One of my favorite sites, TheStormTrack.com, has posted a Dean update.

Dean Preparing to Strengthen Significantly

The latest model runs continue to show astounding congruity between the models, tracking Dean almost on top of each other WNW directly over Jamaica until just south of the Caymans where they begin to diverge with some models bringing Dean over the Yucatan and some bringing him in a more Wilma/Ivan track between Cuba and the Yucatan and into the central Gulf of Mexico. Our ability to predict beyond 3 days (beyond just past Jamaica) is very suspect though, as there are many variables that we just cannot control. All interests in the Gulf of Mexico from Texas to Florida should keep a close watch on Hurricane Dean.

If, as currently indicated, Dean tracks directly over Jamaica, we will have to reevaluate everything. Jamaica has quite large mountains in the center of the island and Hurricanes do very poorly when passing over high elevations. Jamaica could do quite a number on our storm and knock his strength down significantly with the right conditions.

It looks like everything is coming down to what happens around Jamaica. If it stays on course and plows right into the center of the island, that will dampen the intensity considerably, and that will also mean that the GFDL model track probably won't be "it". On the other hand, if the track nudges just a bit farther north, then it will roar right through the Yucatan straight and into the GOM, maybe as a Cat 5.

A lot of fate will be haning on the forecast updates over the next 24-48 hours.