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Cape Cod Style Mastery or How to Dress Like a Nautical Aristocrat

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Cape Cod style is a unique way of dressing that blends nautical influences with preppy style refinement to depict the essence of New England’s coastal aristocracy.

The Cape Cod look is characterised by classic, well-tailored garments in cotton and linen, designed to withstand salt air and summer heat in navy, white, and khaki, accented with red pastel pops.

The Cape Cod style is not just a way of dressing but a leisurely summer lifestyle in exclusive coastal enclaves around sailboats and clambakes.

Cape Cod Style Origins

Cape Cod style originated in the late 18th century when the region’s maritime heritage began to shape its sartorial landscape.

Massachusetts’s rugged coastline and seafaring traditions demanded clothing that was equally functional and strong.

Fishermen and sailors donned heavy wool sweaters, oilskin jackets, and sturdy canvas trousers—garments that would later influence the aesthetic of Cape Cod fashion.

As the 19th century progressed, Cape Cod’s growing reputation as a summer retreat for the wealthy brought a new dimension to its style.

The influx of Boston’s elite and New York’s aristocracy introduced aesthetics of refinement to the practical coastal wear.

This period saw the emergence of lighter fabrics and more tailored silhouettes, laying the groundwork for the distinctive Cape Cod look.

Nautical Influence and Ivy League Traditions

The nautical influence on Cape Cod cannot be overstated, as the region’s deep-seated maritime culture and lifestyle permeate every aspect of this fashion style.

Naval-inspired brass buttons, navy blazers, and striped shirts are Cape Cod wardrobe staples, paying homage to the area’s seafaring heritage while conveying old-money tradition.

Simultaneously, the proximity to prestigious Ivy League institutions left an indelible mark on Cape Cod fashion.

The collegiate aesthetic, emphasising classic tailoring and understated elegance, blended seamlessly with the coastal vibe.

Repp ties, Oxford cloth button-downs, and penny loafers—hallmarks of Ivy style—were adopted and adapted to suit the relaxed atmosphere of Cape Cod summers.

From Practical Attire to High Fashion

The evolution of Cape Cod’s style from utilitarian wear to a symbol of affluence and taste was gradual but profound.

By the mid-20th century, what had once been the practical attire of fishermen and sailors had been refined and elevated to signify leisure and social status.

The transformation was epitomised by garments like the Nantucket Red trousers—originally designed to fade to dusty pink, mimicking the sun-bleached sails of boats.

The patronage of America’s elite further cemented this sartorial metamorphosis.

Summer homes in Hyannis Port and Martha’s Vineyard showcase a new interpretation of coastal style that marries practicality with luxury.

Brands like Murray’s Toggery Shop, which introduced the iconic Nantucket Reds, played a pivotal role in codifying Cape Cod style and bringing it to a broader audience.

The latter half of the 20th century saw the Cape Cod style established in the pantheon of fashion as a look synonymous with American elegance – casual, refined, and traditional.

The title “Cape Cod vs Similar Nautical Fashion Styles” is appropriate and accurately reflects the content of the table. Here’s a short description to accompany it:

Cape Cod vs Similar Nautical Fashion Styles

From the understated elegance of Cape Cod to the Hamptons’ cosmopolitan flair and Newport’s patrician polish, these styles showcase the diverse interpretations of seaside fashion.

While all share nautical influences, each style has distinct characteristics reflecting its unique regional heritage, social context, and sartorial evolution.

Style Aesthetic Colours Key Features Formality
Cape Cod Understated, traditional Navy, white, khaki, pops of red Boat shoes, weathered brass buttons, nautical stripes Versatile, beach to yacht club
Hamptons Chic Cosmopolitan, trendy Broader spectrum, pastels, bright hues Designer labels, trendier pieces Casual to upscale
Newport Nautical Patrician, yachting-influenced Similar to Cape Cod, more formal Needlepoint belts with nautical flags A higher level of formality
Martha’s Vineyard Slightly bohemian Eclectic palette Textured fabrics (raw silk, linen), eclectic accessories Relaxed, artistic
Nantucket Traditional Cape Cod Classic nautical, Nantucket Red Nantucket Reds, signal flag motifs, sailing-inspired details Conservative, heritage-focused

Cape Cod vs. Hamptons Chic vs. Newport Nautical

While both are rooted in seaside heritage, Cape Cod and Hamptons styles diverge in key aspects.

Cape Cod style embodies a more understated, traditional aesthetic, embracing muted tones and classic patterns.

The colour palette revolves around navy, white, and khaki, with occasional pops of red.

In contrast, Hamptons chic incorporates a broader, bolder colour spectrum, including pastels and brighter hues.

Cape Cod’s sartorial choices reflect its maritime roots, featuring boat shoes, weathered brass buttons, and nautical stripes.

While still nautical-influenced, Hamptons style presents a more cosmopolitan vision by incorporating designer labels and trendy garments (not fast-fashion).

Where Cape Cod showcases a well-worn Barbour jacket, the Hamptons displays a sleek Moncler gilet.

Newport, Rhode Island, with a strong yachting heritage, presents another variation of the coastal fashion style.

Newport nautical shares Cape Cod’s affinity for maritime-inspired clothing with a distinctly patrician twist.

While the Cape Cod style incorporates a simple canvas belt, the Newport style features a needlepoint belt adorned with nautical flags.

The formality gradient also differs. Cape Cod style seamlessly transitions from beach to yacht club.

In contrast, Newport style maintains a higher baseline of formality, reflecting its association with prestigious sailing events and old-money social circles.

Martha’s Vineyard vs. Nantucket

Even within Cape Cod, subtle style distinctions exist. Martha’s Vineyard’s interpretation of Cape Cod style skews slightly more bohemian, influenced by its history as an artist’s colony.

Here, one finds more textured fabrics, such as raw silk or linen, and a greater embrace of eclectic accessories.

Nantucket, by contrast, adheres closer to the traditional Cape Cod aesthetic. The island’s famous protectiveness of its architectural heritage extends to fashion.

Nantucket Reds, the iconic trousers faded to a dusty pink, originated here and remain a staple.

The island also favours a more pronounced nautical influence, with signal flag motifs and sailing-inspired details frequently appearing in clothing and accessories.

These micro-regional variations, while subtle, speak to the nuanced nature of Cape Cod style and demonstrate how aesthetics adopt local histories and social contexts.

Cape Cod Style Essential Wardrobe

At the heart of Cape Cod style lies the navy blazer, a garment that reigns supreme in this coastal aesthetic.

This single-breasted jacket, crafted from hopsack wool for summer or heavier flannel for cooler months, features distinctive brass buttons.

The blazer’s versatility allows it to transition seamlessly from casual outings paired with a polo shirt to more formal yacht club dinners over a button-down.

Chinos

Chinos in khaki or stone form another cornerstone of the Cape Cod wardrobe.

These tailored trousers have a slight taper and minimal break, ensuring a clean silhouette, whether paired with boat shoes or loafers.

Nantucket Reds

For those fully embracing the Cape Cod look, Nantucket Reds, in their signature dusty pink hue, offer a distinctive alternative.

Oxford Shirts

Button-down shirts in Oxford cloth with a locker loop on the back, a subtle nod to their preppy origins, are available in white, pale blue, pink, and yellow.

Cable-knit Sweaters

The cable-knit sweater in ivory or navy, artfully draped over the shoulders for a casual yet refined appearance, is indispensable for cooler evenings.

Boat Shoes

Boat shoes stand as the quintessential Cape Cod footwear. With non-marking soles and water-resistant leather, they embody both form and function.

Sperry Top-Siders, synonymous with the style, are worn without socks, showcasing bronzed ankles in summer.

Penny Loafers

For a dressier alternative, penny loafers in cordovan leather bridge the gap between casual and formal occasions, pairing equally well with chinos or a summer suit.

Canvas Sneakers

Beach walks and casual outings call for canvas sneakers from brands like Tretorn or Superga, for extra comfort while aligning with the Cape Cod aesthetic.

Canvas and Leather Belts

Canvas and leather belts adorned with nautical stripe patterns or motifs like anchors and sailboats are preferred for a casual touch while D-ring belts in grosgrain ribbon offer a relaxed alternative.

Classic Wristwatches

Timepieces in Cape Cod style lean towards classic designs, particularly favouring stainless steel dive watches or simple leather-strapped pieces.

Wayfarer Sunglasses

Sunglasses are a must, with wayfarers or aviators secured by croakies straps – a practical touch that has become a style signature in its own right.

Baseball Caps and Panamas

Navy or white baseball caps embroidered with yacht club insignias or nautical motifs are favourite headgear for casual wear, while straw boaters or Panama hats make appearances on more formal occasions.

Cape Cod Style Fabrics, Colors, and Patterns

The Cape Cod colour palette draws heavily from its maritime environment. Navy blue, reminiscent of deep ocean waters, serves as the primary colour and foundation of the style.

It’s complemented by crisp whites, echoing sailcloth and seafoam, while khaki and beige, colours of sand and driftwood, round out the base palette.

Accent colours include the iconic ‘Nantucket Red,’ which fades to a salmon pink over time, along with sea-glass greens and sunny yellows used judiciously in accessories or as highlights in patterned fabrics.

In patterns, stripes reign supreme, with nautical Breton stripes appearing in various widths on shirts, sweaters, and accessories.

Gingham checks, especially in blue and white, feature heavily in summer shirts.

Coastal motifs such as anchors, sailboats, and marine life are incorporated into prints for ties, pocket squares, and casual shirts, always maintaining a subtle, small-scale aesthetic to preserve the understated elegance of the Cape Cod style.

Madras plaid appears in summer wear, adding a touch of prep school flair to the nautical base.

Cape Cod Style Seasonal Fabrics

Summer calls for lightweight, breathable fabrics. Cotton reigns supreme, with Oxford cloth for button-downs and lightweight poplin for casual shirts.

With its puckered texture, Seersucker provides comfort and a distinctly summery look; linen, in both pure and blended forms, is essential for summer suiting and casual wear.

The material’s natural wrinkles are embraced as part of the relaxed Cape Cod aesthetic.

For swimwear and casual shorts, quick-drying synthetics with a matte finish are preferred, maintaining a natural look while providing modern performance.

Lightweight merino wool sweaters provide warmth without bulk for cooler summer evenings, while heavier gauge cable knit sweaters in wool or cotton become staples for transitional seasons.

Twill, particularly in cotton, is used for year-round chinos and casual jackets, its durability and subtle texture embodying the practical roots of Cape Cod style.

In autumn and winter, corduroy appears, adding texture and warmth to trousers, jackets, and accessories like caps.

Cape Cod Style Artisanal Craftsmanship

The commitment to craftsmanship is evident in every aspect of Cape Cod style, from footwear to accessories. Hand-sewn boat shoes exemplify this dedication.

Skilled artisans meticulously create these iconic shoes in workshops along the New England coast using traditional techniques.

The upper leather is carefully stretched over the last, and the signature rawhide lace is threaded through the collar, ensuring both function and style.

Cape Cod’s sailing heritage lives on through bespoke accessories crafted from genuine sailcloth.

Local artisans repurpose sails from retired vessels, transforming them into unique bags, wallets, and jackets.

Each piece bears the marks of its nautical past – salt stains and weather-worn patches becoming badges of authenticity.

The tradition of hand-looming textiles thrives in small workshops across Cape Cod. Artisans create bespoke fabrics from ties to upholstery, using techniques passed down through generations.

These textiles feature intricate nautical motifs and patterns unique to the region, such as intertwined anchors or stylised waves.

Custom embroidery is crucial in personalising the Cape Cod style – local artists create custom monograms, motifs, subtle initials on shirt cuffs, and nautical scenes on blazer pockets.

Cape Cod Style Outfit Ideas by Season

Cape Cod Style Outfit for Spring

As the New England air warms and the coastal breezes soften, the spring Cape Cod ensemble captures the essence of the region’s reawakening.

Begin with a lightweight navy hopsack blazer, its brass buttons gleaming in the spring sunshine. Underneath, layer a crisp Bengal-striped Oxford cloth button-down in light blue and white, its collar softly rolled.

To herald the coming summer, wear a slight taper, stone-coloured cotton twill chinos, and burnished brown suede penny loafers without socks.

Accessorise with a silk pocket square featuring an equestrian motif in blue and white, artfully tucked into the blazer pocket.

A navy and white leather D-ring belt adds a subtle nautical touch, while a rose gold dress watch with a navy face and brown leather strap completes this refined spring look.

Cape Cod Style Outfit for Summer

High summer on Cape Cod calls for a lighter, breezier approach. Centre your outfit around a linen-cotton blend blazer in blue and white seersucker, the fabric’s puckered texture embodying the season’s relaxed elegance.

Beneath, a white piqué cotton polo shirt with mother-of-pearl buttons serves as a refined yet comfortable base layer.

The lower half features Nantucket red Bermuda shorts, their length just above the knee, showcasing a confident embrace of the Cape’s signature hue.

Brown leather boat shoes, their non-marking soles ready for impromptu sailing invitations, ground the outfit in nautical tradition.

Accessorise with a navy and white braided leather belt – the texture adds depth to the ensemble.

A stainless steel dive watch with a navy face and matching NATO strap keeps with the seafaring theme, while a canvas sailing cap, subtly embroidered with a yacht club insignia, shields your eyes from the summer sun.

Cape Cod Style Outfit for Autumn

As leaves turn and sea breezes carry a chill, the autumn Cape Cod outfit must reflect the landscape’s changing colours.

Begin with a cream cable-knit cashmere sweater, its intricate pattern adding visual interest and warmth. Layer this over a light blue Oxford cloth button-down, the collar peeking out for a touch of prep.

The lower half features rich burgundy moleskin trousers, their soft texture and deep colour nodding to the season.

A navy quilted gilet adds an extra layer of warmth without compromising the outfit’s refined silhouette.

On your feet, chocolate brown suede chukka boots offer comfort and style for cooler days.

Accessorise with a wool-silk blend scarf in navy and burgundy repp stripe, its pattern complementing the outfit’s colour scheme.

A brown leather belt and a gold-toned dress watch on a brown leather strap add subtle elegance. For eyewear, tortoiseshell clubmaster sunglasses lend a classic touch to ward off the autumnal glare.

Cape Cod Style Outfit for Winter

Winter on Cape Cod demands warmth and style so start with a navy double-breasted reefer coat in heavy Melton wool, a nod to the region’s nautical heritage.

Underneath, layer a Fair Isle sweater in cream, navy, and burgundy and a white pinpoint Oxford cloth button-down peeks at the collar and cuffs for a crisp touch.

Wear charcoal grey flannel trousers with a forward pleat and burgundy cordovan leather cap-toe boots to protect against the elements while maintaining a refined appearance.

Accessorise with a navy and grey houndstooth cashmere scarf, dark brown leather gloves, and complete with a navy wool flat cap and a rose gold chronograph watch on a black alligator strap adding a touch of luxury to the winter attire.

Cape Cod Style Do’s and Don’ts

Do Don’t
Embrace nautical colours: navy, white, and red Don’t wear oversaturated or neon colours
Invest in quality, timeless pieces Don’t prioritise fast fashion trends
Incorporate subtle nautical motifs Avoid overly literal or kitschy nautical themes
Layer effectively for changing weather Don’t overdress for casual occasions
Wear boat shoes without socks in summer Don’t wear visible socks with shorts
Choose natural fabrics like cotton, linen, and wool Avoid synthetic materials when possible
Maintain a neat, groomed appearance Don’t aim for an overly dishevelled look
Accessorise with classic pieces Avoid flashy or ostentatious jewellery
Embrace weathered, lived-in looks for certain items Don’t let your entire outfit appear worn out
Tailor your clothes for a perfect fit Avoid baggy or over-tight clothing

Cape Cod Style Similarities with Old Money Styles

Cape Cod style has transcended New England’s origins, influencing and drawing parallels with other preppy and aristocratic styles worldwide.

The nautical look’s connection to coastal leisure and emphasis on high-quality traditional garments that signal understated elegance resonates with various fashion subcultures.

Old-Money Style Similarities with Cape Cod Style
American Preppy Emphasis on classic garments and use of nautical colours and patterns
Equestrian Style Appreciation for traditional craftsmanship, use of leather accessories, earth tones
Sloane Ranger Connection to upper-class leisure activities, preference for heritage brands, country-inspired elements
French BCBG Understated accessories, quality over quantity, appreciation for maritime heritage
Italian Alta Borghesia Focus on tailoring, love for nautical themes, importance of summer resort wear

Cape Cod Style Style Influencers

The following figures have interpreted and popularised Cape Cod style, contributing to the look’s evolution from a regional dress code to a globally recognised fashion aesthetic.

Their influence extends beyond clothing, encompassing a lifestyle celebrating New England’s coast’s refined simplicity and nautical heritage.

The Kennedy Family

The Kennedy family stands as the quintessential embodiment of the Cape Cod style.

John F. Kennedy, often photographed sailing off Hyannis Port, popularised the combination of a navy blazer, khaki chinos, and a crisp white Oxford shirt.

Kennedy’s blend of preppy and nautical garments became a template for Cape Cod’s casual elegance.

Jacqueline Kennedy Onassis further elevated the Cape Cod style, introducing a touch of European sophistication.

Jacqueline’s oversized sunglasses, silk headscarves, and sleek capri pants became synonymous with Cape Cod summers, influencing women’s resort wear for decades.

Walter Chrysler Jr.

Walter Chrysler Jr., heir to the Chrysler automotive fortune and a prominent art collector, brought a unique flair to the Cape Cod style.

Chrysler Jr.’s penchant for classic New England staples and flamboyant accessories—bright ascots, bold-patterned shirts—reflected the unique old money facet that characterises the Cape Cod aesthetic.

Philip C. Murray

Philip C. Murray, the founder of Murray’s Toggery Shop in Nantucket, revolutionised the Cape Cod style by introducing Nantucket Reds in the 1960s.

These iconic trousers, designed to fade to a soft pink reminiscent of sailcloth, became a hallmark of the Cape Cod aesthetic.

Shep and Ian Murray

Shep and Ian Murray, founders of Vineyard Vines, brought Cape Cod style to a national audience in the late 1990s.

Their whimsical tie designs, featuring motifs like whales and sailboats, quickly became a staple of preppy wardrobes across America, effectively codifying certain elements of Cape Cod style for a broader market.

Norman Mailer

Norman Mailer, the Pulitzer Prize-winning author who made Provincetown his home, influenced Cape Cod style with his rugged, intellectual aesthetic.

Mailer’s preference for chunky fisherman sweaters and weathered leather jackets added a touch of bohemian flair to the traditional Cape Cod look.

Edward Hopper

Edward Hopper, the renowned painter who spent summers on Cape Cod, captured the essence of Cape Cod style in his artwork.

Hopper’s depictions of lighthouses, sailboats, and coastal scenes immortalised the Cape’s landscapes and its sartorial elements, from striped Breton shirts to canvas deck shoes.

Sarah Vickers and Kiel James Patrick

Today, fashion bloggers and Instagram influencers like Sarah Vickers and Kiel James Patrick continue to shape and promote the Cape Cod style.

Their carefully curated images of New England life—replete with Nantucket baskets, striped boatneck tops, and weathered leather boat shoes—have introduced a new generation to the timeless appeal of Cape Cod fashion.

Cape Cod Style Glossary

Term Definition Sartorial Significance
Nantucket Reds Trousers in a distinctive faded red colour Iconic Cape Cod garment, symbolising the relaxed yet refined aesthetic
Seersucker Puckered cotton fabric, typically striped Popular for summer suits and shirts, embodying coastal comfort
Grosgrain Ribbed fabric used for ribbons Common in watch straps and belt details, adding texture to accessories
OCBD Oxford Cloth Button-Down shirt A Cape Cod wardrobe staple for various occasions
Dock and Dine The practice of sailing to a restaurant Influences the versatility required in Cape Cod outfits
On/Off Island Refers to being on or off Cape Cod Affects clothing choices based on location and activity
Salty Describing something weathered or seasoned Applies to the desirable lived-in look of certain Cape Cod garments
GTH (Go to Hell) pants Boldly coloured or patterned trousers Reflects the playful side of Cape Cod style, often featuring whimsical motifs
Weathered look Appearance of clothing that’s been gently worn over time Desirable aesthetic in Cape Cod style, signifying authenticity and heritage
Nantucket Basket Hand-woven purse originating from the island’s whaling days Both a practical accessory and a status symbol in Cape Cod circles
Repp Tie Silk tie with diagonal stripes, often in contrasting colours A preppy staple that’s been incorporated into Cape Cod style
Madras Lightweight cotton fabric with a plaid pattern Popular for summer shirts and shorts, adding a prep school flair
Croakies Strap attached to sunglasses to keep them secure A practical accessory that’s become a style signature in Cape Cod fashion
Navy Blazer Single-breasted jacket with metal buttons A cornerstone of Cape Cod style, versatile for various occasions

Facts and Tips

  • Murray’s Toggery Shop trademarked the term “Nantucket Reds” in 2010 to protect the authenticity and heritage of this iconic garment.
  • The “Ivy League Look” connection with Cape Cod style was partially shaped by J. Press, a New Haven clothier founded in 1902 that outfitted Yale students.
  • Traditionalists prefer leather laces to cotton on boat shoes, which last longer and develop a patina over time.
  • The “GTH” (Go to Hell) pants mentioned in the glossary were popularised by men who wanted to rebel against the conservative dress codes of their clubs and workplaces.
  • For an authentic Cape Cod look, consider replacing your blazer buttons with vintage yacht club buttons—many clubs sell these to non-members as fundraisers.
  • Wearing a sweater tied around the shoulders originated as a practical solution for sailors to have an extra layer handy without taking up pocket space.
  • When choosing a canvas and leather belt, opt for one made with full-grain leather. Over time, it will develop a beautiful patina, adding to the desired “weathered” look.
  • The tradition of embroidering whales on pants and ties in Cape Cod style traces back to Nantucket’s history as a major whaling port in the 18th and 19th centuries.
  • For a truly authentic touch, some Cape Cod enthusiasts ‘age’ their new Nantucket Reds by washing them with seawater to accelerate the fading process.
  • The Nantucket Basket, now a fashion accessory, was designed by lighthouse keepers in the 19th century for carrying supplies.

Conclusion

Rooted in New England’s maritime heritage, the Cape Cod style has evolved from practical coastal apparel to a global symbol of old-money design, understated elegance, and refined leisure.

The key components of Cape Cod style—from the iconic navy blazer and boat shoes to the hand-woven Nantucket baskets—reflect a deep appreciation for quality craftsmanship and functional beauty.

The colour palette, drawn from the natural hues of sand, sea, and sky, creates a versatile foundation for casual and formal attire.

Artisanal traditions play a crucial role in maintaining the authenticity of Cape Cod fashion.

Hand-sewn boat shoes, bespoke sailcloth accessories, and custom embroidery preserve traditional skills and imbue each piece with a unique character and story.

Ultimately, Cape Cod style is more than just a fashion choice; it is a lifestyle that values tradition, quality, and the simple luxuries of coastal living.

For the modern gentleman seeking to project an image of effortless sophistication and timeless elegance, mastering the art of Cape Cod style offers a sartorial journey rich in history and refined taste.

Styling Beyond Cape Cod Aesthetic

Knowing the Cape Cod look and wardrobe staples is just a small step towards dressing like a successful, confident gentleman.

To dress like a wealthy gentleman you must know your body shape/type and your seasonal colour palette, so you can match your fashion with your skin, eye, and hair colours.

True fashion mastery requires an understanding of what to shop and how to match relevant garments, footwear, and accessories to you, from classic, heritage fashion brands.

Last but not least you must know how to dress not only according to your body body shape and colour palette, but also according to the occasion, location, time of the day, and even your unique lifestyle!

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Third, learn how to dress by occasion, location, season, and even time of the day.

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