30 of the Most Fool-Proof (and Romantic) Anniversary Gifts for Him

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Like Christmas, Valentine’s Day and your ex’s birthday, anniversaries occur annually: which means that each new year presents a fresh opportunity to level up your gifting strategies, surprising and delighting your person (and making him fall in love with you all over again, obviously).

Anniversary gifts for him, whether you’re celebrating 10 years or the very first, prove to be some of the hardest ones to shop for. Men are, infamously, enigmas when it comes to telling you exactly what they want. You won’t find a Pinterest board on his account labeled “Luxuries I Desire” or get much help from his friend group, making it tougher to knock it out of the park and fulfill your ride-or-die’s deeply buried wishes.

Good news: We happen to shop for a living, so we’ll be shepherding you on the search for the most thoughtful, unique, creative or downright practical anniversary gift ideas for husbands, boyfriends, life partners and beyond — spanning high-end timepieces, wellness-oriented devices, much-needed closet refreshes and one-of-a-kind art to commemorate the pure adoration you have for each other.

Got jolted awake by the rude realization that your anniversary is in less than a week? Many of these online options are accompanied by fast shipping, arriving at your door as speedily as overnight while looking like something you’ve spent a long time planning for. (We won’t tell.)

Longines Swiss Automatic Flagship Heritage Watch, 39mm

My own boyfriend of over two years is currently in his watch hyperfixation era, so I’m planning on grabbing him an elegant, masculine chronometer for our third anniversary next summer. This one from Swiss watchmaker Longines is an instant classic — flaunting practical specs (like water resistance of up to 30 meters) and avoiding garishness with its textured leather strap plus stylish, silver-tone dial complete with a date window.

Suitshop Men’s Linen-Look Light Olive Suit

If he is the type of guy who can successfully rock a brightly colored suit, we’re here to tell you that a man can never own too many. Suitshop‘s linen coordinates in Olive are, per the brand, “inspired by breezy coastal Mediterranean days,” displaying visible weaving, an aversion to wrinkles and an inherent suaveness that you’re sure to appreciate, too.

Orangetheory Membership

Forget Barry’s: Orangetheory is the place to be if he’s looking to work on his cardiovascular endurance while achieving some muscle gains in an intense, coach-led environment that fosters community and makes cross-training fun (or at least as fun as hitting your maximum heart rate on a rowing machine can be). Certain locations, around LA or otherwise, offer one complimentary class to start.

Custom First Date Portrait

So your husband wears his emotions on his sleeve — rare and impressive indeed. This also means he’ll adore (and likely cry over) the pictured first date portrait from Ukrainian Etsy artist Ruslana Shpuk. All you have to do is send her a photo of the spot where it all started, and Shpuk will draw it by hand before transforming the piece into an easy-to-print digital file. “What a perfect and unique gift! My fiancé was blown away when he opened it,” shares one reviewer.

Malbon Artigianale Stand Bag

He’d rather be golfing, and you’d rather invest in a crème de la crème stand bag that will last him, well, forever versus just a few years at the country club. Luckily, Malbon is synonymous with “crème de la crème,” so its durable, capacious, multi-pocketed and artfully designed bag will elevate not only his game but also his entire golf getup.

MasterClass Membership

Learning the art of independent filmmaking from Spike Lee, getting good at screenwriting under the tutelage of Aaron Sorkin and sharpening his film-scoring skills with Hans Zimmer: all this, and more, is possible at MasterClass, an online learning platform that taps world-renowned experts and gives users a chance to expand their horizons (from the comforts of home sweet couch).

David Yurman Men’s Box Chain Necklace

Nothing’s hotter than a man donning a chain (have you even seen Ryan Gosling in Crazy, Stupid, Love?). David Yurman’s strand comes in a slew of differently priced lengths and will complement his Ami Paris sweaters just so.

Ami Paris Logo-Intarsia Virgin Wool Sweater

Speaking of.

Uncommon Goods Personalized Platinum & Gold LP Record

And if your beau works in the recording industry — or simply enjoys jamming out in his Bang & Olufsen headphones — consider this personalized gift a nonnegotiable. Employing an upcycled vinyl LP (your call if it’s platinum or gold), the meaningful wall art provides ample space for your two names, the titles of up to five songs that have played a pivotal role in your relationship and a message honoring “a newborn solo act, a romantic duet or your favorite golden oldies,” as Uncommon Goods puts it.

Elemis The Men’s Daily Trio

Want to encourage him to take better care of his skin, without saying nearly as much? Elemis has your back. Its skin-care gift set for men features a resurfacing facial wash, an exfoliator and a sumptuous moisturizer for locking in all that newfound glow.

Custom Funko Pop! Characters, Pack of 2

Before you begin making your own mini-mes, let Funko do the job for you: quite literally turning the power couple that you are into collectible vinyl figurines with customizable hair colors, body types, facial hair, outfits and more.

Quince Italian Leather Everyday Sneaker

He will never find a better girlfriend, and you’ll never find a better deal on arch-supporting leather sneakers for men.

Wildgrain Subscription

Sure, Omaha Steaks deliveries are cool, but in case your man is Team Carbs, not Team Protein, here’s an alternative. Wildgrain is in the business of sending out bake-at-home, artisanally made breads, pastas and pastries every month like clockwork. In this particular box, he’ll get everything from a full-size sourdough loaf to apple cider donuts (based on seasonal availability) and mouthwatering cavatappi.

Remember, the way to a guy’s heart is through his stomach.

Nobull Allday 365 Men’s Durable Everyday Grind Shoe

Activewear label Nobull, co-owned by Tom Brady, skips the gimmicks and treats shoppers to footwear, apparel and accessories that go the extra mile — always. This Allday 365 sneaker model is proof of concept. It will take him from the errand run to the weekend drinks with the boys, being cushioned, responsive, grippy and pleasant to look at.

Rains Hilo Waterproof Weekend Bag

Pamper him with an upgrade to his ratty gym backpack, and make it Rains’ Hilo Weekend Bag. Waterproof, protective and sleek, the duffle can be carried by its top handles or crossbody-style after biceps day.

Coach Boxed 3-In-1 Wallet Gift Set

Wallets are typically thought of as low-effort, predictable gifts, but Coach‘s take turns this narrative on its head. The three-piece set is composed of a bifold wallet, slim card case and keyfob, all wrapped in grainy calf leather (because his credit cards and corporate receipts deserve nothing less).

Williams Sonoma Monogrammed Forged Steak Brand

Buying one more rub kit for your favorite grill master? Boring. Surprising him with this monogrammed iron brand that was forged by a Texas cattle rancher? Iconic.

Taschen ‘Arnold’ Coffee Table Book

There’s only one person he worships more than you, and it’s the Austrian Oak. Instead of competing for first place in his heart with Arnold Schwarzenegger, take the loss and get him the above, oversized coffee-table tome from Taschen — replete with portraits lensed by greats like Leibovitz and Mapplethorpe, as well as exclusive quotes and a compelling inside look at the man’s astounding rise to fame.

Coop Sleep Goods Original Adjustable Body Pillow

Nothing can, or should, come between a man and his body pillow. Coop Sleep Goods‘ top-rated option has been tested by our editors and is a leader in the category — thanks to its thermoregulating jacquard cover, pressure-relieving memory foam and “infinite loft adjustability” to please all side sleepers under the sun.

Cufflinks Inc Yoda Lightsaber Tie Clip

I am your father? More like you are my husband, and I’m well aware of your cultural obsessions.

Barsys 360 Cocktail Maker

Ring in your big anniversary by bringing the vibe of a moody, dimly lit bar home, with the help of Barsys’ automatic, app-compatible cocktail maker that has six dedicated “stations” for his spirits and mixers of choice. Pour in, pick a recipe and watch the magic happen.

Custom Photo Frame Key Holder

You two are suckers for a photobooth, and this key holder–equipped photo strip frame from Etsy will show off your most memorable shots in a formalized manner.

HigherDose Red Light Shower Filter

Things are about to get steamy, but not in the way you think. We present HigherDose’s red light–emitting shower filter, which boasts a 10-stage filtration system and turns users’ bathrooms into veritable wellness sanctuaries. The aforementioned light therapy, after all, can result in outcomes like improved scalp health, clearer skin and better circulation — no fancy masks, panels or spa appointments required.

You’ll make a convert out of him.

The Hume Pod

Couples who biohack together stay together, and HumeHealth‘s intelligent body composition scale is a doctor-approved way of tracking your progress. The clinical-grade device claims to measure 45 parameters with 98-percent accuracy: granting nitty-gritty insights into key aspects of health like visceral fat, skeletal muscle mass, metabolic age, bone mineral content and protein levels.

“As an MD, I’ve been impressed by this technology. I had low expectations because smart scales can be inaccurate, but my results were closer than I expected,” a customer reports.

Lovehoney Luxury Advent Calendar

Keep the spark alive with Lovehoney’s premium sex toy advent calendar (all he really wants for Christmas, and his anniversary, is you… in bed). Inside, he’ll discover couple’s vibrators, male masturbators, wrist cuffs, massage oils and other grown-up gadgets for spicing up your mutual night routine when the lights go out.

Goldbelly Langer’s Original #19 Sandwich Delivery

Contrary to popular belief, the unconditioned stimulus Pavlov’s dogs actually salivated to was the #19 sandwich at Langer’s Delicatessen-Restaurant. A Los Angeles institution in and of itself, the menu item is stuffed with ingredients one hopes to see in heaven again: namely hand-cut pastrami, house-made coleslaw, Russian dressing and Swiss cheese on double-baked rye bread.

Gourmet culinary marketplace Goldbelly will allow him to savor these James Beard Award–winning flavors without so much as stepping out of the house — the greatest luxury of all.

Uncommon Goods History Everyday Interactive QR Wood Calendar

Wood is a traditional gift for five-year anniversaries, and this spinning calendar is an imaginative take on the symbol: generating one historical fact per day (tied to that exact day) via a QR code on the stand. Your apartment’s resident nerd will be elated, from the first of January to the 31st of December.

Create Creatine Monohydrate Gummies Subscription

You want him to be his healthiest self, and so does Create. The popular brand’s creatine gummies are some of the tastiest and most effective out there: fueling recovery, benefitting brain function and aiding in the building of lean muscle. Snag a three-month subscription while you’re at it (yes, he will be asking for more).

Spalding TF DNA Smart Basketball

He yearns to be Michael Jordan, and this is the next best thing. Spalding’s innovative basketball records every shot with a built-in sensor and reveals data like release time, spin rate and shooting percentage after the fact. It will sharpen his game and boost his on-court confidence, guaranteed.

Another perk: the one-year free trial to Spalding’s accompanying app that comes with the Walmart purchase.

Related: LeBron James, Jack Nicholson Among Essayists in Official Lakers Coffee Table Book

Kollea Pirate Ship Whiskey Decanter Gift Set

A novelty decanter to remind him that he’s the captain of his soul and the master of his whiskey collection. Enough said.

About the Author

Stacia Datskovska is a senior commerce writer at WWD, also contributing to The Hollywood Reporter, Rolling Stone and Billboard. Previously, she worked at Elle Decor as an assistant digital editor, covering all things luxury, culture and lifestyle through a design lens. Her bylines over the past five years have appeared in USA Today, Baltimore Sun, Teen Vogue, Boston Globe, Food & Wine and more. Datskovska graduated from NYU with a bachelor’s degree in journalism and international relations. She regularly reports on the best gifts to get anyone and nails her own anniversary presents — every time.