50 Cool Holiday Gifts For Guys That Your Boyfriend, Dad, Brother & Beyond Will Love

Let's face it, shopping for other people is difficult. Don’t get me wrong, it’s a lot of fun when you get it right. But getting there is a struggle. Maybe the person you're shopping for insists that he doesn't want anything. Maybe he only wants what you can't give him. (A million dollars, a vacation, a job as the New England Patriots quarterback ...) Or maybe he simply doesn't know what he wants. Either way, it's a frustrating process. Trust me, I know. I don't make things any easier for my wife. So this year, I’m prepared to help you in your search for cool holiday gifts for guys.

This goes for all the guys in your life — boyfriends, husbands, brothers, fathers, first cousins, second cousins, and beyond. No matter who they are, they are often tough to shop for. After all, there are just so many options out there, and so many different styles and tastes. But the guide below was curated by me, a dude, who would love to get any of these gifts. So read below to figure out what to get the Don Draper wannabes, the Star Wars lovers, the tech junkies, and more. And the best part of it all? You don’t even have to leave your home to get any of these gifts. Happy shopping!

Nest Learning Thermostat

Nest Learning Thermostat, $249, Amazon

This stylish thermostat also comes with a personal concierge to help you install and fix the system. Whether or not that concierge can help fix arguments over the perfect temperature setting remains to be seen.

Apple Watch

Apple Watch, $445, Amazon

It’s stylish, it’s fun, and it’s always a conversation piece. So give him something to talk about these holidays.

FRYE Men’s James Lace Up Boots

FRYE Men's James Lace Up Boot, $298, Amazon

These classic workbooks will go with any wardrobe and any terrain.

FRYE Men’s Logan Messenger Bag

FRYE Men's Logan Messenger Bag, $473, Amazon

His big, burly briefcase is incredibly out of date. But if he's not getting the message, send him this messenger bag, which will make his life lighter, more compact, and a heck of a lot more stylish.

Philips Norelco Electric Shaver

Philips Norelco Electric Shaver, $299.95, Amazon

After Movember, he's going to need a strong shaver like this one.

Sony 55-Inch 4K Ultra HD Smart LED TV

Sony 55-Inch 4K Ultra HD Smart LED TV, $998, Amazon

I mean, who wouldn't want to Netflix and chill with this beauty?

Amazon Prime

Amazon Prime, $99/Year, Amazon

Fast delivery and thousands of TV shows, movies, and songs year-round? Talk about a gift that keeps on giving.

Blue Microphones Yeti USB Microphone

Blue Microphones Yeti USB Microphone, $111.90, Amazon

This microphone is a simple plug-and-play, so there’s no learning curve. Who knows, maybe he’ll create the next Serial.

Fujifilm Silver Mirrorless Digital Camera

Fujifilm Silver Mirrorless Digital Camera, $799, Amazon

A state-of-the-art camera with an old-school look. Perfect for the stylish nostalgic who's still trying to bring back the three-piece suit.

Powerbeats2 Wireless In-Ear Headphone

Powerbeats Wireless In-Ear Headphone, $129, Amazon

No wires, no worries.

Amazon Echo

Amazon Echo, $179.99, Amazon

A speaker that can follow your voice, and which plays music and answers any question about news, the weather, and more, the Amazon Echo is basically R2-D2 on steroids. And without the annoying beeps.

Fire TV Stick With Voice Remote

Fire TV Stick With Voice Remote, $49.99, Amazon

With access to Netflix, Hulu, and Amazon Prime, this is the scissor to officially cut the chord.


GoPro HERO4, $319, Amazon

Go on. Allow him to show off.

Fender Acoustic-Electric Guitar

Fender Acoustic-Electric Guitar, $299.99, Amazon

Tap into his rock star dreams with this slick instrument. Private jet, swagger, and ability to actually play good music not included. Sorry.

Tour Edge Men’s Golf Club Set

Tour Edge Men's Golf Club Set, $799.99, Amazon

A group gift that would be as satisfying — and celebrated — as a hole-in-one.

Electronic Dartboard

Electronic Dart Board, $339.98, Amazon

Need a way to add personality to his stale apartment? Bullseye.

Fitbit Surge Fitness Super Watch

Fitbit Surge Fitness Super Watch, $229.99, Amazon

A slick-looking watch that also tells you how awesome you are? Sign me up!

Samsung Wireless Audio Soundbar

Samsung Wireless Audio Soundbar, $797.99, Amazon

Surround sound without all the speakers. This one goes to 11.

ICE Orb Floating Bluetooth Speaker

ICE Orb Floating Bluetooth Speaker, $149.99, Amazon

Okay, come on. This is just too freaking awesome not to buy, right?

Carhartt Men’s Wool Hat

Carhartt Men's Wool Hat, $24.99, Amazon

A warm hat that will keep him feeling cool this sure-to-be frigid winter.

My Dog: The Paradox , From The Oatmeal

My Dog: Paradox, $3.82/Kindle, Amazon

This hilarious book from one of the funniest sites on the web is truly funnyman's best friend.

Halo 5: Guardians — Limited Collector’s Edition

Halo 5: Guardians - Limited Collector's Edition, $224.99, Amazon

The perfect gift if you're needing some alone time. Because you might never see him again.

Bose SoundLink Around-Ear Wireless Headphones

Bose Sounlink Around-Ear Wireless Headphones, $279.95, Amazon

Like a Law & Order marathon, these headphones are reliable, lovable, and always on.

The Dark Night Rises Ultrabook Skinit Skin

The Dark Night Rises Ultrabook Skinit Skin, $29.99, Amazon

Because who wants to look at a laptop and think, "Why so serious"?

Sunbeam Heated Throw Blanket

Sunbeam Heated Throw Blanket, $57.27, Amazon

Because we shouldn't take Netflix and chill so literally.

Lynx Deluxe BBQ

Lynn Deluxe BBQ, $8,499, Amazon

I know. That price tag. But, hey, maybe you have 50 people in your family willing to go in for a group gift. No? Well, a guy can certainly dream.

Timberland Men’s Heston Waterproof Boot

Timberland Men's Heston Waterproof Boot, $189, Amazon

And now he has no excuse not to shovel the sidewalk.

Ultimate Star Wars , By Ryder Windham

Ultimate Star Wars, $23.84, Amazon

Because Star Wars: The Force Awakens simply wasn't enough Star Wars. Need more, you do.

Ugg Men’s Ascot Leather Loafers

Ugg Men's Ascot Leather Loafers, $159.95, Amazon

These slippers might not be conventional, but they couldn’t be more comfortable.

The Art Of Shaving Kit

The Art of Shaving Kit, $120, Amazon

A classic gift for a guy hoping to be literally and figuratively smooth.

Cole Haan Great Jones Plain Oxford

Cole Haan Great Jones Plain Oxford, $178, Amazon

These versatile shoes are made for walkin' ... and literally anything and everything else.

Original Penguin Men’s Plaid Shirt

Plaid Shirt, $89, Amazon

Nothing beats a great plaid shirt. Period.

Herschel Supply Co. Retreat Backpack

Herschel Supply Co. Retreat Backpack, $69.95, Amazon

Because backpacks aren't just for grade-schoolers anymore.

Samsonite Omni Hardside Luggage Set

Samsonite Omni Hardside Luggage Set, $479.99, Amazon

Get him a great gift and drop a hint that it's time for you both to book a vacation.

Cameron Hughes Private Reserve

Cameron Hughes Private Reserve, $409, Amazon

It's a gift you can enjoy too. Even if you enjoy it a little bit too much.

De’Longhi Espresso Machine

De'Longhi Espresso Machine, $179.95, Amazon

Who needs pricey coffee shops? He can learn how to be his own barista with this nifty machine. And he knows how to spell your name.

Deluxe Home Brewing Starter Kit

Deluxe Home Brewing Starter Kit, $199.95, Amazon

Seriously, has chemistry ever been so fun?

Hunger Makes Me A Modern Girl: A Memoir , By Carrie Brownstein

Hunger Makes Me A Modern Girl, $13.99/Kindle, Amazon

Carrie Brownstein changed the music landscape with Sleater-Kinney. If he’s a music junkie who knows that fact, then he'll devour Hunger.

Cuisinart Slow Cooker

Cuisinart Slow Cooker, $143.99, Amazon

Chili, pulled pork, jambalaya ... Be right back — grabbing a fork.

Stuhrling Watch

Stuhrling Watch, $120.35, Amazon

It's about time (heh) for a grown-up watch, isn't it?

PS4, Call Of Duty : Limited Edition Bundle

PS4, Call of Duty: Limited Edition Bundle, $429.99, Amazon

A new Playstation and Call of Duty? Can you ask for anything more (besides more than 24 hours in a day to play)?

Bluebeards Original Beard Wash

Bluebeards Original Beard Wash, $17.12, Amazon

Because everyone benefits from a clean beard. Everyone.

Everest Explorer Journal

Everest Explorer Journal, $45.95, Amazon

He might have many leather-bound books, but does he have a leather-bound journal?

Ben Sherman Men’s Herringbone Peacoat

Ben Sherman Men's Herringbone Coat, $269, Amazon

A classic pea coat for a classic dude.

Kiwi Select Shoe Shine Kit

Kiwi Select Shoe Shine Kit, $39.59, Amazon

So those new shoes will stay shiny, through rain, snow, or shine.

Darth Vader Cuff Links

Darth Vader Cuff Links, $17.95, Amazon

Make sure the force is with him during any fancy event.

Baron Of Maltzahn Doctor’s Bag

Baron of Maltzahn Doctor's Bag, $279, Amazon

If he isn’t an “over-the-shoulder” kind of guy, then he'll love this — a stylish old-school bag.

All-In-One Game/Bar

All-In-One Game/Bar, $486.34, Amazon

This handy piece of furniture also comes with game board to play Roulette, Blackjack, and Craps. A good bet he's gonna love it.

Old School Record Player

Old School Record Player, $199.95, Amazon

Any Don Draper lover will be eager to take this for a spin.

Original Penguin Cardigan

Original Penguin Cardigan, $125, Amazon

A casual button-up that will keep him from looking too buttoned-up.

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Images: Amazon