Try some flirty feminine ruffles up top if the nautical angle is too predictable for you. A white silk blouse adds a touch of class and brings your outfit one notch above simple casual wear. Add some gold jewelry and sandals for a cool, sophisticated vibe.
Don a ribbed black turtleneck above white sailor pants for a striking winter look. Choose a shade for your shoes for contrast and interest--red, yellow, pink, turquoise, whatever catches your eye.