A true classic, the Rolex GMT Master II Watch($7,000) has been the unofficial watch of professional pilots and hardcore travelers since the time of smiling Pan-Am flights. In addition to the standard automatic movement and a 40mm stainless steel case with a crazy-durable ceramic bezel, the GMT Master II has an extra hand that lets you quickly see the time in your current time zone and the time in a second one (back at the ranch). It comes in several colorways, but you can’t go wrong with the silver-black-green.