Tips from a decidedly more stylish and feminine source:
One of the most daunting tasks for a traveler that I find positively riveting is the packing of the suitcase. I used to be a high-maintenance packer, frenzied that I’d desperately want the one top-bottom-shoe combination I didn’t pack, and the entire trip would be ruined. But since then, I’ve learned both what my wardrobe multitaskers are and how to better combine items, and that combined with lots of travel has made me quite the light packer. - New York Girl
And her part two, makeup and jewelry:
When packing beauty supplies, like clothing, it’s important to bring multitaskers. Benetint doubles as blush and lip color, and Benefit 10 Bronzer has both bronzer and highlighter to use anywhere on your face. Now is not the time to try trendy makeup or to paint layers on your face. In my case, Italy will be very warm and I’ll want to keep it simple and pretty, as well as lightweight.