem can be fun behind a small tow vehicle, did that once not again. Even though the tow rating was there.
If you are gonna dock it; look into the yearly dock rates some are scary . . . Otherwise you will be trailering it every time you want to use it, takes the fun out fast if you have to deal with traffic etc.
As far as maintenance, no biggy as most have said here.
Oh and I forgot Boat = Bring on Another Thousand
AJ___