Oh, I doubt you could be ugly in anything, Connie!
Well ... if you're portraying a mid-17th century Dutch woman, MAYBE it's correct. Apparently it's thought this may not have been created as a literal portrait and at any rate, it's pretty exotic looking. (but hey! so are pirates!)
Jas. Townsend and several other sutlers have the flat straw hats. Actually, I have one I probably won't get around to wearing. If you want it, I'll give you a good deal on it when you come visit the Santa Maria. (but bad news! it's correct to wear a white cap underneath the straw hat!)