Looks really cluttered, despite not having a lot up yet. Maybe have the boxes expand when the cursor is near?
It would be great if each location had several pictures, and info on how to travel there & other nearby attractions. For instance, maybe it could open a link to HipMunk with the nearest airport already filled in, or it could just tell you airline prices directly. Do that, add a few hundred more locations, and this would actually be a really really cool site.