You don’t need to know what starboard and port mean to wear a pair of these summer staples (but in case you’re wondering, it’s the right and left sides of a boat, respectively, while you’re onboard and facing the bow. Oh, and the bow? That’s the front.). Instead, just wear them often and well with anything from jeans and chinos to shorts—and maybe even a suit. If you think you can pull that look off, you probably can.
Founded in 1946, Sebago has outfitted everyone from sailors to Kate Middleton in its hand-sewn, moccasin slip-on shoes. Though based in Rockford, Michigan, Sebago’s timeless aesthetic is New England-inspired through and through — a reflection of the origins of company founders Daniel J. Wellehan, Sr., Joseph Cordeau, and William Beaudoin. Since starting out with a basic penny loafer design, Sebago has expanded its collection over the decades to include men’s and women’s high-top sneakers, ankle boots, boat shoes, chukkas, and many other styles. Sebago’s collaborations with the likes of NYC shoe-designing wunderkind Ronnie Fieg have kept the label fresh and innovative. We like the cut of your jib, Sebago.