A true Nantucket classic, this 1998 FIGAWI hat is a piece of island lore you don’t come across often. Instantly recognizable to those in the know, it carries all the hallmarks of the era—most notably the iconic green underbill, a subtle but unmistakable nod to vintage yachting style and sun-faded summers on the water. Broken in just right, it wears the kind of character only earned through years of salt air, harbor spray, and long weekends well spent.
The FIGAWI Race Weekend has been a staple of East Coast sailing culture since 1972, when a group of skippers famously decided to “race to Nantucket” on a whim—giving the event its tongue-in-cheek name (“Where the F*** Are We?”). What started as a casual pursuit has grown into one of the most anticipated offshore races of the season, blending competitive sailing with a full-on island celebration.
Whether you’ve made the crossing or just admire the tradition, this hat captures a moment in FIGAWI history—the kind of piece that feels just as at home on the dock in Marblehead as it does on a breezy Nantucket afternoon.
