I'd be happy to try and help some of the unsuccessful efforts here, though I must say Chris and Third Hatt are right on and their advice is well taken.
Disclaimer: A division of my company is a wholesale distributor for Digital Antenna and Wilson, amongst others, primarily into the land use market. We sell thousands of both the hard wired amps and wireless repeaters each year. The Digitals are easily the biggest sellers right now out of the pack. We like them because they don't get returned very much. We sell them into resellers who serve pretty rigorous requirements like the oilfield (on and off shore) service markets, government agencies and the like. The Wilson amp is fine as well. I am not soliciting sales here, so on that front, please don't ask.
You must have the wireless repeaters set up right; the problem with boats is that FRP doesn't do much to help attenuate the cross signal between the two antennas. As noted, vertical separation is better than horizontal; some applications do best if the internal antenna is unidirectional pointing across the interior away from the outdoor omni.
I personally carry a hard wired amp and in most cases this is what I would recommend for a boat. We do get perfectly functional wireless repeater kits back due to inability to install, return rates on the hard wired amps is virtually nil.
One benefit of a good antenna (start with that first, by the way) and amp is that they improve data through put speeds for those using the non-voice side of the network.
We have this stuff deployed in a wide variety of applications, so again, if I can be of assitance, let me know. I will be tapping this forum for advice pretty soon (we are intensely shopping for 56/58/61MYs or CMY/YFs), so I had better contribute where I can!
George