Well, "i don't think he will enjoy himself there"... what's the goal? Is it to learn something or to have fun? ;) ;)

I would recommend stepping a little outside his/her comfort zone and learn something completely different or adjacent to the current skill-set. For example, if the primary end-user of his efforts is a VPC on HyperV, adjacent: go to a Microsoft virtualization conference; completely different: go to vmWorld.

Also consider locale and time of year. Vegas can be brutal in the summers, but the fall and spring are Goldilocks.