A naked wrist is a lousy excuse for a bad start. Now, there are watches good for sailing and watches purpose-built for sailing, but the Garmin quatix 5 ($540 retail) is a watch for sailing and living. Two button presses get you to its sailing functions, and press three more to ping the line using the internal GPS (it'll get your distance-to-line close, but don't depend on it). It's simple to sync, change minutes and restart a new sequence. After the start, find tacking angles, speed over ground, course over ground and more. Bluetooth to a Garmin instrument package and open a trove of options.