The SHARP List: Our 2023 Style Gift Guide for Fashion Experts

From brunch with the neighbours to visiting the in-laws, holiday gatherings are as varied as the people you buy for. As far as gifting goes, though, we’d argue that clothing deserves a perennial position on the list. Whether you’re partying on a rooftop or sitting down for family dinner, anyone will appreciate the plush feel of a new jacket or the casual confidence of quality shades. Wear them at the office, out on the town, or just kicking back aprés ski — these stylish picks from the world’s most respected fashion brands will elevate any wardrobe.

Fendi Travel Havana Acetate Sunglasses

fendi travel havana acetate sunglasses
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Jet-setting this winter? Look no further than Fendi’s Travel Havana Acetate Sunglasses. As the name suggests, this pair of shades makes a sophisticated companion to any traveller’s wardrobe — and, with adjustable nose-pads, the form is as versatile as your vacation wardrobe. ($560)

Louis Vuitton Trainer Sneaker

Louis Vuitton trainer gift guide
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For Louis Vuitton’s limited-edition trainer, smooth calf leather teams up with vintage design. Elaborate construction evokes the era of hand-tailored clothes and custom-made shoes — the upper takes seven hours to stitch. With ‘LV’ on its tongue, the trainer takes notes from retro basketball shoes while retaining a sleek finish that’s unmistakably contemporary. ($1,660)

Mejuri Black Onyx Signet Ring

Mejuri Onyx Ring
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Maybe it’s time to rethink the ‘five golden rings’ line; this bold accessory proves you only need one to shine. Bright, fourteen-karat gold almost sparkles next to the triple-A quality black onyx stone — the gem of courage, according to the ancient Romans. Mejuri sources its gold from recycled, post-market sources, reducing the brand’s carbon footprint. ($798)

Timberland x Humberto Leon Future73 Boot

Timberland x Humberto waterproof 6 inch boot
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A new collaboration between Timberland and Los Angeles–based designer, retailer, creative director, and restaurateur Humberto Leon reimagines the iconic Timberland boot in a sleek new form. Part of a capsule that fuses the brand’s heritage with Leon’s idiosyncratic perspective, its statement-making style is enhanced by soles made from durable recycled rubber and an anti-fatigue footbed that guarantees all-day comfort. ($320)

Ferragamo Double Gancini Reversible Belt

Ferragamo Belt black gift guide
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Thanks to its soft and smooth calfskin leather, this reversible belt landed a spot on our list with ease. With one side brown and the other black, the Double Gancini is a multitasking staple. Check out the looped logo buckle — its silver finish makes just the right amount of noise, combining modern design with timeless subtlety. ($670 at Harry Rosen)

Harold Solid Pima Cotton Sport Shirt

Harold Button-down blue shirt
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Speaking of timeless, is there anything more classic than a premium cotton button-down? Harold’s ultra soft Oxford sports ice blue buttons to match its clear-sky colour. The refined fabric can be formal or casual, easily worn with a sports jacket to the office, or paired with khaki shorts on a sandy vacation. ($138 at Harry Rosen)

Veja Campo Sneakers

Veja Campo shoes white sneakers gift guide
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Don’t let the classic look of these white sneakers fool you — they’re made from some seriously cutting edge material, including repurposed rice waste and recycled rubber. The grey V logo grounds the foamy white suede, maximizing the sneakers’ adaptable style. ($220 at Harry Rosen)

HUGO BOSS Cotton Terry Track Suit (Pullover)

HUGO BOSS Cotton Terry Track Suit (Pullover)

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HUGO BOSS Cotton Terry Track Suit (Pullover)

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HUGO BOSS Cotton Terry Track Suit (Pullover)

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The lazy week leading up to December 31st is prime time for loungewear, but that doesn’t mean you have to sacrifice fashion for comfort. HUGO’s cream-coloured tracksuit is as cozy as can be, with tapered sleeves and form-fitting hems to match. ($178)

Fendi Corduroy Baseball Cap

Fendi Corduroy cap
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We couldn’t just stop at one Fendi accessory — the Italian brand offers stylish accents in spades. The cotton cap innovates on a staple design with fresh corduroy material. Rejuvenate your streetwear with sun-repellent suave. ($770)

Dior Men’s Denim Jacket

Dior Men’s Denim Jacket

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Dior Men’s Denim Jacket

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We’ve been obsessed with all of Dior’s denim looks since they dropped, but this button-down jacket takes the cake. The Dior logo breathes new life into the front pocket’s leather tag, while the laser-faded blue cotton — sourced from regenerative agriculture — melds with metal buttons to create a deliciously vintage feel. ($2,000)

Brunello Cucinelli Cashmere Collection Fair Isle Sweater

Brunello Cucinelli sweater
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A quality cashmere sweater is destined to become an heirloom. There’s something about the soft yarns and wintery patterns that have a cross-generation appeal; everyone loves to be cozy. Beige diamonds and cream-coloured lines weave together in the sweater’s Fair Isle pattern — a design popularized by Edward the 8th. The English king was known to love a Fair Isle sweater during the crisp Welsh winters, and we’d say he was ahead of his time.($2,995 at Harry Rosen)

Pyrrha Charity Collab Talismans

Pyrrha Charity Collab Talismans
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Looking good is always the goal, but looking good while supporting a good cause is a great bonus. Vancouver-based Pyrrha helps us tick both of those boxes with a charming series of talisman jewelry, with partial proceeds of sales supporting a range of charitable orgs, including Environmental Youth Alliance, Pathway To Paris, and more.

Le 31 Heathered Felt Overshirt

Le felt overshirt with Simons
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It might be as soft and white as the snow, but this wool-blend overcoat is warm as can be. Spun from recycled polyester, acrylic, and wool, the jacket is certifiably comfortable. The blended insulation feels soft as felt (hence the name). Wear it over a button down and dress pants, or dress it down with a casual streetwear look. ($89 at Simon’s)

Atelier Munro Gloves

Gloves from Atelier Munro gift guide
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Atelier Munro is dedicated to customized style, and these lambskin suede gloves are no exception. Their top-notch material evokes the bygone era of driving gloves and dust coats, while the sleek and sharp contour is unmistakably contemporary. ($299)

Arc’teryx Veilance Men’s Conduit Down Vest

Arc’teryx Veilance Men’s Conduit Down Vest

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Arc’teryx Veilance Men’s Conduit Down Vest

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Veilance by Arc’teryx is the brand’s answer to winter fashion mainstays like Moncler and Mackage. The Veilance line promises to bring mountain-tested performance to the urban environment, ideal for the tall shadows of Toronto or the frigid streetscapes of Montreal. The vest is insulated and stylish, easily meshing with semi-formal looks and graphic heavy streetwear alike. Unlike puffers and parkas, this down vest manages to avoid a marshmallow silhouette — its design is sleek and subtle. ($450)

Puma LUXE SPORT Crossbody Bag

puma crossbody bad with black quilted pattern
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Pulled your gym buddy’s name for Secret Santa? Look no further than this conveniently-sized crossbody bag from Puma. The quilted and black rhombus pattern makes for a soft feel, coupled with a compact outline for extra comfort. Don’t let its small size fool you: this bag has enough room for all the essentials. ($155)

Coach Gotham Messenger 27

Coach Gotham Messenger bag
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We can’t understate the importance of a high-quality bag for everyday use. If you’re making the morning commute four or five times per week, you deserve to enjoy your office-ready style. Tailor-made for the busy man, the Coach Gotham Messenger has numerous pockets — a cell-phone slot and an exterior snap pocket, to name a few — alongside an adjustable strap. This bag adapts to boardroom fashion and casual Fridays alike. ($595)

COS Animal-Print Tailored Shirt

cos animal print shrt
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Animal prints get a bad reputation — and in the case of certain leopard-like patterns, it’s deserved — but with its earthy and muted tones, COS’ pure cotton button down transforms that narrative. Flashes of green flicker across the navy blues and khaki browns that ground the ensemble. It’s paired nicely with a dark suit jacket for formal affairs, or a wide-cut trousers for more casual functions. ($135 USD)

Messika Move Titanium Cord Bracelet

Messika Move Titanium Cord Bracelet

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Messika Move Titanium Cord Bracelet

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Bringing together diamonds and titanium, the Move bracelet cherrypicks the strongest of metals and the most precious of gemstones. Completed by a chord string, the look is at once youthful and refined. If you’re in the market for a full set, you’re in luck: the So Move collection has rings and necklaces to boot. (2,090 €)

For further inspiration, here’s a look at last year’s selections…

It’s that season once again, and SHARP is kicking things off with our style gift guide, as one does. It’s been another interesting year for men’s fashion, and recent changes in trends, materials, fabrics, and other facets of the space have not gone unnoticed. As we inch further into Canada’s colder months our clothes need to be getting thicker — and cozier. Our gift guide selects may have that special someone in mind, but that’s not to say there’s anything wrong with gifting yourself some new wardrobe staples this season. We’ve even sprinkled in a number of accessories that add a little on-trend energy.

Hermes Alpine Skis

Hermes Skis
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There are nice skis, and then there are skis by Hermes. Who, after all, could be trusted to make a more gorgeous set of ski equipment than the beloved French luxury fashion house? There’s no doubt that the diehard alpinist in your life will instantly become the most envied skier on the slopes bearing down a Double Black Diamond in these. (Price Upon Request)

OFF-WHITE c/o Church’s Cut Lines, Polished Binder Derby Black

OFF-WHITE c/o Church's Cut Lines, Polished Binder Derby Black
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The spirit of the late Virgil Abloh lives on at his famed label OFF-WHITE, which continues to push sartorial boundaries with original pieces and visionary collaborations, including this edgy footwear collab with dress shoe brand Church’s. ($1850)

Prada Symbole Duffle

Prada Symbole Duffle
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With travel back in full-swing — especially during the hectic holiday season — there’s never been a better time to invest, or reinvest, in high-quality baggage. This Symbole duffle from Prada is a striking take on the classic overnight bag, ideally suited to a weekend getaway, a seasonal excursion, or a trip out of town. ($6,300)

Joop! Hankez Jacket

Joop! Hankez Jacket
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This premium unstructured jacket from Joop! offers the ideal way to transition from your fall to winter wardrobe, taking a streamlined, textured approach to business-casual tailoring. Ideal for either the office or the office holiday party, it’s an excellent day-to-night piece as versatile as it is stylish. ($748)

Dior Snow Lace-Up Boot

dior lace-up boot
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For the fashion-forward, it can be difficult to navigate snowy winters in such a way that you’re dressed appropriately for the weather while remaining at least a little bit stylish. Cue Dior, whose snow lace-up boot offers to perfect way to tackle those wintry sidewalks in fashion. ($1,600)

Tiffany & Co. T1 Circle Pendant in 18K White Gold with Diamonds

Tiffany & Co. T1 Circle Pendant in 18K White Gold with Diamonds
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Tiffany & Co.’s T1 Circle Pendant is but one of many timeless designs equally well suited to any gender. Offered on an adjustable white gold chain (16 to 18 inches), the elegant pendant makes a strong statement without being too overt or over-the-top. It doesn’t come cheap, but the craftsmanship, setting, and stone selection speaks for itself. ($9,850)

Fendi Ski Googles

Fendi Ski Goggles
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It’s a fact universally acknowledged that no matter how good you are at skiing, it’s hard to look cool on the slopes. Elevate your downhill game this season with these ski goggles from Fendi — and we won’t tell if you simply want to look your best for apres ski. ($850)

Celine CT-01 Z High Top Sneakers

Celine CT-01 Z High Top Sneakers
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As the rules around office-appropriate fashion have continued to slacken, letting more and more casual looks feel ready for business, the sneaker remains the final frontier of looking good while still looking smart. These high-end luxury high-tops from Celine are an excellent way to keep it low-key without sacrificing an air of professionalism, and are sure to make you the envy of the office. The best part? eBay Canada has them on sale right now. ($995)

Frederique Constant Highlife Chronograph

Frederique Constant Highlife Chronograph
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Steel sport watches with integrated straps or bracelets continue to be all the rage, yet the Highlife collection from Frederique Constant continues to fly under the radar. The newest generation of this collection launched back in 2020, with its most recent references being the chronograph seen here in a blue and white “panda dial” configuration. Unlike many competitors, the Highlife is sold with its metal bracelet, leather strap, and rubber strap all included — all of which are fitted with a quick-change mechanism to keep you from digging out tools to change up your look. ($4,995)

Strellson Taro-CS Cardigan

Strellson Taro-CS Cardigan
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This heart of winter is the perfect time to indulge a taste for comfort and luxury, and when it comes to gifting, no man would be happy to receive a cardigan with this level of swag. The only thing missing from this ensemble is a nice glass of scotch and a cigar. ($298)

Canada Goose Toronto Boots

Canada Goose Toronto Boots
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Move over, Moon Boots, the Canada Goose Toronto Boot has arrived. A high performance focus on warmth and comfort take centre stage, regardless of whether you’re stomping through the city or out in the wilderness. The simple elastic drawstring make these boots an easy slip-on/slip-off when you’re on the move, and the choice of materials means they’ll be easy to keep clean; so you can go on living your best Stormtrooper life. ($795)

Burberry Navy Classic Check Cashmere Scarf

Burberry Navy Classic Check Cashmere Scarf
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The classic Burberry pattern is so instantly recognizable that it could never been mistaken for anything else, even at a distance. This variation in Navy offers a striking twist on the formula, retaining some of the traditional Burberry flair in a way that stands out among the crowd.($670)

Canada Goose Crofton Puffer

Canada Goose Crofton Puffer
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When it comes to top-of-the-line winter fashion, there is truly nothing to compare to a jacket from Canada Goose. A wardrobe staple across the country, Canada Goose’s Crofton puffer represents the pinnacle of style for inclement weather. You just might not want to take it off.($1050)

Tekla Orange Marquee Pyjamas

Tekla Orange Marquee Pyjamas
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There are honestly few better feelings in life than lounging around home in a luxurious set of pyjamas. Add a pop of orange — as in this popsicle-style aesthetic from the fine people at Tekla — and there’s no limit to the level of swagged-out comfort. ($295)

On THE ROGER Centre Court

On THE ROGER Centre Court
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Roger Federer – arguably the most elegant athlete of all time — may have hung up his tennis shoes, but that doesn’t mean that everybody else has to. The Swiss tennis maestro’s partnership with On gave rise to The Roger Centre Court, a tennis-inspired sneaker that offers everyday elegance and effortless style. A versatile tennis sneaker designed by a tennis legend, the Roger Centre Court is a sure winner, whether worn with a pair of jeans or paired with a suit. ($249.99)

Pejos Shirt by Joop!

Pejos Shirt by Joop! style gift guide in post
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This slim-fit cotton shirt’s subtle vine pattern looks good from afar — and even better up close. You’ll be the star of the show at any holiday party you attend. Pair with your favourite trousers or denim and your go-to boots for a well-rounded look. ($220)

Logo Toque by BOSS

Logo Toque by BOSS style gift guide 2021 in post
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Opting for a brightly coloured hat is a great way to help your ski companions keep track of you on the hill — or to simply look stylish while you’re out for your morning coffee run. Either or. Made from cotton and wool, this toque is designed to keep you extra cozy all winter long while looking good is just an added bonus. ($90)

Dillon Quilted Down Jacket by Parajumpers

Dillon Quilted Down Jacket by Parajumpers style gift guide 2021 in post
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No matter what the winter forecast (and knowing our Canadian winters, we predict it’s going to be cold), this lightweight practical puffer is ready to keep you warm and dry. ($595)

Host by Stellar Works

Host by Stellar Works style gift guide in post
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An elevated take on the industrial garment racks that SHARP’s fashion stylists wheel around as they prepare our photo shoots, this wardrobe on wheels integrates shelving and a mirror to serve as a one-stop station for daily outfit selection. It’s designed by Germany’s Sebastian Herkner, who’s a fairly stylish man himself. Filter key garments in and out of rotation, saving your closet for true storage and bringing your go-tos into close proximity. After all, great clothes shouldn’t have to live in the shadows. (Price upon request)

1.1 Million Sunglasses by Louis Vuitton Men’s

1.1 Million Sunglasses by Louis Vuitton Men's style git guide 2021 in post
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It’s time to step up your eyewear game with these cool shades that arrive in an au courant shape (rectangular) and colour (cobalt blue). Louis Vuitton’s menswear collection’s artistic director Virgil Abloh did not miss a detail with these statement sunglasses. ($1,090)

Striped Mohair Sweater by Moncler

Striped Mohair Sweater by Moncler style gift guide in post
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Here’s the type of standout sweater that’s perfect for elevating any everyday look and is guaranteed to win you compliments all season long. And did we mention it’s also warm and comfortable? You’ll be looking amazing while also feeling oh, so cozy. ($1,350)

Drawstring Cargo Pants by Strellson

Drawstring Cargo Pants by Strellson style gift guide 2021 in post
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These green pants deliver a balance of workwear detailing and polished style that allows you to dress them up or down. Hanging out, returning to the office — or showing up fashionably late to a holiday party — never felt (or looked) so good. ($240)

100 Belt Bag by Gucci

100 Belt Bag by Gucci style gift guide 2021 in post
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Designer Alessandro Michele remains the king of feel-good clothing and with this belt bag, it’s easy to see why. To hold your keys, wallet, phone, or more realistically, sneaking away some holiday leftovers (oops) — you’ll never want to be without it. ($1,555)

Performance Boxer Brief by CDLP MOBILITÉ

Performance Boxer Brief by CDLP MOBILITÉ style gift guide in post
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Indulge in luxury essentials this season like the Performance Boxer Brief from CDLP’s sportswear collection, Mobilité. Designed for physical performance, it’s the ultimate gift for the athlete in your life. It’s also crafted with rPET (recycled polyethylene terephthalate), a durable material made through recycling existing plastic, so your eco-conscious pals will also want a pair… or two. Order online in time for the holidays or snag a pair at the CDLP Holt Renfrew in Toronto, Montreal, or Vancouver. ($70)