How many Cat 3s do we usually see that don't have a clear eye? I can think of many Cat 1 and Cat 2 hurricanes that don't have much in the way of a clear eye, but not too many major hurricanes come to mind. There have been signs of an eye for the past 2 days, but one has yet to clear out. Recon found an inner and outer eyewall, and visible sat hints at an eye. The other sat imagery (IR, H2Ov, etc) hint less so, but we may see it clear out later this afternoon.
Model consensus continues to show Dean moving over the Yucatan, landfalling near Cancun as a strong Cat 4-5 storm, before moving into the Bay of Campeche. As noted above, however, there are a couple of models that suggest that the hit to the Yucatan may be more of a "skirt" or "miss" altogether (GFDL and NOGAPS, namely).
Purely based on anecdotal evidence, it does seem like a lot of storms tend to "split the goal posts" between Yucatan P. and Cuba. In the cases I'm remembering, earlier forecasts showed the storm(s) moving over western Cuba, only for the storm to instead shift west enough to split the two land masses. I'm not sure if there's anything to this (I don't think there is), but it's interesting anyway.