Gifts for the Dad who wears designer better than you

He might not know what’s trending on TikTok, but he does know the difference between Dries and Diesel. Whether he’s the type to casually flex a Margiela replica or just happens to treat the airport like his personal runway, this is the kind of dad who keeps his closet on lock. Every piece? Curated. Every sneaker? Box fresh. And if you haven’t secured a gift yet, don’t panic—there’s still time to impress him. Ahead, a curated arsenal of style upgrades that just might earn you a rare nod of approval. Let’s just say, this Father’s Day, you’re showing up with more than just the vibes.

See also: Father’s Day gift guide: The best grooming gifts for dad

Head Golf Signature Short Sleeve Anorak

Part windbreaker, part style flex, this short-sleeve anorak is built for early mornings on the course and smug patio beers after 18 holes. It’s got just enough stretch for his swing, ventilation where it counts, and UPF 50+ so he can stop pretending sunscreen is optional. Bonus points for the water-repellent finish—because yes, he will still golf in the rain.

Libero Il Mister Jacket

For the dad who champions local talent almost as much as he champions you. Designed and made in Canada, this clean-cut layer from Libero nails the balance between minimalism and polish. With tonal snap buttons, a true-to-size fit, and a discreet interior pocket, it’s the kind of jacket that quietly flexes Canadian design—without saying a word. It’s like hometown pride, except without all the plaid.

Diesel White Simply-D Shirt

The white button-up he didn’t know he needed. Crisp poplin, a sharp collar, and just enough Diesel branding to make it feel cool—not corporate. Whether it’s dinner with ma, a snazzy vacation fit, or his classic cologne and cuffed jeans era, this one goes the distance.

Koio Capri X Sneaker

For the dad who refuses to wear “dress shoes” but still wants to look like he owns property in Tuscany. This Italian-made slip-on swaps laces for sleek X-band elastic and comfort tech that means business. Works just as well with cream trousers and a navy blazer as it does with his go-to jeans and cable knit. Proof that sophistication doesn’t need laces—or effort.

Tom Ford Autari Aviator Sunglasses

It’s no secret the ’70s were his golden era. And unlike his fling with the ’80s, this is one style phase he can still stand ten toes down on. These Tom Ford aviators deliver the look—tortoiseshell acetate, tinted lenses, and that signature side plate—without slipping into costume territory. From disco dad to design icon in one wear.

Dries Van Noten Straight-Leg Sequinned Crepe Drawstring Bermuda Shorts

For the dad who truly isn’t afraid to shine. These aren’t your average golf shorts—they’re a full-blown statement. Covered in light-catching sequins and cut from soft crepe with a relaxed fit, they double down on the label’s avant-garde DNA while keeping things comfortable with an elastic drawstring waist. Best worn with confidence and absolutely no explanation.

Wooyoungmi Knit Fabric Backpack

If nautical gear and high-fashion Korean design had a baby, this would be the heir. A utilitarian carry-all wrapped in ecru canvas, openwork knit, and buttery leather detailing—it’s equal parts function and flex. Flap pockets, zips, and a drawstring closure keep things secure, but let’s be real: he’s carrying this for the look, not the storage.

Wanze Song Cinch Trouser Tropical Wool Sand

You and the rest of the family are begging him to let go of those faded chinos—and honestly, it’s time. These trousers from Canadian designer Wanze Song are the upgrade he didn’t know he needed: relaxed through the leg, finished with D-ring waist cinches, and tailored from breathable Italian tropical wool that drapes like a dream. He gets structure, comfort, and a little design cred without lifting a finger. Consider it an easy win for both his wardrobe and your eyes.

Spencer Badu Green Camo Distressed Cap

Agreeing on the best sports team is basically a contact sport in your household—especially during playoff season. And if you’re over seeing that same tired logo from a team that never quite makes it, consider this an upgrade. Designed by Canadian designer Spencer Badu, this six-panel cap swaps blind loyalty for actual style, with a distressed camo motif, curved brim, and a clean embroidered S/B logo. Think less fan merch, more fashion flex.

Cartier Montre Santos-Dumont

There’s probably no greater material flex you can gift than Cartier—especially a Cartier watch. If you’re looking to secure that “favourite child” title once and for all, this is your ticket. With a silver sunray dial, blued steel hands, and that signature navy alligator strap, the Santos-Dumont doesn’t just tell time—it tells a legacy. This is how you win Father’s Day.

CP Black Leather Slippers

For the dad who’s earned the right to lounge in style. Handcrafted in Spain from rich, black veg-tan leather and finished with a cork and natural rubber sole, these are not your average house shoes. They’re soft, structured, and quietly luxurious—the kind of slipper that makes even making coffee feel like a ritual. Retirement optional.

Secrid Matte Leather Miniwallet

If his current wallet is bursting at the seams with faded receipts and expired coffee punch cards, consider this a reset. Compact but deceptively spacious, this Dutch-designed wallet features eight card slots, a bill sleeve, and a snap-tab closure that keeps it all tight. The matte leather keeps things clean and classic—just like he likes it.