While I've never let a hat's awkward shape deter me from bringing it along on trips, I've discovered that crushable hats exist, and Overland's Sierra Crushable Wool Safari Hat ($89) is my new ...

A hat made from Rambouillet wool is a perfectly nice hat. The fiber, shorn from a Rambouillet sheep, is fine and soft. Not at all scratchy. “They call it the American merino,” says Dan ...