1. Experiment with printed scarves

One of the most enduring accessories associated with Jackie Kennedy is the printed silk scarf. Jackie often wore hers tied kerchief-style over her hair, especially while on vacation or during outdoor activities. For an evergreen classic look, tie the scarf around your neck, or drape it across your shoulders and tie it in front of your chest.
2. A shift or sheath dress is always appropriate

Jackie frequently relied on two styles of dresses: the shift and the sheath. Each is timeless and works on most body types. A shift falls straight down from the shoulders, skimming the body, while a sheath dress generally has a detailed waistline. The first lady often wore ones with interesting necklines, or accessorized them with a few strands of pearls. Add a matching pair of pumps or sandals for a look that can go from the office to a drink on the beach in no time flat.
3. Never leave the house without sunglasses

To get full-on Jackie Kennedy-summering-in-Italy glam, always keep a pair of dark sunglasses nearby. Jackie wore hers rounded and oversized, mostly in black.