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The Sailor's Style Guide: How to Dress at a Yacht Club

If you've been invited to a casual yacht club rendezvous, you'll need the right threads to fit in.  in this guide, we'll walk you through the yacht club attire you'll need to fit in. hint: you can find the perfect outfit head to toe with castaway.

You've been invited to a meal or event at a local yacht club, but you've never been to one before. Suddenly, the panic sets in. What should you wear? Fortunately, there are lots of options and visiting a yacht club does not mean you have to spend a lot of money just to fit in. This post will give you some pointers on yacht club attire so that you feel neither under nor overdressed, and can really enjoy yourself and have a great time at the club.

Before you even think about what to wear, check to see if the yacht club you're going to has a dress code posted online. Most of them do, and the rules can vary from club to club. The Nantucket Yacht Club , for example, requires semi-formal attire for its dinners and cocktail attire including ties for men during its dinner dances and balls. The Hyannis Yacht Club goes into a little more detail. It accepts stylish casual wear including clean, neat jeans and shorts for lunch. For dinner, guests are expected to step it up by leaving the denim at home and wearing sports coats. Different areas of a club may also have different dress rules. Bars and outdoor decks tend to more lax and allow casual clothing.

Sometimes, the easiest way of narrowing down what to wear is to eliminate what you should not wear. This is just a partial list of how not to show up at any kind of yacht club unless you want to be denied admittance or receive a lot of disapproving glares. All rules listed apply to the inside of the club, and can vary for beach and dock rulings.

Flip Flops or Going Barefoot: This rule applies INSIDE the club, or for any meal time. Most people love the beach, but going barefoot is not only unacceptable, but unhygienic.

You'll want to wear appropriate footwear such as sturdy sandals or closed toe shoes. While a lot of children and adults love their flip-flops, they may be a little too casual for a yacht club atmosphere. The most popular choice here is a boat shoe style but a bridle bit driver is always appropriate - check the latest . The lightly worn leather and pencil-curled laces fit the bill in the cool department.

Torn, Stained, or Worn Clothing: Any attire that is showing signs of wear such as rips, stains that never came out, holes, missing buttons, etc. should be left at home.

Baseball Caps and Other Hats: Most yacht clubs prefer that men remove their caps when inside the venue. Save them for the sailing excursions.

Extra points on the water if you rock the Club’s Burgee on the hat!

Swimwear: Just a no-no. Save it for the boat and the beach. A cover-up can be acceptable for the patio.

Going Shirtless: Nope!

Undershirts as Shirts: See above. You may also want to be careful about choosing a t-shirt, particularly one with graphics, when visiting a yacht club. Most prefer that you wear a collared shirt, even if it's a casual one such as a polo shirt.

Tank tops for men and any tank tops for women that are skimpy and don't hide undergarments should be saved for another occasion.

Women have a lot of options when it comes to visiting a yacht club. Linen and cotton make the perfect summer blouses. A light but structured Sleeveless Top paired with a  sweater is perfect for warding off cool sea breezes when you're out on the deck. A polo or collared shirt works well for the yacht club scene as well. You can also consider a dressy blouse that has a little bit of flounce to it. If shorts are allowed for the time and area of the club you're visiting, consider sporting  Sailing  shorts  with a cute anchor embroidery. They're cool, classy, and show off just the right amount of leg. Casual skirts and dresses are perfectly fine as well as long as they're not too short and revealing. If you're attending a party at a yacht club you may need to wear a nice cocktail dress, or a classic Tunic Dress for a day event. Special events such as balls and dinner dances usually specify what is appropriate attire on the invitation.

Don't forget to have fun with accessories! A straw handbag can complete a nautical themed look.

For most casual yacht club occasions, men can't go wrong with a collared shirt and long pants or Cisco Shorts . Pastel and preppy shades such as summer green, hurricane red, and islander blue rule here.

When casual attire is allowed, collared sport or polo shirts are always in fashion. Seersucker and linen shirts are available in several colors and patterns for summer club get-togethers. If jeans are not allowed, seersucker or cotton canvas pants are still casual and comfortable yet dressy enough for all areas of a yacht club. If you really want to show your love of nautical dressing, consider wearing a fun Embroidered Pant !

Or you can opt for solid pants but add some nautical flair with an embroidered belt . Classic summer staples like Seersucker and Madras Patches will make you the talk of the Club, in a good way!

For those chilly sea breezes and evenings, a quarter zip pullover wards off the cool air while keeping you stylish and casual.

It's a good idea to keep a sportcoat and a few ties in your closet just in case the yacht club you're visiting requires it. Opt for a fun all over embroidered jacket, or a Madras Patchwork style to really up your game.

Kids' clothing should conform to the same yacht club rules as established for grown-up guests. If you really want your son to look cute, consider dressing him in the same matching outfit as dad.

Whether you're looking to make a splash with yacht club attire or just want to look good on the boat or while meeting with friends, we have the seaside looks that you'll look and feel wonderful in for men, women, and children.

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11 men's yachting wardrobe essentials

Larusmiani swim shorts.

After more than a decade in the fashion wilderness, the camouflage print re-emerged in 2017, when it was spotted everywhere on the runway – from street-style favourites Off-White and Vetements to sartorial powerhouses Bottega Veneta and Cerruti. Since then, it has shown no sign of disappearing from the world’s wardrobes – you’ll find it on jackets, shirts, trousers, backpacks and more. That’s hardly surprising, since the camo pattern acts like a neutral and goes with pretty much everything. Wear it on deck this Caribbean season with these Larusmiani swimming shorts.

Swim shorts, €225, larusmiani.it

Ecoalf jacket

Spanish brand Ecoalf was founded by Javier Goyeneche to create clothes from recycled material and today it collects hundreds of tonnes of discarded plastic from the bottom of the Mediterranean to create cool outerwear – so far, it has recycled 70 million plastic bottles. This Tucson waterproof jacket is made with 100 per cent recycled nylon fashioned from discarded fishing nets.

Jacket, £200, ecoalf.com

Stefano Ricci trainers

Photographer: Josh Hight; Stylist: Sam Smith

Perfect for pairing with everything from summer shorts to a modern slim-cut suit, dress trainers are the new men’s wardrobe must-have and few do them better than Stefano Ricci. Founded on a 100 per cent made in Italy ethos, each pair is handcrafted in fine leather or crocodile skin, with inspiration taken from the eponymous designer’s Florentine heritage. Choose a bold blue hue for spring or, for something truly special, make use of the brand’s bespoke accessory service.

Trainers, £2,600, stefanoricci.com

Loro Piana bomber

Photographer: Josh Hight, Stylist: Sam Smith

For most yacht owners and guests the Loro Piana brand needs no introduction. Whether it’s the Storm System gear for regatta-goers, highly sought after Vicuna wool knits, or breezy linen shirts, the chances are there’s something with a Loro Piana label on board wherever you’re sailing. And now you can add to your collection with this super soft cashmere and jersey hooded bomber – ideal for braving the worst of the winter elements.

£2,300, loropiana.com

J. M. Weston loafers

Founded in 1891 by Édouard Blanchard, JM Weston’s elegant loafers have been a staple of Parisian style for more than a century. Still handmade in the Limoges factory from which they originated, Weston’s ‘mocs’ became a cult hit in the 1960s when worn by rebel French Mods known as the “Bande du Drugstore”. New interpretations under current creative director Michel Perry remain primed for the modern wardrobe. This turmeric-hued pair is a case in point.

Calfskin Le Moc’ loafers, £420, jmweston.fr

Brioni shirt

Founded in Rome in 1945, Brioni has been a trailblazer since it staged the first ever men’s fashion show, at the Palazzo Pitti, Florence in 1952. Now helmed by Australian creative director Justin O’Shea, the house’s booming bespoke and ready-to-wear lines are a perfect example of prized Italian craftsmanship. A case in point is this classically elegant fitted shirt – add a simple Brioni gold pin for unexpected edge at your next formal yacht dinner. Zoe Dickens

White cotton formal shirt, £400; Gold pin, POA, brioni.com

Tod's loafers

Todd Marchard

Diego Della Valle, the chairman and CEO of Tod’s, is a man who loves the sea. He also loves the mythology of American casualwear and sees this epitomised in the enduring style of one John Fitzgerald Kennedy. These two passions combine happily in the fact that since 1998 Della Valle has been the owner of Marlin , a boat that was for many years in the Kennedy family.

Della Valle’s forebears were shoemakers in the Marche region of Italy, where Tod’s is still based, and the company has been built on a combination of Italian craftsmanship and the relaxed weekend style of the US, which the young Della Valle saw while working there for his father’s shoe business. It struck him that, while Italians oozed style, it was based around formal wear, while the Americans dressed down to relax. Della Valle recognised in the humble driving shoe a perfect opportunity to express his new vision for an Italian casual lifestyle and created the now famous Tod’s moccasin, the Gommino. It has a sole covered with 133 rubber pebbles, or gommini. Since its launch in the 1970s, the model has been rendered in a multitude of versions in a variety of materials and colours, featuring various details.  Peter Howarth

Tod’s Leo Clamp Gommino, £380, tods.com

Ralph Lauren shirt

Sean Gleason

There are few better suited to dress the aspirational world of yachting than Ralph Lauren. His curated mix of preppy youth, classic cuts and all-American appeal make his designs favourites for life at sea.

Nowhere is this more evident than in the brand’s signature chino. With a broad following, these trousers have cemented their place as the stylish choice for the wealthy at play. How to wear yours this summer? Keep things simple with a tailored white shirt and rolled cuff. Zoe Dickens

Polo Ralph Lauren Oxford cotton sport shirt, £110 and slim-fit Hudson cotton chinos, £110, ralphlauren.com

Persol sunglasses

Like many of the best designs, Persol sunglasses (from the Italian per il sole, meaning “for the sun”) were born out of necessity. In 1917, Turin photographer and optician Giuseppe Ratti began making eyewear for Italian air force pilots and Alpini soldiers fighting in the snowy Dolomites.

After the war, these goggles and later, sunglasses, with the famous Silver Arrow hinge, caught on among yachtsmen and petrolheads alike. By the 1960s, Jack Kennedy was wearing them and Marcello Mastroianni donned the classic Persol 649 in the 1961 comedy Divorce Italian Style . Seven years later, Steve McQueen ensured continued “cool factor”, when he wore the folding version of the 649, the 714, with striking cobalt-blue lenses, in The Thomas Crown Affair (1968). The 714 was (and is) made with natural cotton acetate, photopolarising lenses and flexing cylinders in the arm to create a more personalised fit. Chris Madigan

Persol sunglasses, from £185,  David Clulow

Turnbull & Asser jumper

Jonathan Glynn-Smith

The peacock of Jermyn Street, Turnbull & Asser, has always been known for its use of colour: little wonder that Picasso and Hockney have both been loyal customers. To achieve this, they use only the best cashmere, taken from the finest hand-combed underbelly fibres of Mongolian goats.

Each strand is individually dyed to ensure intensity of every pigment, and they are tightly knit to make sure each garment keeps its shape: vital for the world-weary traveller living out of a suitcase. The V-neck pictured here has a slim fit, ideal for wearing under a jacket on a cool breezy evening, or on its own when the deck gets chillier. Effortlessly stylish, wonderfully soft, and the perfect combination of lightness and warmth: this sweater is the ultimate companion for any chic seafaring connoisseur. Jane Fulcher

Turnbull & Asser V-neck cashmere slipover, £345, turnbullandasser.co.uk

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Old Money Aesthetic Outfits for Men

Welcome to the realm of the “old money” aesthetic outfits – a realm where quality trumps quantity and tradition holds court.

Step into a world of timeless elegance, where sophistication is a lifestyle and style is inherited, not purchased.

You see, this isn’t just about clothes. This is about embodying an entire ethos of understated opulence, refinement, and good taste.

Buckle up, gentlemen, because we’re about to take you on a sartorial journey through the 15 quintessential ‘old money’ outfits that will make you look like you’ve just stepped off a yacht in the Hamptons.

Ready? Let’s dive in!

Table of Contents

Boardroom Boss

You’re at the head of the table, a charcoal gray pinstripe blazer commanding respect.

A crisp white shirt and silk tie speak volumes about your taste. A classy pair of black dress pants complement the getup.

While black leather brogues ground us in tradition.

Metropolitan Magnate

Imagine yourself in a bustling cityscape, figures defined by a sharp, charcoal-grey suit.

A crisp white shirt peeks out from beneath, paired with a tasteful patterned blue silk tie that whispers, not shouts, about your presence.

Polished brown derbies adorn your feet, giving a grounded, commanding air.

With this outfit, you’re not just attending important business meetings but commanding them.

Renaissance of the Roaring Twenties

You’re breathing in the sun at a summer garden party in a white linen suit.

The pastel-colored shirt adds a splash of color, or you can be more conservative and don a tan t-shirt.

Brown sneakers anchor it to the earth beautifully.

A Panama hat shades your eyes, throwing you back to an era of undeniable charm. You’re a vintage icon, reborn.

Coastal Chic Casual

Picture us strolling along the beachfront as the sun sets.

You’re in a breezy, beige linen button-up shirt, casually rolled up at the sleeves, paired with white chino pants.

A woven leather belt secures our relaxed yet refined look. On our feet, comfortable black leather sandals let us feel the cool sand.

You’ve traded in the suit for the sea – and looking stylish as ever.

The Ivy League Intellectual

While striding through grand university halls, a blue-striped polo shirt is impeccably tailored.

A navy sweater beautifully complements the shirt and speaks of deep thoughts and scholarly pursuits.

Brown leather oxfords click on the stone floors, and a classic leather briefcase carries an intellectual arsenal.

You’re not just educated – you’re a sartorial scholar.

City Stroll Sophisticate

Our tailored camel overcoat radiates urban elegance when making our way through a bustling city.

Underneath, a navy suit , a white shirt, and a red tie create a refined contrast.

Brown leather oxfords echo the city streets. In the city that never sleeps, neither does our style.

Vineyard Vignette

Surrounded by lush vineyards, raising a toast to style.

You’re in a pristine white dress shirt, the epitome of timeless elegance, tucked into smart cream shorts that capture the warmth of the summer sun.

On your head, a classic Panama hat provides shade and an extra dash of sophistication.

Blue loafers on your feet add a pop of color, mirroring the clear sky above.

You’re not just tasting the wine but basking in the rich bouquet of old money fashion.

Countryside Connoisseur

Picture yourself taking a leisurely stroll in the English countryside on a brisk autumn day.

Enveloped in the rich textures of a brown tweed sport coat, its earthy tones echoing the autumnal hues around us.

Underneath, a brown turtleneck adds a layer of cozy sophistication.

At the same time, the navy dress pants ground the outfit and add a hint of contrast.

Read more: turtleneck with blazer .

You can also accessorize your look with a metal pin that matches your brown outfit.

If you want a more perfect effect, you can make your own custom metal pins at Pins.Us.

A small, dainty metal pin can also add charm to your outfit.

Finally, brown suede loafers stride comfortably over the cobblestone paths, marrying rustic charm with refined elegance.

Maritime Elegance

Imagine standing on the deck of a yacht, the sea breeze rustling your navy blazer with gold buttons.

A crisp white Oxford shirt adds a breath of fresh air when paired with your sophisticated white dress pants.

Additionally, brown loafer shoes echo the deck beneath. You’re the captain of the sea – and of style.

Basking in the sun-dappled decks of a yacht club. While effortlessly cool in a navy sweater, its color reflects the summer skies.

You’ve traded in chinos for tailored white shorts, capturing the spirit of casual elegance.

On your feet sporting a pair of loafers or boat shoes , perfectly at home on the deck.

Polo Club Chic

Picture this, stepping onto a lush polo field bathed in sunlight.

While donning a crisp white button-down tucked into tailored beige chinos, topped with a navy blue v-neck cashmere sweater draped casually over your shoulders.

Tan loafers cushion your feet, keeping them comfortable and chic. This outfit says, “You’ve arrived,” but in a subtly elegant way.

Autumnal Aristocrat

You’re wandering through falling leaves, clad in a brown suit and a turtleneck sweater in a rich autumnal hue.

The brown Oxford dress shoes crunch leaves beneath.

A wool scarf completes the warm, layered look. As the seasons change, so do you.

The Vintage Voyager

You’re exploring the open road, clad in a brown leather bomber jacket.

Underneath, an olive roll-neck sweater offers warmth, while gray dress pants complement the adventurous spirit.

Brown leather Chelsea boots tread on uncharted territory and are ready to voyage into the wild – all while keeping our style game strong.

Country Club Casual

At the club, leisurely enjoying the day in a light orange polo t-shirt and light gray shorts .

White sneakers are a nod to casual comfort, while a white leather belt weaves a narrative of relaxed refinement.

You’re playing the game of golf with style – and winning.

Weekend in the Hamptons

You’re lounging on a sun-drenched terrace, sporting a white button-down shirt and pink shorts.

The white leather loafers whisper of luxurious leisure, inviting casual conversation and carefree days.

Here in the Hamptons, it’s all about casual elegance.

Things to Consider when Dressing the Old Money Aesthetic Look

Before we bid you farewell, we want to leave you with a few golden nuggets of wisdom.

Keep these points in mind, and the old money aesthetic will be yours to command!

Quality Over Quantity

You see, less is more in the world of old money style. It’s not about owning a closet full of clothes; it’s about carefully curated pieces that stand the test of time.

Each item should be a testament to excellent craftsmanship and enduring style.

Forget fast fashion; you should be investing in the classics that will still look stylish in a decade – or even two.

Neutral Colors

When dressing old money, embrace a palette of neutrals .

Think shades of navy, gray, beige, white, and black. Muted colors not only exude a sense of timeless elegance but also give us the flexibility to mix and match with ease.

Remember, we’re not aiming for flashy but an effortlessly sophisticated look.

Brands That Scream Old Money Style

Look for brands with a rich heritage and a proven track record of quality.

With their iconic suits and Oxford shirts, Brooks Brothers have been a staple in the old money wardrobe for the wealthy man. For generations.

Ralph Lauren, known for their classic Polo shirts and preppy vibe, is another go-to choice.

Other brands like Barbour, Burberry, and J.Press encapsulate this timeless aesthetic.

By investing in these brands, you’re not just buying clothes; but buying into a tradition of elegance.

It’s Obvious, But a Proper Fit is a MUST

We cannot stress this enough – the fit is EVERYTHING .

No matter how expensive or high-quality your clothes are, the entire look falls flat if they don’t fit well.

So, let’s commit to those extra steps to ensure our clothes fit just right, whether finding a reliable tailor or spending a little more time in the fitting room.

Remember, when it comes to old money style, you’re dressing to impress, not just to cover up.

Jamie Millar

Jamie Millar, former online style and grooming editor at GQ, brings a wealth of fashion expertise to his roles. Now a contributing editor for Men's Health, and a correspondent for prestigious platforms like Mr. Porter and The Gentleman's Journal, Millar is a well-respected voice in the fashion sphere. With years of experience, he effortlessly dispenses advice on everything from classic style to high fashion and Swiss watches, all while likely sporting tailored sweatpants.

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