Coach New Bleecker Canvas Cabin Bag, $698
The number one rule of summer houseguesting: Make sure your luggage doesn’t scare your hosts. Nothing too ratty, because you’re a neat and respectful visitor. Nothing too big, because you’re not overstaying your welcome. And nothing too small, because you don’t want to be the guy borrowing razors and underwear. This Coach duffel fits the bill perfectly. Made of durable canvas with a leather trim, it’s both modern and classic at the same time.