The holiday season is just around the corner, but don’t fret if you haven’t procured the best gift for the most special man in your life just yet. While men can be notoriously difficult to shop for— especially when it seems like he already has everything—it’s not an impossible task, so there’s no need to panic buy him yet another tie that’s just going to sit in the back of his closet, collecting dust.
Instead, treat him to a holiday gift that is neither entirely fanciful nor solely practical, but somewhere in between—a present that you know he’ll actually use, but is still a splurge-worthy, special gift that he wouldn’t buy himself. Most importantly, take his personal interests into account when scoping out presents; it’s the key to a truly great gift idea. Whether he’s into all things tech, loves to be in the kitchen, is a constant jet-setter or simply adores the finer things in life, we’ve got you covered with a carefully curated list of the best men’s gifts for the most festive time of year. From leather goods and sumptuous cashmere sweater to suede shoes and elegant cologne, here’s what to buy the most dapper and debonair man this holiday season.
Check out all of Observer’s luxury gift guides for the best holiday present ideas for every person out there.
The Best Luxury Gift Guide for the Man Who Has Everything
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Bang & Olufsen Beosound Balance Wireless Speaker -
The Seven Continents The Jack Jean in Kobe -
John Lobb Lawry New Standard Leather Chelsea Boots -
Sease 2.0 Cotton-Blend Corduroy Baseball Cap -
The Elder Statesman Shawl-Collar Cashmere Cardigan -
Wilson Showman Leather Tennis Bag -
Tumi International Carry-On -
Tom Ford Tobacco Vanille All Over Body Spray -
Aperture Single Vineyard Cabernet Sauvignon Gift Box -
Ralph Lauren Home Sutton Chess Gift Set -
G/Fore Men’s G/18 Golf Shoe -
Naadam Off-Duty Cashmere Hoodie -
Officine Creative Quentin 20 Leather Backpack -
Gucci Jordaan Leather Loafers -
Oliver Peoples Rueny D-Frame Acetate Sunglasses -
Carrière Frères Chestnut Candle -
Transcendence Coffee The Holiday Bundle -
Brunello Cucinelli Washed Suede Sneakers -
Baccarat Harmonie Single Old Fashion Tumblers, Set of 2 -
Eberjey Henry Tencel Modal Long PJ Set -
Taschen Ultimate Collector Watches -
Montblanc Meisterstück Platinum-Coated LeGrand Rollerball -
Philips Norelco i9000 Prestige Ultra -
David Yurman Streamline Cushion Cufflinks -
Castello Banfi Brunello di Montalcino DOCG -
Jaeger-LeCoultre Master Ultra Thin Watch -
Brunello Cucinelli Men’s Leather Double-Zip Toiletry Case -
Montblanc Men’s Sartorial Large Briefcase -
Society 6 Amber Dusk Jigsaw Puzzle -
Barbour Ashby Wax Jacket -
Brooklinen Super-Plush Robe -
Vuori Ponto Performance Pant -
Agnelle Men’s Darius Cashmere-Lined Leather Gloves -
Ralph Lauren Home Cable Cashmere Throw Blanket -
Zegna Ribbed Oasi Cashmere Beanie -
Funboy Retro Snowmobile Snow Sled -
Clase Azul Tequila Ultra -
Apple AirPods Max -
Wüsthof Classic Knife Block, Set of 9 -
Chanel Bleu de Chanel Parfum Twist and Spray Set -
Bottega Veneta Intrecciato Card Case -
Lafco Clary Sage Absolute Diffuser -
De’Longhi Dinamica Plus Fully Automatic Espresso Machine -
Hoka Clifton 10 Sneaker -
Rimowa Classic Check-In Large Suitcase -
Aerin Faux Shagreen Bamboo Bar Set -
Maison Francis Kurkdjian Oud Satin Mood Extrait de Parfum -
Loro Piana Cashmere Rollneck Sweater -
Fotile Countertop Steam Oven ChefCubii Series -
Anderson’s 3.5cm Woven Leather Belt -
Therabody Theragun Pro Plus by Therabody -
Apple Watch Hermès -
Ooni Koda 16 Gas Powered Pizza Oven -
Burberry Kensington Heritage Mid-Length Trench Coat -
Chateau Montelena 2021 Estate Cabernet Sauvignon -
Bennett Winch Logo-Debossed Full-Grain Leather Weekend Bag -
Augustinus Bader The On the Go Refresh Set with TFC8 -
Vilebrequin Men’s Solid Swim Shorts
Bang & Olufsen Beosound Balance Wireless Speaker
Unlike most tech gadgets, Bang & Olufsen’s minimalist speaker won’t ruin the look of a room. This sleek, wireless speaker easily fits on a bookshelf, against a wall or on a small table. The aesthetic is inspired by interior objects, and it doesn’t skip on function, either—this is a truly top-of-the-line tech gift, with specs that promise it’ll optimize the sound experience based on its location in the room, as it essentially adapts to the acoustic surroundings. Along with Bluetooth speaker capabilities, it’s also equipped to work with Apple AirPlay, Spotify, Google Cast and more.
Bang & Olufsen
The Seven Continents The Jack Jean in Kobe
For the serious denim enthusiast: The Seven Continents’ jeans, made in L.A. from 100 percent Japanese selvedge denim. A relaxed fit that’s deceptively simple, with every seemingly tiny detail carefully plotted out, including a subtle curve at the inseam.
The Seven Continents
John Lobb Lawry New Standard Leather Chelsea Boots
The John Lobb Lawry shoe is a classic for a reason—a timeless Chelsea boot that outlives trends, with soft yet quietly structured leather, rubber soles and a slip-on tab
John Lobb
Sease 2.0 Cotton-Blend Corduroy Baseball Cap
A regular old baseball cap just isn’t going to cut it this season, which is where this plush corduroy hat comes into play. Minimalist but still a statement, and as at home on the city streets as sipping a hot toddy après-ski.
Sease
The Elder Statesman Shawl-Collar Cashmere Cardigan
Forget everything you think you know about men’s cardigans. This cashmere sweater from The Elder Statesman is less frumpy grandfather and more luxury-loving dapper gentleman.
The Elder Statesman
Wilson Showman Leather Tennis Bag
If he loves nothing more than heading down to the court for a set or two, gift him a beautifully crafted leather tennis bag. This classic piece from Wilson features a built-in racket pocket as well as a main storage compartment, with an adjustable and removable strap.
Wilson
Tumi International Carry-On
Treat him to a new suitcase that’s both polished and practical, like Tumi’s sleek aluminum carry-on. It’s the perfect accessory for his jet-set wardrobe.
Tumi
Tom Ford Tobacco Vanille All Over Body Spray
Instead of the usual shaving essentials or aftershave, gift him this lush Tom Ford body spray—you might even want to borrow it.
Tom Ford
Aperture Single Vineyard Cabernet Sauvignon Gift Box
If you’re trying to find the perfect gift for the vino lover in your life, look no further than this three-bottle gift set from Aperture Cellars. Made in Sonoma, California, Aperture focuses on Bordeaux-style wines, and these cabernets do not disappoint. The gift box comes with three bottles of limited production, single vineyard cabs, along with a gift card and custom box—if you’re lucky, he’ll crack open a bottle to share.
Aperture
Ralph Lauren Home Sutton Chess Gift Set
Game night just got that much more exciting, thanks to this sleek Ralph Lauren chess set. Made using both walnut wood and carbon-fiber leather, this gorgeous set features polished nickel and carbon-coated game pieces and comes with a lid for storage, though we don’t see why you wouldn’t want to display it all times.
Ralph Lauren
G/Fore Men’s G/18 Golf Shoe
For the golf lover, a fresh pair of golf shoes that are both innovative, technical and, shockingly enough, not an eyesore! G/Fore’s lace-ups are made with a waterproof T.P.U. for extra protection, along with three levels of grip and traction.
G/Fore
Naadam Off-Duty Cashmere Hoodie
For the man who has everything, a grungy sweatshirt won’t do. Instead, a cashmere hoodie is the cozy and plush sweater he’ll turn to whenever he needs another layer.
Naadam
Officine Creative Quentin 20 Leather Backpack
A backpack, but for grown-ups. Handcrafted in Italy, Officine Creative’s brown leather backpack already boasts a rich patina that will continue to develop with time and use. It’s just as suitable for a day at the office as it is to use as a personal bag when traveling; it even has a trolley strap to slide onto his suitcase.
Officine Creative
Gucci Jordaan Leather Loafers
While admittedly not the most inventive of gifts, every well-dressed man will appreciate a fresh pair of Gucci’s classic loafers.
Gucci
Oliver Peoples Rueny D-Frame Acetate Sunglasses
These Oliver Peoples frames are classic, but not boring. Composed of glossy black acetate, with silver-tone temple pins, dark grey lenses and plenty of attitude.
Oliver Peoples
Carrière Frères Chestnut Candle
A festive candle immediately creates a holiday atmosphere, like this brand-new chestnut votive from Carrière Frères, with notes of cedar, sandalwood and dried fruits.
Carrière Frères
Transcendence Coffee The Holiday Bundle
Add a little festive cheer to his everyday coffee routine with these delectable holiday syrups—even the most traditional of coffee drinkers will appreciate these.
Transcendence Coffee
Brunello Cucinelli Washed Suede Sneakers
For those occasions when an athletic sneaker simply won’t do: A sophisticated suede Brunello Cucinelli sneaker, such as these made-in-Italy lace-ups, is a stylish addition to any shoe collection.
Brunello Cucinelli
Baccarat Harmonie Single Old Fashion Tumblers, Set of 2
A pair of oh-so-luxurious Baccarat tumblers, for the man takes pride in his meticulously curated bar cart.
Baccarat
Eberjey Henry Tencel Modal Long PJ Set
He deserves a plush sleepwear moment, and will have the sweetest dreams in this ultra-soft Eberjey pajama set.
Eberjey
Taschen Ultimate Collector Watches
The passionate horologist will dive right into this new Taschen tome, which celebrates the art of watchmaking.
Taschen
Montblanc Meisterstück Platinum-Coated LeGrand Rollerball
Forget any preconceived notions you have about gifting a pen, because Montblanc’s delightfully extravagant platinum-coated Meisterstück is the stylus to beat all other writing instruments. A rollerball that just oozes sophistication, it’s an item that you already know he’ll need to use pretty much daily.
Montblanc
Philips Norelco i9000 Prestige Ultra
Upgrade his grooming routine with the new Philips Norelco i9000 Prestige Ultra, an electric shaver with five different modes for the cleanest shave, no matter what.
Philips
David Yurman Streamline Cushion Cufflinks
A minimalist pair of sleek, sterling silver cufflinks is sure to be appreciated. He’ll wear them to all those upcoming special occasions, and they’re also a great stocking stuffer.
David Yurman
Castello Banfi Brunello di Montalcino DOCG
For the man who appreciates an Italian wine: Banfi Brunello di Montalcino, which is aged for a minimum of four years, including two years in oak barrels, with notes of violet, vanilla and licorice. Full yet soft, with warm spices—perfect to pair with red meat and aged cheese, which is ideal for this time of year.
Jaeger-LeCoultre Master Ultra Thin Watch
If you really want to pull out all the stops this year, gift him a luxury watch that he’ll wear forever. A Jaeger-LeCoultre timepiece is the epitome of Swiss-made precision —a classic yet decidedly modern watch that combines technical expertise with timeless (see what we did there?) aesthetics.
Jaeger-LeCoultre
Brunello Cucinelli
Men’s Leather Double-Zip Toiletry Case
Yes, a Brunello Cucinelli toiletry bag is a total extravagance, but that’s why you’re splurging on this for the most special guy, right? Unlike most men’s dopp bags, this one actually offers plenty of space for all his on-the-go grooming essentials—in fact, it’s so useful that he’ll probably end up keeping his must-haves in it, even when he’s not traveling.
Brunello Cucinelli
Montblanc Men’s Sartorial Large Briefcase
Who says business has to be boring? This Montblanc briefcase is made of plush full-grain leather, with an adjustable shoulder strap, two main compartments and top carry handles, adding a dapper edge to his workday ensemble.
Montblanc
Society 6 Amber Dusk Jigsaw Puzzle
If he loves a good puzzle, a custom jigsaw is such a sweet and wholesome gift.
Society 6
Barbour Ashby Wax Jacket
The quintessential waxed jacket, this Barbour coat is a winter layering essential. A soft matte finish, subtle tailoring, tartan lining and a corduroy collar, for an easy, lived-in look.
Barbour
Brooklinen Super-Plush Robe
Sometimes, a guy just wants to lounge, okay? And he’ll live in this plush bathrobe while hanging around at home this winter.
Brooklinen
Vuori Ponto Performance Pant
Speaking of lounging: these ultra-soft joggers are a more fashionable alternative to everyday sweats, but somehow even more comfortable.
Vuori
Agnelle Men’s Darius Cashmere-Lined Leather Gloves
Gloves are key this time of year. A brown leather pair with cashmere lining will keep him warm and protect him from the dropping temperatures and increasing wind chill without ruining his whole look.
Agnelle
Ralph Lauren Home Cable Cashmere Throw Blanket
A plush Ralph Lauren cashmere cable knit blanket is a forever piece of home decor that instantly adds an extra layer of cozy to his abode.
Ralph Lauren
Zegna Ribbed Oasi Cashmere Beanie
For the man who eschews logos but welcomes luxury: Zegna’s 100 percent cashmere hat, which seamlessly takes him from a 6 a.m. coffee meeting to dinner at Polo Bar.
Zegna
Funboy Retro Snowmobile Snow Sled
Snowy days are soon to be upon us, and what better way to celebrate the coming wintry wonderland than with a playful new inflatable sled?
Funboy
Clase Azul Tequila Ultra
If he’s a tequila lover, you can’t go wrong with any of Clase Azul’s ultra-luxe options. Since he deserves the best, splurge on the brand’s Tequila Ultra, which is aged for five years and comes in a lavish decanter that’s decorated with platinum, silver and 24-karat gold.
Casa Azul
Apple AirPods Max
A fancy new pair of headphones with noise-cancelling capabilities and Bluetooth technology, offering 20 hours of listening time, is sure to impress.
Apple
Wüsthof Classic Knife Block, Set of 9
If he loves to cook, gift him this chef-worthy set of knives, made with high-carbon steel blades for the sharpest and most precise cuts. Yes, chef!
Williams Sonoma
Chanel Bleu de Chanel Parfum Twist and Spray Set
Gifting cologne can be tricky, but if he’s considering a new scent, you can’t go wrong with Chanel Bleu, and this particular holiday set includes a twist-and-spray bottle so he can take it with him on the go.
Chanel
Bottega Veneta Intrecciato Card Case
Update his wallet with this Bottega cardholder, made of the highest-quality Italian leather—this is the real quiet luxury.
Bottega Veneta
Lafco Clary Sage Absolute Diffuser
A diffuser is nice, but even nicer when it comes in the form of this handblown glass vessel, which will scent his home with the loveliest clary sage fragrance.
Lafco
De’Longhi Dinamica Plus Fully Automatic Espresso Machine
The coffee lover will adore this fancy automatic espresso machine, which easily crafts 24 barista-worthy espresso and coffee drinks with just the touch of a button. It comes with a built-in frother and even has iced coffee technology.
Williams Sonoma
Hoka Clifton 10 Sneaker
For the everyday casual runner, a fresh pair of sneakers to cushion his next jog outside.
Hoka
Rimowa Classic Check-In Large Suitcase
The jet-setter always loves new luggage, but especially when it comes in the form of a Rimowa aluminum suitcase. If he doesn’t have a dependable checked bag in his travel wardrobe just yet, this is sure to do the trick.
Rimowa
Aerin Faux Shagreen Bamboo Bar Set
If he considers himself something of an amateur mixologist, gift him this elegant bar set, which comes with a jigger, bottle opener, strainer, corkscrew and stirrer.
Aerin
Maison Francis Kurkdjian Oud Satin Mood Extrait de Parfum
Present him with a truly indulgent fragrance this holiday season. While Maison Francis Kurkdjian Oud Satin Eau de Parfum is always a good choice, this Extrait de Parfum is even more lush; it’s more concentrated (and pricier, but worth it), with notes of amber, rose, violet and oud wood.
Maison Francis Kurkdjian
Loro Piana Cashmere Rollneck Sweater
Even the most well-dressed man will be so impressed by this ridiculously plush Loro Piana turtleneck sweater. Knitted in Italy from the finest cashmere, with a rollneck and relaxed dropped shoulders.
Loro Piana
Fotile Countertop Steam Oven ChefCubii Series
It turns out that kitchen appliances can, in fact, be good and rather luxurious gifts—just look at this four-in-one countertop oven, which is perfect for those that don’t have a ton of space, as it functions as a convection oven, air-fryer, dehydrator and steamer.
Fotile
Anderson’s 3.5cm Woven Leather Belt
A woven leather belt adds a more casual, low-key feel than the standard smooth leather, but doesn’t skip on style.
Anderson's
Therabody Theragun Pro Plus by Therabody
If your loved one is all about wellness and fitness, look no further than the Theragun Pro Plus, which features percussive therapy, LED light therapy, vibration therapy, heat therapy and breathwork for various treatment options that will help ease muscles and joints.
Therabody
Apple Watch Hermès
When it comes to high-end gadgets, it’s hard to beat the Hermès smartwatch. It has all the tech-y features of the latest Apple Watch, from heart rate monitoring and sleep tracking, but with an exclusive Hermès face and band.
Apple
Ooni Koda 16 Gas Powered Pizza Oven
Pizza night just got so much better thanks to Ooni’s outdoor pizza oven, so you can have the best pies all from the comfort of your own home.
Ooni
Burberry Kensington Heritage Mid-Length Trench Coat
A Burberry trench is a timeless piece of outerwear that transcends trends.
Burberry
Chateau Montelena 2021 Estate Cabernet Sauvignon
Even the most snobbish of oenophiles will appreciate this bottle of red, and it’s always a good idea to bring vino to any holiday fête. Known for winning the 1976 Judgment of Paris competition, Napa’s Chateau Montelena never misses when it comes to a spectacular bottle, and the 2021 estate cabernet is no different. Bold yet balanced, with notes of graphite and cedar—a wine that he could open up right away or let rest for a special occasion.
Chateau Montelena
Bennett Winch Logo-Debossed Full-Grain Leather Weekend Bag
Replace his tired old travel bag with this gorgeous brown leather weekender from British brand Bennett Winch. Crafted from full-grain leather, the material will eventually develop a unique patina. A large main interior compartment and separated sections for shoes, towels and more aid in organization—perfect for the travel enthusiast.
Bennett Winch
Augustinus Bader The On the Go Refresh Set with TFC8
Don’t forget that men love their skincare, too, and you can’t do much better than this indulgent Augustinus Bader gift set, complete with two moisturizers and an eye cream.
Augustinus Bader
Vilebrequin Men’s Solid Swim Shorts
Planning a trip? A fresh pair of crisp navy swim trunks are a must for any beach getaway.
Vilebrequin

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