I wear wide brimmed hats fairly regularly, but have never really been wishing for one while riding the bike. I find that a) I lean too far forward, always in the drops, b) move too fast, and c) am rarely out for more than an hour when commuting.
When riding with my wife, I’d be much more likely to want one because I’m more upright, much slower, and more likely to be out longer. Her favorite trip was between Vienna and Ashburn on the W&OD to go visit/tour Old Dominion before they sold out and moved to New Jersey. That would be an outing where I’d wear one of these. No worse feeling than a beer buzz and a sunburn when you get back on the bike for the return leg!