Doughboy Depot x Charlotte Drinkwater Stroll Hat

A festive twist on the cult-loved coastal aesthetic, this custom trucker hat channels the playful spirit of the iconic “30 miles out” look with a For Now holiday spin. Featuring a trio of embroidered Nantucket icons—a martini glass, Santa hat, and oyster—this design captures the island’s Stroll-season personality: equal parts merry, cheeky, and unmistakably Nantucket.

Perfect for Stroll weekend, holiday parties, oyster roasts, or gifting to your favorite island enthusiast, this hat blends seasonal fun with the signature minimal-line art style everyone loves.