Kepoikai II Catamaran
Waikiki’s longest-running catamaran, sailing since 1977 and launching straight off the sand in front of Duke’s, between the Royal Hawaiian and the Outrigger Waikiki. The day sail is a single hour out toward Diamond Head and back under sail, which is about the right length for small children and costs less than most Hawaii activities. There is no minimum age and boarding is a walk down the beach rather than a harbor check-in, so it works as a spur-of-the-moment outing on a beach day. This is the cheapest way to get a family onto a sailboat in Hawaii.