Sure, the Airboard looks like one of those floaties you used on your Caribbean vacation to keep you and your umbrella drink from sinking into the hotel pool. But that only proves the saying “You can’t judge a book by its cover” isn’t just something your mother said to annoy you. Designed to be ridden facedown and helmeted-head first, this übersled provides a cushioned landing from huge jumps, whether intentional or not. It’s also inflatable (it even comes with its own pump), so you can take it wherever your sense of adventure desires. $269, (510) 225-7000, www.airboard.com