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Men's

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Men's

Chinos, polos, swim trunks. 22 curated pieces.

A Note from the Founder

The men's uniform on the island writes itself: a navy blazer, a pair of khaki chinos, a Vineyard Vines polo with the whale on the chest, and a pair of quick-dry swim trunks he can wear straight from the beach to the raw bar. Classic, unfussy, and never out of place.

Narrow It Down

22 pieces

Vineyard Vines Men's Terry Shep Shirt Quarter-Zip (Nautical Navy)

Men's

Vineyard Vines Men's Terry Shep Shirt Quarter-Zip (Nautical Navy)

$135·at Amazon

The original Shep Shirt in deep nautical navy with a heathered grey-lined collar and the little whale patch at the chest — the pullover that gets thrown on over swim trunks at dusk and never really comes off all summer.

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Vineyard Vines Men's Solid Saltwater Quarter-Zip (White Cap)

Men's

Vineyard Vines Men's Solid Saltwater Quarter-Zip (White Cap)

$125·at Amazon

The heavyweight cotton quarter-zip in crisp white cap with a heathered grey-lined collar and the little navy whale on the chest — the layer that lives on the back of a porch chair from Memorial Day through the first cold snap.

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Vineyard Vines Men's Gingham Featherweight Performance Shirt

Men's

Vineyard Vines Men's Gingham Featherweight Performance Shirt

$110·at Amazon

A soft sky-and-seafoam gingham in a featherweight quick-dry performance weave with a button-down collar — the shirt I'd wear untucked with khakis for a harbor-front lunch and tucked with a navy blazer by evening.

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Vineyard Vines Men's Shoreline Perfect Poplin Button-Down (Sky Blue)

Men's

Vineyard Vines Men's Shoreline Perfect Poplin Button-Down (Sky Blue)

$110·at Amazon

Crisp sky-blue poplin with a soft button-down collar and the embroidered whale on the chest pocket — the shirt I'd wear with khakis to a harbor lunch and under a navy blazer for dinner in town.

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Lacoste Men's Classic Fit L.12.12 Pocket Polo with Contrast Tipping (Cream)

Men's

Lacoste Men's Classic Fit L.12.12 Pocket Polo with Contrast Tipping (Cream)

$110·at Amazon

Ivory piqué with a navy-tipped collar and cuffs and a neat chest pocket — the quietly perfect polo for a late-afternoon sail and dinner on the porch after.

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Polo Ralph Lauren Men's Classic-Fit Pleated Hudson Chino Pant

Men's

Polo Ralph Lauren Men's Classic-Fit Pleated Hudson Chino Pant

$98·at Amazon

Soft khaki cotton twill with a classic pleated front and a relaxed straight leg — the summer-through-fall trouser I'd pair with a navy blazer for the yacht club or a linen shirt untucked on the porch.

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Polo Ralph Lauren Men's Classic Fit Oxford Shirt (White)

Men's

Polo Ralph Lauren Men's Classic Fit Oxford Shirt (White)

$98·at Amazon

The white cotton oxford every coastal closet is built around — rolled at the sleeves over swim trunks, tucked under a navy blazer for dinner in town.

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Vineyard Vines Men's Sankaty Performance Printed Polo (Blue Whale Print)

Men's

Vineyard Vines Men's Sankaty Performance Printed Polo (Blue Whale Print)

$89.50·at Amazon

Cool hydrangea-blue chevron print in a moisture-wicking performance knit with the signature whale on the chest — the go-anywhere polo for the yacht club lawn, an afternoon on the boat, or dinner on the porch with white chinos.

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Lucky Brand Men's Relaxed Straight Jeans (Lakewood Wash)

Men's

Lucky Brand Men's Relaxed Straight Jeans (Lakewood Wash)

$89·at Amazon

Soft vintage-wash denim with a relaxed straight leg and a lived-in fade — the jeans I'd pair with a navy Shep Shirt and boat shoes for a fall weekend on-island.

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Lacoste Men's Sport Performance Polo (White)

Men's

Lacoste Men's Sport Performance Polo (White)

$88·at Amazon

Crisp white ultra-dry piqué with the green crocodile at the chest — the tennis-club polo that looks just as right over navy shorts at a clambake as it does on the clay courts.

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Polo Ralph Lauren Men's Classic Cotton Crew Neck T-Shirt (3-Pack)

Men's

Polo Ralph Lauren Men's Classic Cotton Crew Neck T-Shirt (3-Pack)

$45·at Amazon

White, soft harbor blue, and deep navy in pure cotton with the little embroidered pony — the layering tees that live under everything all summer long.

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Levi's Signature Gold Label Men's Relaxed Fit Jeans (Medium Wash)

Men's

Levi's Signature Gold Label Men's Relaxed Fit Jeans (Medium Wash)

$34·at Amazon

A broken-in medium indigo wash in a relaxed straight leg — the honest weekend jean for beach-house chores, the ferry line, and a chilly bonfire on the sand.

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Nautica Men's Classic Fit 8.5" Deck Short — Indigo

Men's

Nautica Men's Classic Fit 8.5" Deck Short — Indigo

From $32·at Amazon

A washed indigo cotton short with a flat front and a true 8.5" inseam — the one he'll wear with a rumpled linen shirt and white sneakers from the boat to dinner all summer.

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Navy Nautical Anchor Crewneck Sweatshirt

Men's

Navy Nautical Anchor Crewneck Sweatshirt

$25·at Amazon

The pull-on after a swim, the airport sweatshirt, the one your daughter steals — every coastal closet needs one.

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Polo Ralph Lauren Cream Polo Bear Crew Socks

Men's

Polo Ralph Lauren Cream Polo Bear Crew Socks

$18·at Amazon

The iconic Polo Bear in navy denim and stars-and-stripes knit into a soft cream cotton crew — the preppy little detail peeking out from a pair of boat shoes on a Fourth-of-July weekend.

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Barbour Men's Ashby Waxed Cotton Jacket (Olive)

Men's

Barbour Men's Ashby Waxed Cotton Jacket (Olive)

$400·at Amazon

Olive waxed cotton with a corduroy collar, brass snaps, and a tartan lining — the jacket that shrugs off a raw ferry crossing and only looks better after a few salty autumns on-island.

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Vineyard Vines Men's Collegiate Shep Shirt Quarter-Zip (Coral)

Men's

Vineyard Vines Men's Collegiate Shep Shirt Quarter-Zip (Coral)

$125·at Amazon

Sun-faded coral French terry with the signature quarter-zip placket — the warm-weather Shep Shirt that reads Nantucket red at golden hour over white shorts and boat shoes.

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Sperry Men's Billfish 3-Eye Boat Shoe (Cognac)

Men's

Sperry Men's Billfish 3-Eye Boat Shoe (Cognac)

$110·at Amazon

Burnished cognac leather with rawhide lacing, a breathable mesh side panel, and a non-marking razor-cut sole — the boat shoe that gets better with every season of salt, sand, and cobblestone.

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Merrell Men's Moab 3 Hiking Shoe (Granite)

Men's

Merrell Men's Moab 3 Hiking Shoe (Granite)

$110·at Amazon

Suede-and-mesh uppers on a Vibram sole — the do-everything trail shoe for Sanford Farm, the moors, and long dune walks out to Great Point.

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Lacoste Men's Regular Fit Cotton Blend Polo (White)

Men's

Lacoste Men's Regular Fit Cotton Blend Polo (White)

$98·at Amazon

The everyday white polo in a soft cotton blend piqué with the green crocodile at the chest — the one that goes with jeans, khakis, and swim trunks alike.

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Vineyard Vines Men's 6" Island Trunks (Jetty Red)

Men's

Vineyard Vines Men's 6" Island Trunks (Jetty Red)

$79.50·at Amazon

Sun-washed nantucket-red quick-dry nylon with a soft drawcord waist and a shorter 6" inseam — the classic Vineyard Vines trunk I'd throw in the beach bag for a swim off the jetty and wear straight to the raw bar after.

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Rainbow Sandals Men's Premier Leather Single Layer Flip Flop — Expresso

Men's

Rainbow Sandals Men's Premier Leather Single Layer Flip Flop — Expresso

$62·at Amazon

Broken-in premier leather that molds to your foot after a summer of wear — the island shoe that goes from the boat to the beach to a raw bar dinner without a second thought.

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