Lookbook
Maritime Deck Smocks & Retro Colorblock Layers
A windproof coastal sailing tribute highlighting overhead popover deck smocks and nostalgic colorblocked windbreakers. Drawstring storm hoods, large kangaroo pouch pockets, and durable water-resistant ripstops blend vintage regatta athleticism with urban practicality. Built for breezy seaside boardwalks, coastal sailing trips, and stormy city commutes.
$126
Black Windbreaker and Olive Fatigue Pants Modern Techwear Street Style
6 pieces · Nov 6, 2026
$163
Nautical Navy and Mustard Half-Zip Sailing Anorak with Off-White Chinos and Boat Shoes
4 pieces · Oct 17, 2026
$100
Matte Black Technical Half-Zip Anorak with Charcoal Commuter Pants and Black Trail Sneakers
4 pieces · Oct 17, 2026
Shop pieces for these looks
$153
Burnt Orange Waxed Cotton Half-Zip Anorak with Navy Chinos and Moc-Toe Work Boots
5 pieces · Oct 17, 2026
$124
Forest Green and Tan Colorblock Half-Zip Anorak with Olive Cargo Pants and Trail Sneakers
4 pieces · Oct 17, 2026
Shop pieces for these looks
We designed this collection around the vibrant functional legacy of vintage sailing deck smocks and hooded anoraks. The graphic colorblocked panels inject energetic maritime optimism into drab rainy days, while the overhead pullover cut ensures uncompromised wind protection. We advise styling with relaxed fatigue pants or stone chinos and classic leather boat shoes for authentic ocean-going heritage.
— The Editors
All curated searches
12 of 37- Men's Cream Waffle Knit Henley Shirt
- Men's Dark Brown Leather Cap Toe Boots
- Men's Dark Indigo Cuffed Selvedge Jeans
- Men's Navy Blue Wool Cpo Shirt Jacket
- Men's Silver Stainless Steel Sports Watch
- Men's Black Pebbled Leather Sling Bag
- Men's Black Zip Up Windbreaker Jacket
- Men's Olive Green Fatigue Pants
- Men's Retro Running Sneakers
- Men's Takeaway Paper Coffee Cup
- Men's White Crewneck T Shirt
- Men's Dark Brown Leather Boat Shoes
Related Reading
Sailing Jackets & Windbreakers: Coastal Maritime Weather
We assembled this edit around the high-function aesthetic of vintage yachting and coastal outerwear. Lightweight sailing shells shield against seaside gales while adding vibrant nautical color to casual layers. We love layering a yellow or navy sailing windbreaker over a classic Breton striped shirt, finishing with khaki shorts and deck boat shoes.
Anorak Pullovers: Half-Zip Retro Outdoor Shells
We appreciate the half-zip anorak for its sporty retro character and utilitarian pouch-pocket architecture. Unlike full-zip technical shells that can feel overly clinical, a colorblocked or earthy matte nylon anorak channels vintage alpine and maritime adventure. We suggest layering them over waffle-knit henleys and pairing with ripstop cargo shorts or relaxed fatigue pants.
How to Style a Men's Anorak Jacket for Modern Streetwear
Master styling a men's anorak jacket with technical cargo pants, trail sneakers, and relaxed chinos for functional gorpcore and streetwear outfits.
What to Wear on a Drift Boat Fishing Trip — Men's Complete Guide
Launching a high-sided McKenzie drift boat into a rushing river canyon at dawn immerses you in roaring rapids, swirling eddies, and misty river canyons. Anglers stand braced against leg locks in casting braces, cast heavy streamers toward undercut limestone banks, and battle wild trophy trout through white-water boulder fields. The essential gear is high-performance waterproof angling utility and adaptable thermal defense: breathable waterproof wading jackets, quick-drying technical utility pants, non-slip wading boots, and polarized amber sunglasses. Because running mountain rivers exposes you to icy spray, morning river chill, and blazing midday water glare, waterproof performance is critical. From shooting long line casts beneath riverside alder branches to netting acrobatic rainbow trout in river seams, here is your definitive drift boat fishing guide.
What to Wear Surf Fishing on the Beach — Men's Guide
Standing in crashing ocean shorebreak before dawn for a coastal surfcasting tournament surrounds you with rolling breakers, salt foam, and swirling tidal rip currents. Anglers cast eleven-foot graphite rods past the outer sandbars, working swimming plugs and bucktail jigs through turbulent surf for striped bass and redfish. The necessary apparel is technical salt-resistant marine utility: breathable waterproof windbreakers, quick-drying technical pants, UV-blocking sun hoodies, polarized eyewear, and fast-draining wading footwear. Constant exposure to wind-driven sea spray, shifting tides, and wet sand demands resilient garments that shed water instantly while blocking chilly ocean drafts. From fighting hard-running surf fish in crashing waves to hiking miles of soft coastal sand, here is your essential guide to surf fishing style.
How to Style a Men's Sailing Anorak for Coastal Utility
Discover how to style a men's sailing anorak with chinos, boat shoes, and technical layers for weather-resistant coastal utility and heritage prep.
Other Reading
What to Wear to a Sporting Clay Shooting and Field Lunch — Men's Guide
Sporting clays, often hailed as 'golf with a shotgun,' combines precision marksmanship with refined outdoor sporting tradition. Moving across scenic sporting stations followed by a seated lodge luncheon requires an ensemble built for shoulder gun mounts, grassy trails, and clubhouse refinement. The dress code of the shooting field is steeped in British countryside heritage: durable waxed cotton, tweed tailoring, and warm earth tones. Shabby tactical military camouflage looks aggressive and out of place at sporting clubs, while delicate formalwear cannot handle gun recoil or country mud. From waxed cotton field jackets and tweed shooting vests to tailored wide-wale corduroys and commando-sole leather boots, here is your definitive style guide for an exceptional day in the field.
November Cold Front: Quilted Vests & Turtlenecks
When the November cold front descends, modular layering is your greatest sartorial asset. We love the effortless pairing of an insulating quilted vest over a sculpted turtleneck and thick brushed chinos. In this lookbook, we share our favorite formulas for staying toasty during brisk mornings without feeling smothered indoors. Meet the first frost with clean lines, functional warmth, and smart value.
How to Style a Men's Suede Chore Jacket
Experience luxury workwear. Discover how to style a men's suede chore jacket with raw denim, cashmere knits, and tailored dress pants.