Gentlemen, it’s time to retire the trucker cap. Akubra, the iconic Australian hat brand, offers some exceptionally nice products for the stylish city gent. This Long Island straw trilby is available in grey, fawn and black and is best worn with the brim turned up. If you are in Sydney, it is worth speaking to the knowledgeable team at Strand Hatters whose in-house milliner Robert Carroll also designs the rakish Speakeasy line for Akubra.