Q: I'm heading to Hawaii in a couple of weeks (for leisure) and I'm starting to think about what to bring. Keeping the luggage level to carry-on is a must, but I need to pack a hat. Where can I find something that could pack easily, but wouldn't look like I'm looking for the nearest trout stream?
A: Joe, you're really visiting Hawaii in July? Can you reschedule for January? Either way, a hat is a good idea and a brand we really like is Block Headwear. They really get the "classic with a twist" aesthetic we dig. Several of their spring/summer straw hats are crushable, like the Degas fedora. (And their tag can easily be removed.)
(See previous posts on Hawaii travel.)