01
Start with olive
The waxed jacket supplies the only strong color. Keep every other piece blue, khaki, white, navy, or cognac.
Shop This Look
Nantucket Fall Style for Men
Olive waxed cotton, a blue button-down, proper khakis, and worn-in boat shoes — the quiet New England uniform for the ferry, the wharf, and dinner in town.
The Coastal Fall Capsule
Seven pieces. Every fall weekend covered.
The Barbour Ashby is the anchor: weatherproof enough for a raw harbor morning and polished enough for lunch in town. Add sky-blue poplin, classic khaki chinos, cognac Sperrys, a navy quarter-zip, and the black weekender for an unfussy capsule that improves with wear.
Exact Linked Products
Shop the Nantucket Fall Look
Men's
Barbour Men's Ashby Waxed Cotton Jacket (Olive)
$400
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.
Men's
Vineyard Vines Men's Shoreline Perfect Poplin Button-Down (Sky Blue)
$110
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.
Men's
Polo Ralph Lauren Men's Classic-Fit Pleated Hudson Chino Pant
$98
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.
Men's
Sperry Men's Billfish 3-Eye Boat Shoe (Cognac)
$110
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.
Men's
Vineyard Vines Men's Terry Shep Shirt Quarter-Zip (Nautical Navy)
$135
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.
Men's
Polo Ralph Lauren Men's Classic Fit Oxford Shirt (White)
$98
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.
Bags
Black Quilted Weekender Duffle with Matching Toiletry Set (3-Piece)
$78
A soft-quilted black weekender with gold hardware, a matching cosmetic case, and a slim card wallet — the three-piece travel set I'd toss on the ferry for a long weekend on the island. Roomy enough for a linen dress, a swimsuit, and a stack of hardcover novels.
The Full Closet
Every Men’s Piece We Carry
Shirts, polos, quarter-zips, chinos, jeans, jackets, boat shoes and sandals — the whole preppy New England lineup, each one linked to the exact piece.
Men's
Nautica Men's Classic Fit 8.5" Deck Short — Indigo
From $32
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.
Men's
Polo Ralph Lauren Cream Polo Bear Crew Socks
$18
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.
Men's
Rainbow Sandals Men's Premier Leather Single Layer Flip Flop — Expresso
$62
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.
Men's
Navy Nautical Anchor Crewneck Sweatshirt
$25
The pull-on after a swim, the airport sweatshirt, the one your daughter steals — every coastal closet needs one.
Men's
Legendary Whitetails Men's Insulated Concealed-Carry Vest — Olive
$120
An olive vest with a quilted lining and ribbed collar — a practical layer over flannel for cold outdoor mornings.
Men's
KUIU Men's Guide Pro Hunting Pants — Olive
$199
Olive outdoor pants with zippered thigh pockets — pair with brown boots and a soft flannel shirt.
Men's
Legendary Whitetails Men's Concealed-Carry Jacket — Tobacco
$130
A tobacco-brown field jacket with camouflage lining and flap pockets — a rugged finishing layer for the hunting wardrobe.
Men's
Danner Men's Pronghorn Hunting Boots — Brown
$165
Brown lace-up hunting boots with tall padded shafts — the sturdy foundation for olive pants and autumn layers.
Men's
CQR Men's Brushed Flannel Shirt — Charcoal
$49
Charcoal flannel with contrasting tan cuff details and two chest pockets — an easy shirt to wear under the olive vest.
Men's
Orvis Men's Brown Field Jacket
$198
A brown Orvis jacket with roomy patch pockets and a plaid-lined collar — a handsome layer over a checked shirt for crisp island mornings.
Men's
Aran Crafts Merino Wool Cable-Knit Fisherman Sweater (Oatmeal)
$90
The authentic Irish Aran fisherman sweater in oatmeal merino — honeycomb and cable stitching across the chest and arms, the cozy knit that belongs on every Nantucket porch from October straight through spring.
Men's
Aran Woollen Mills Merino Cable-Knit Sweater (Charcoal Grey)
$129
A charcoal-grey Aran cable knit with big braided panels and a soft roll of ribbing at the collar — the one he'll pull on over dark jeans for a ferry crossing or a cold bonfire on the sand.
Men's
Polo Ralph Lauren Wool-Blend Peacoat (Navy)
Check price
A deep navy double-breasted peacoat with the brass-look anchor buttons and broad lapels — the classic harbor coat that finishes every fall and winter look from the fisherman sweater to the ivory rollneck.
Men's
Polo Ralph Lauren Diamond-Quilted Jacket (Navy with Corduroy Collar)
$350
Navy diamond-quilted nylon with an olive corduroy collar, brass snaps and four snap-flap pockets — the barn-coat layer he'll throw over a flannel or an Aran sweater all winter.
Men's
Vineyard Vines Men's Saltwater Quarter-Zip (Charleston Green Stripe)
$128
A heathered Charleston-green striped quarter-zip in soft French terry with the little whale at the chest — the pine-and-fir color that looks right beside navy and cream from October through the holidays.
Men's
Brooks Brothers Men's Friday Poplin Pattern Shirt — Blue Plaid
Check price
Blue plaid and a button-down collar — the easy Brooks Brothers shirt to pair with chinos and a brown jacket for a weekend by the harbor.
Men's
Brooks Brothers Men's Cashmere Flannel Shirt — Tan Check
Check price
A fine tan check with two chest pockets — the autumn shirt I'd wear with dark denim and chestnut boots. Check the retailer for the selected size and fabric details.
Men's
Zamberlan Men's Trail Hiking Boots — Waxed Chestnut
$300
Chestnut hiking boots with padded collars and sturdy lace-up detailing — ready to anchor a practical fall wardrobe in classic outdoor style.
Men's
Nexbelt Aluminum Alligator Tan 2.0 Belt
$115
A tan alligator-pattern belt with a polished rectangular buckle — the finishing detail for chinos, dark jeans and a tucked-in checked shirt.
Men's
Vineyard Vines Men's Sankaty Performance Printed Polo (Blue Whale Print)
$89.50
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.
Men's
Vineyard Vines Men's 6" Island Trunks (Jetty Red)
$79.50
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.
Men's
Vineyard Vines Men's Solid Saltwater Quarter-Zip (White Cap)
$125
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.
Men's
Vineyard Vines Men's Gingham Featherweight Performance Shirt
$110
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.
Men's
Lacoste Men's Sport Performance Polo (White)
$88
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.
Men's
Vineyard Vines Men's Collegiate Shep Shirt Quarter-Zip (Coral)
$125
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.
Men's
Lacoste Men's Regular Fit Cotton Blend Polo (White)
$98
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.
Men's
Lacoste Men's Classic Fit L.12.12 Pocket Polo with Contrast Tipping (Cream)
$110
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.
Men's
Polo Ralph Lauren Men's Classic Cotton Crew Neck T-Shirt (3-Pack)
$45
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.
Men's
Levi's Signature Gold Label Men's Relaxed Fit Jeans (Medium Wash)
$34
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.
Men's
Lucky Brand Men's Relaxed Straight Jeans (Lakewood Wash)
$89
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.
Men's
Merrell Men's Moab 3 Hiking Shoe (Granite)
$110
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.
02
Choose texture over logos
Waxed cotton, Oxford cloth, brushed chino, and weathered leather create quiet luxury without looking new or showy.
03
Pack one extra layer
A navy quarter-zip fits in the weekender and handles the temperature drop when the harbor fog comes in.