I always pack a raft, snorkel gear and a frisbee. Most of the hotels and restaurants have wi-fi, so it's always good to have a d.s. or ipod touch during those long meals, when a kid can get bored. A laptop is good for movies at night. I know a lot of people like to avoid that sort of thing on vacation, but a boy, with no one else his age to hang with, especially at night, likes to be occupied.