Packing folders and packing cubes are a packers best friend. May 2008 I decided to see if I coud do carryon only for 8 nights/nine days. I was able to squeeze 8 pairs of shorts and 8 thin blouses into one 18" packing folder which easily fit into one side of my Hey's 20" carry on. The other side of my carry on held a pair of flip flops, a pair of sandals, two sundresses (and a swimsuit) rolled into a med packing cube, 8 pairs of underwear and 8 bras in two slim packing cubes, along with a small packing cube that held makeup remover wipes, sunscreen towelettes and a few other odds and ends like a small solid lip balm, stick deodorant, small hairbrush, small comb, etc. My personal item was a small barrel shaped duffel bag which held my camera, cell phone, folder with itinerary and tips, chargers in a small Vera Bradley makeup bag, another small Vera Bradley makeup bag that had a few brushes and tiny screw together jars of mineral makeup, and my 3-1-1 bag. I had travel size bottles of my own shower gel, lotions, body sprays, etc in my 3-1-1 bag. My 3-1-1 bag also held three small screw together jars that I had put moisturizer, night cream and eye cream in, a tiny travel size mascara, and a couple of tiny travel size lip glosses. I carried makeup remover wipes and sunscreen towlettes so I didn't have to waste space in my 3-1-1 bag. It was tight but doable.