The 10 Best Fitted Hats to Make Your Outfit Worthy of a ‘Succession’ Scion

Look like a billion bucks and channel Kendall Roy by wearing a sleek cap.

By Todd Plummer 25/11/2024

Hats are the unsung hero of a wardrobe. Not only do they protect your face from the sun and hide a bad coif, but they also make a statement in their own right. Just look at all the fuss caused by Loro Piana’s luxurious toppers on Succession: The show has been off the air for over a year and it is still inspiring would-be Kendall Roys everywhere. His fitted hat, also known as a baseball cap, from Loro Piana offered the right mix of sporty and stylish, becoming a core characteristic of the quiet luxury trend that overtook the fashion industry.

Suffice it to say, Roy wasn’t the first billionaire—imaginary or otherwise—to wear a fitted hat on his private jet, but the attention Succession has brought to this distinct style has positively spurred a renaissance in the world of headwear. Myriad colors, patterns, and materials: There’s never been more fitted hats available.

Personally, I love pairing a classic baseball cap with a wool overcoat—the tension between a refined Chesterfield with a seemingly unpretentious chapeau feels modern. It’s a combination that works for the office, as well as for happy hour with your colleagues. Basically, you’ll get a ton of mileage out of a good fitted hat.

If you’re new to the trend and are looking to partake in the fitted-hat revival, or are a card-carrying member of the cap club and are looking to add to your collection, we’ve rounded up the best options, styles that’ll have you looking like a billion bucks.

A Brief History of the Fitted Hat

The modern fitted hat draws its origins from the world of 19th-century baseball, when the Brooklyn Excelsiors used to wear caps with a long, rounded brim that featured a button on top. Over time, MLB teams began to emblazon their own distinctive logos on these toppers, eventually becoming coveted by fans who wanted to show their support. Then, in 1920, Ehrhardt Koch founded what became New Era, an American hat company headquartered in Buffalo, New York, that sold these styles to the masses. Flash forward to today, over a century later, and the label holds over 500 different licenses in its portfolio. It is the exclusive cap supplier for Major League Baseball.

Of course, the history of the fitted hat goes beyond just sport. Many pop-culture icons have turned baseball caps into fashion moments—from Mark Wahlberg to Princess Diana to hip-hop legends like Jay-Z. This style of hat has been seen on designer runways numerous times over the last decade at brands such as Burberry and Balenciaga. But it wasn’t until Loro Piana’s perfectly placed Succession cameo on Kendall Roy that a certain style of baseball cap truly became a symbol of luxury.

The Anatomy of a Fitted Hat

Fitted hats are typically sewn in six sections and topped with a fabric-covered button on the crown. They may or may not feature grommets or fabric eyelets for ventilation, and they tend to have a bit more stiffness than the more casual, athletically minded baseball chapeau. They also differ from traditional baseball caps in that fitted hats—as the name implies—come in various sizes to, well, fit the wearer’s head. Read: They aren’t usually built with an adjustable strap. But nowadays, fitted hats and baseball caps are interchangeable terms.

Here’s the alpha and omega of fitted hats, updated for today. Even if you’re not a Yankees fan—heck, even if you’re not a baseball fan—a New Era fitted Yankees cap is an enduring, timeless style statement. It features the embroidered logo of the Bronx Bombers, a classic six-panel construction, and a gently curved bill. It definitely pairs well with camel coats and private jets.

Date of Brand Origin: 1920.

The hat that launched a thousand lookalikes: If it’s good enough for Kendall Roy, it’s good enough for every man. Crafted from the brand’s luxurious Grade A Mongolian cashmere, it features a discrete tone-on-tone embroidered logo that whispers—never screams—luxury. And though the hat is made of cashmere, don’t assume that it’s delicate; it’s treated with the brand’s water-resistant and windproof “Storm System” technology. Because you never know what conditions will be like when you step off the company helicopter.

Date of Brand Origin: 1924.

The adjustable strap in the back makes this Varsity Headwear number categorically more of a baseball cap than a proper fitted hat, but the overall sleek silhouette and six-panel construction stays true to the fitted MO. Plus, it is made of a moisture-wicking, breathable tech fabric, allowing you to have the snuggest fit for your next jog.

Date of Brand Origin: 2013.

If eco-consciousness is something you value in your purchases, take a look at this Stone Island fitted hat. It’s made from Econyl recycled nylon fibers—the same luxe stuff that Prada uses in its Re-Nylon collection. Not to be outdone is the elasticized contour drawstring in the rear, which ensures that the hat won’t fall off as you run around town.

Date of Brand Origin: 1982.

Brunello Cucinelli, the king of cashmere, knows a thing or two about texture. If other quiet luxury hats are a little too, well, quiet for your taste, turn up the volume (slightly) with this textured corduroy cap. It’s made from a plush cotton-cashmere blend with just a hint of stretch for a reliable fit.

Date of Brand Origin: 1978.

Nothing exudes style quite like the fine texture of suede. Paul Smith offers his take on the fitted hat by making the six-panel construction in a supple, soft suede—finished with the brand’s signature multi-stripe adjustable band in the back.

Date of Brand Origin: 1970.

Leave it to the Row to create something so quintessential, so luxurious that it makes even a baseball cap feel like an investment piece. This sleek style comes in a decadent midnight cashmere, with a curved brim and covered button.

Date of Brand Origin: 2006.

We love Todd Snyder for his modern updates on all-American style—and this collaborative cap with New Era is no exception. It is made of a nubby camel hair fabric that looks just different enough to be visually interesting. But it’s still low-key enough that it won’t detract from the rest of your outfit.

Date of Brand Origin: 1920 (New Era), 2011 (Todd Snyder).

If you’re wearing your fitted hat for outdoor pursuits—trail running, hiking, kayaking, and so forth—you may appreciate the functional properties of this style. A collaboration between Supreme and the North Face, it’s made from a lightweight, water-resistant nylon, and features a drawstring fastening for the cozy fit. Rest assured, this one will keep you looking cool, feeling cool, and won’t go flying off at the first gust of wind.

Date of Brand Origin: 1994 (Supreme), 1966 (The North Face).

If you know Eton for its signature shirts, you’re fully aware that the brand’s attention to detail and quality is fantastic—and this hat fits the bill. It’s made from a sturdy wool felt that’s perfect in colder weather, and it’s finished with a contrasting piped trim at the brim—a slight and cool flourish that we’ve come to expect from the label.

Date of Brand Origin: 1928.

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Omega Just Unveiled 9 Watches in Its New Constellation Observatory Collection

The line-up shows up a bevy of metals and colours, too, as well as two new calibres.

By Nicole Hoey 31/03/2026

Omega’s latest watch is in a universe of its own.

The Swiss watchmaker just unveiled its new Constellation Observatory Collection today, the next step in its Constellation lineage and the first two-hand hour and minute timepieces to ever earn Master Chronometer certification. And if you were paying attention to any of the dazzling watches spotted at the Oscars this year, you would’ve caught a glimpse of the new line already: Sinners star Delroy Lindo rocked one of the models on the Academy Awards red carpet, giving us a pre-release preview of the collection.

Developed at Omega’s new Laboratoire de Précision (its chronometer testing lab open to all brands), the collection houses a set of nine 39.4 mm watches. The watches underwent 25 days of scrutiny there, analysed via a new acoustic testing method that recorded every sound emitted from the timepiece to track irregularities, temperature sensitivities, and more in the name of all things precision. (Details such as water resistance and power reserve are also thoroughly examined.) This meticulous process is all in the name of snagging that Master Chronometer label, meaning that the timepiece is highly accurate and surpasses the threshold for ultra-high performance. The Constellation Observatory Collection has now changed the game, though, thanks to its lack of a seconds hand.

A watch from the Constellation Observatory Collection, with the Observatory dome on display. Omega

“Until now, precision certification has required a seconds hand,” Raynald Aeschlimann, president and CEO of OMEGA, said in a press statement. “The development of a new acoustic testing methodology has made that requirement obsolete. It is this breakthrough that has enabled us to present the Constellation Observatory, the first two-hand watch to achieve Master Chronometer certification.”

In addition to notching its place in history, the collection also debuted a new pair of movements: the Calibre 8915 and the Calibre 8914, each perched on a skeletonised rotor base. The former’s Grand Luxe iteration will appear on the 950 Platinum-Gold model in the collection, which offers up that base in 18-karat Sedna Gold alongside a Constellation medallion in 18-karat white gold with an Observatory dome done in white opal enamel surrounded by stars. The second Calibre 8915, the Luxe, will find its home on the other precious-metal models in the line, either made with the brand’s 18-karat Sedna, Moonshine, or Canopus gold seen across the case, the hand-guilloché dial, and, of course, the movement itself. (Lindo chose to rock the Moonshine Gold on Moonshine Gold iteration, priced at approximately $86,000, for Sinners‘s big night at the Oscars.) As for the Calibre 8914, it can be found in the collection’s four steel models.

 

Omega Constellation Observatory Collection
A look at a gold case-back from the collection. Omega

Each model is a callback to myriad design features on past Omega models. That two-hand dial, for one, comes from the 1948 Centenary (the brand’s first chronometer-certified automatic wristwatch), while the pie-pan dial (seen in various blue, green, and golden hues throughout the line) and that Constellation medallion caseback both appear on watches from 1952. The star adorning the space above 6 o’clock also harks back to 1950s timepieces from Omega. And to finish off the look, you can opt for alligator straps in a variety of colours, or perhaps a gold iteration to match the precious-metal models; the brick-like pattern on the 18-karat Moonshine bracelet was also inspired by Omega watches from the ’50s.

We’ll have to keep our eyes peeled for any other Constellation Observatory timepieces (or any other unreleased models from the brand) at the rest of the star-studded events headed our way this year—perhaps the Met Gala?

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Best Combustion Supercar: Ferrari 12Cilindri Spider

A modern classic in the making, combining naturally aspirated power with elegant restraint to deliver performance that feels as refined as it is visceral.

By Vince Jackson 20/04/2026

In a year when carmakers of all persuasions sheepishly extended hyperbolic electric targets, it’s fitting that the monastic puritans of Maranello—who, lest we forget, won’t finally yield to the sin of battery power until October with the Elettrica—opted to make combustion their major power play.

As an uncertain future of AI omnipresence barrels towards us, the 12Cilindri—an analogue, open-topped tribute to Ferrari’s late-’60s/early-’70s grand tourer, the Daytona—represents a defiant fade into the past, a pause for breath, a fleeting return to The Good Times when nascent technology provoked excitement rather than existential dread.

Guiding this automotive nostalgia trip is, as the nomenclature suggests, a naturally aspirated 6.5-litre V12 engine, generating an unceasing wave of power as it sears towards the 9,500 rpm redline with relative nonchalance. That’s because the 12Cilindri is not a mouth-foaming attack-dog. It scales performance heights with the refinement of the finest Italian works of art; its “Bumpy Road” mode facilitates comfy al fresco GT cruising, and even the imperious powerplant is mannerly at most speeds.

For all the yesteryear romance, progressive technologies and engineering, such as a world-class 8-speed transmission, advanced electronic aids and independent four-wheel steering, are baked into the deal. The 12Cilindri’s clean, stark design somehow toggles between retro and modern; and while vaguely polarising, one can’t ignore its magnetic road presence.

In terms of aesthetics, Ferrari describes the 12Cilindri as being “ready for space”; in many ways, a fantasy vehicle that transports users to another dimension is probably what the world needs right now.

The Numbers

Engine: 6.5-litre V12

Power: 610kW

Torque: 678 Nm

Transmission: 8-speed dual-clutch auto

0-100 km/h: 2.95 seconds

Top speed: 340 km/h

Price: From $886,800

Photography by SONDR.
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Inside Loro Piana’s First Sydney Boutique

A first Australian address brings the Italian house’s textile-led approach to retail full circle.

By Horacio Silva 26/03/2026

On the fourth floor of Westfield Sydney, near the Castlereagh and Market Street entrance—in the space formerly occupied by Chanel—Loro Piana has opened its first Australian boutique. It is a significant address change for that corner of the mall, and a meaningful one for the Italian house, which has sourced Australian merino wool for decades but until now had no retail presence here.

The facade is understated—creamy, tactile, more about texture than theatre. Inside, the store unfolds across a single, expansive level divided into distinct men’s and women’s wings. The separation is clear without being heavy-handed: womenswear leads from soft accessories and leather goods into ready-to-wear, while menswear occupies its own assured territory, with tailoring and outerwear given proper breathing room. Footwear (supple loafers, luxurious slides, pared-back sneakers) is particularly strong, and the sunglasses are a quiet standout: mineral-toned frames with a disciplined elegance that feels entirely of the house.

That same restraint carries into the interiors, where the surfaces do much of the talking. Walls are wrapped in the company’s own linen and cashmere; carpets are custom, dense underfoot, softening the acoustics and the pace. Oak and carabottino wood add warmth without fuss; marble accents introduce a cool counterpoint. The effect is a composed space calibrated around material, proportion and restraint.

The Spring 2026 collection now in store underscores that sensibility. Silhouettes are elongated and fluid; cashmere, silk and featherweight merino move in sandy neutrals, creams and muddied earth tones, with flashes of marigold and pale turquoise breaking the calm. Tailoring is softly structured and projects confidence without aggression. Leather goods arrive in buttery skins that feel almost pre-lived, as though time has already worked its magic.

What distinguishes Loro Piana, particularly in a market that has grown noisier by the season, is its refusal to perform luxury in an obvious register. There are no oversized insignias telegraphing allegiance. Instead, the status is encoded in fibre count, in hand-feel, in how a coat hangs from the shoulder. It assumes the wearer knows and, crucially, does not need to announce it.

Sydney’s luxury landscape has matured in recent years; global houses no longer test the waters but commit to them. Yet Loro Piana’s arrival feels different. It is not trend-driven expansion but material logic. For a country whose sheep stations have long contributed to the house’s fabric story, this boutique reads almost as a thank-you note written in cashmere.

 

Photography: Courtesy of Loro Piana.

 

 

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This Stylish, Water-Resistant Dopp Kit Might Be the Last One You Ever Buy

Patricks’s limited-edition wash bag is designed to keep liquids in and out, so it can come along wherever your travels take you.

By Justin Fenner 11/03/2026

If all you’re going to do is look at it, a leather Dopp kit from a fashion house is a fine choice. But if you take travelling seriously—and do it often, for business, pleasure, or both—such a bag will inevitably end up blemished with droplets of water or stained by errant flecks of toothpaste. Get stuck with a cavalier team of baggage handlers, and it can even get soaked in your favourite fragrance or anti-ageing serum.

But Patricks, the high-performance Australian grooming brand stocked in Harrods and Bergdorf Goodman, has a solution. Its limited-edition bathroom bag, called BB1, is purpose-built to protect everything inside and out. Conceived by industrial designer George Cunningham with brand founder Patrick Kidd, the cuboid design is executed in a water-resistant recycled nylon you can rinse clean. It’s lined with a thin layer of shock-absorbing foam to safeguard your products, but if a bottle somehow gets cracked in transit, the two-way water-resistant zippers and sealed seams (which keep liquids from seeping in or out) ensure that whatever leaks won’t ruin your cashmere. Inside, two dual-sided zippered compartments are ideally sized to fit toothbrushes, razors, and other small essentials.

And though its clean lines and rugged construction make it undeniably masculine, its greatest feature is borrowed from women’s makeup bags. Like the best of these, BB1 unzips to lie flat, giving you unobstructed access to everything inside. Well, you and the 999 other gentlemen who move fast enough to snag one. $289

Courtesy of Patricks

1. Hanging Loop 

The G-hook system isn’t just a stylish handle: You can also use it to hang the bag from a hook or secure it to your carry-on.

2. Two-Way Zipper

The closures are water-resistant in both directions, meaning liquids won’t get in or out.

3. Fold-flat Construction

BB1 opens to 180 degrees, letting you scan its 4.2-litre capacity at a quick glance.

4. Technical-Fabric Shell

The durable recycled-nylon is easy to maintain and woven to survive splashes and leaks from your go-to products.

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You Can Now Place Bets on the Future Prices of Rolex Models

And which models will get discontinued next, thanks to a new collaboration between Kalshi and Bezel.

By Nicole Hoey 11/03/2026

You can bet on pretty much anything these days, from when Taylor Swift and Travis Kelce will get married to who will be the next James Bond—and now that includes the Rollies on your wrist, or on your wishlist.

Prediction market platform Kalshi, regulated in the U.S., and luxe watch marketplace Bezel have teamed up on a new platform called Watch Futures that allows users to splash down cash on where they think the prices of a particular luxe timepiece are going, whether that’s a Rolex Submariner or a coveted Patek Philippe, Time & Tide reported.

You can also place a wager on which models might be discontinued, as well as any future launches from the top watchmakers on the new platform; with Watches and Wonders coming up, it’s certainly a well-timed launch that could see a lot of activity as a slew of new releases are announced at the event.

Watch Futures is all based on Beztimate, Bezel’s system (once used only internally) to help it accurately calculate the market price of a timepiece. It draws data from real-time transactions, live bids, verified sales, and other market offers to spawn its own series of independent valuation models to establish a watch’s value. From there, it’s up to bettors to place their wagers, and then the platform will showcase any price fluctuations or other updates as time goes on.

This new platform could have some pretty large implications for the watch industry.  As any horological savant would know, the internet and collectors alike are constantly chattering about which models are on the way out or when a certain timepiece of the moment’s time in the limelight will fade, of course, having a large impact on the prices of said model. And now, a Watch Futures user can have a direct stake in where a model is headed—and if they own said timepiece, it can be a protection from dwindling values on the marketplace, say, if a user places a bet on their model losing value and that actually comes to fruition.

To see Watch Futures in real time (and scope out how some pieces in your collection are faring), you can use the Kalshi app or its website.

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