Happy Holidays to you and yours. Welcome to the 2021 Gentleman Within Holiday Gift Guide!
This year’s gift ideas are highlighted by current trends, practicality and of course, good style.
Now go ahead and kick back with a warm drink and comfy slippers as you shop for your family and friends and admit it — yourself 😉
Watch below for a live action Holiday Gift Guide featuring 24 Great Gift Ideas for Guys.
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THE 2021 GUYS HOLIDAY GIFT GUIDE
Before getting started, you can check out what we featured the past 4 years — 2017, 2018, 2019 and 2020.
Below are Gentleman Within’s newly curated gift ideas for the 2021 holiday season. Enjoy!
Oculus Quest 2 (VR & AR Headset)
It seems Mark Zuckerberg and Facebook (ahem, Meta) are on a ‘quest’ to own the very digital spaces that we all will be spending more and more of our time over the next decade.
VR headsets (virtual reality) are nothing new, however; Facebook was one of the first to get it right, introducing Oculus to the masses. It’s now surging in popularity and is one of the hottest devices to own this holiday season.

While some are skeptical of the whole ‘Metaverse,’ there’s no denying the benefits of using VR and AR (augmented reality) like the Oculus to exercise, meditate, collaborate and be entertained. The current and future uses are endless and it’s still just the beginning.
You can purchase the Oculus Quest 2 directly from the website or alternatively, find it on Amazon, Walmart and Target. Guess I’ll see you in the Metaverse?
Elijah Craig Small Batch (Bourbon)
Do you happen to have a whiskey loving friend or family member in your life? You know, you usually see them order drinks from the bar like an Old Fashioned, Manhattan or just straight whiskey.
This holiday, why not give the gift of a good bourbon, but not just any old bourbon — Elijah Craig Bourbon. Elijah Craig is rumored to be the first distiller to age his whiskey in charred oak barrels, which is an essential and rich part of Bourbon’s heritage.
Elijah Craig has a spice and subtle smoke flavor making it a versatile whiskey that can be enjoyed neat, on the rocks or mixed with a classic cocktail like a Whiskey Sour.

Its taste profile is a combination of smooth and warm, pleasantly woody, rich flavored, full bodied with subtle smoke. It’s a taste that’s sure to ignite the senses.
Whether they’ve enjoyed it before or are new to the name, Elijah Craig is sure to be the perfect gift for that whiskey lover in your life.
I recommend Elijah Craig Small Batch. You can find it nationwide at a great price point around $30.
*In partnership with Elijah Craig
Will By Will Smith (Memoir)
In West Philadelphia…
The legend of Will Smith began long before the Fresh Prince of Bel Air, although that’s when he first made it onto most people’s radars.
I’ve been a fan of Will since his debut album, Big Willie Style in 1997. Growing up, I remember watching Fresh Prince with my family, following his career from music to TV and then onto Hollywood. Bad Boys, Men in Black, Independence Day, iRobot, I Am Legend, Hitch and the Pursuit of Happyness are some of my favorite movies of his.

What can’t he do? Rapper, actor, entertainer, and now killing the social media game, Will has certainly been a role model in my life. I admire his relentless work ethic and dedication to his craft with whatever he decides to focus on.
I also thoroughly enjoyed watching his Best Shape of My Life YouTube Originals Series. And when I saw that he was releasing a memoir, I had to pick up the audio book. I’ve been getting into reading memoirs lately from Barack Obama’s A Promised Land to Matthew McConaughey’s Greenlights and Jewel’s Never Broken.
I’m already a quarter way through Will’s memoir and enjoying every second. You can get it yourself via the links below.
Audiobook // Kindle // Hardcover
Nisolo (Sustainable Goods)
There are many fashion brands that pretend like they’re ethical, but few actually walk the walk. Nisolo has a vision to push the fashion industry forward in a more sustainable direction by creating intentionally designed, ethically made and fairly priced goods.
Related: How To Be More Sustainable With Clothes: 5 Simple Sustainability Tips for Men.
If you’re a regular GW reader then you know that Nisolo always gets high marks in my book. In fact, my huarache sandals have become a summer staple over the years.
Take a deeper dive into their sustainability rating at Good On You, an online directory that explores how ethical and sustainable fashion brands actually are. As of today, Nisolo is rated as Good (4/5), which is a great score.

Let me fill you in on a little style secret, brown is back in town! My first recommendation from Nisolo this holiday is the All-Weather Andres Boot in the waxed brown (waterproof) suede colorway. It has a rugged yet still refined silhouette making it the perfect boots for a brisk walk through the park or evening drinks at the bar.
If you have a friend or family member that’s (or if you are) more of a sneaker guy, then the Diego Low Top Sneaker is my second pick. I own a pair myself and the leather has been wearing in nicely the past few years. Not only do they have a clean, stylish design, they’re comfortable too. And not many sneakers boast a Vibram rubber sole like the Diego low tops.
*In partnership with Nisolo
Public Rec (Leisure Pants)
At Public Rec they make comfortable and stylish leisurewear aka athleisure style. It’s clothes so comfortable that you’ll want to live in them.
» You Might Like This Public Rec Review.

I held off on trying them out for the longest time, but when I learned that they now carry the ever elusive 28″ inseam, I jumped at the opportunity. My picks are 3 pairs of their most popular pant styles.
- Workday Slim Pant in Slate
- Weekend Jogger in Heathered Navy
- All Day Every Day Pant in Olive
Try them out for yourself or give the gift of casual, comfortable style this year. You won’t regret it.
Nebia by Moen Quattro (Handshower)
With the amount of time we spend showering, it’s important that our daily shower experience is as comfortable as possible. If you know someone who could use a shower upgrade or if you need one yourself, Nebia is a simple solution.
I recommend the Moen Quattro Handshower or Rainshower if you’re tight on space. It’s a high-pressure, water saving showerhead that’s well-designed and eco-friendly. In fact, the Quattro is the first of its kind to contain recycled ocean plastic components.

The Nebia handshower and rainshower has 4 unique and powerful spray modes, adjustable to every shower preference. All 4 modes flow less than 1.5 gallons per minute (gpm), compared to a 2.5 gpm standard shower. And you can choose from 5 colors — matte black, chrome, spot resist nickel, oil rubbed bronze and brushed gold.
It’s universally compatible and an easy DIY installation process makes setting it up a breeze. Also be sure to check out the add-ons — the Nebia Adjustable Shower Arm and Nebia Shelf. Give the gift of a cleaner, more comfortable shower this holiday season with Nebia. We will be reviewing our experience with the Nebia Moen Quattro early next year.
*In partnership with Nebia
Trezor Model T (Crypto Wallet)
If 2020 was The Year of COVID, 2021 is The Year of CRYPTO and speculative bets 💵.
Whether you see Bitcoin as a store of value that’s the future of currency or think it has zero value — there’s no denying the impact cryptocurrencies like $BTC (Bitcoin), $ETH (Ethereum) and all of the other major alt coins have made this year.
Literally, ATHs (all-time highs) were being hit on a weekly basis, leaving both short-term and long-term investors alike going all-in — YOLO right? Boasting over a $3 trillion market cap at its peak (so far), crypto is here to stay, regardless of its insane volatility (certainly not for the faint of heart).
Are you invested or know someone who is? Enter Trezor.

Trezor is a hardware wallet that was made to keep your crypto coins safe by holding them in a cold storage where you have the keys and your security is of utmost importance.
Whether you’re long crypto or know a friend or family member who is, it’s important to secure your digital assets. You never know if one of the major exchanges goes belly up (Mt. Gox anyone?).
This holiday, give the gift of piece of mind, knowing that your hard earned crypto gains are safe and secure. I recommend the original Trezor Model T. And for those who want something a little more luxurious (might be an understatement), the CORAZON by GRAY. Can’t go wrong either way.

Gray Inc. collaborated with Trezor to create the CORAZON® — it’s a sleek and sexy outer case, made from aerospace grade titanium and aluminum with the same functionality as the OG Trezor Model T. You can get it in titanium and aluminum variants from stealth to gold and space gray to purple.
The Model T is the first hardware wallet in the world to implement Shamir Backup (SLIP39) for even greater security for all of your crypto assets. It supports a myriad of coins and will continue to add support for more in the future, I’m sure.
From cryptos and meme stonks like $GME and $AMC, to the wild world of NFT’s (non-fungible token), SPAC craziness (special purpose acquisition company), resurgence of trading cards and Web3, the investment world will never be the same again.
Caswell-Massey (Grooming Set)
Caswell-Massey is America’s Original Soap and Fragrance Company, with historic, bespoke formulations enjoyed for nearly 300 years. They offer everything from soaps, skincare, and men’s grooming essentials all proudly made in the USA without parabens or sulfates and are cruelty-free. Talk about a history!

My personal recommendation is the Essential Heritage Grooming Set providing men everything they need to clean up, look sharp and smell great. Trust me, the moment you open the box, you’ll be captivated by the alluring scent.
This hand-picked selection gives you a little taste of everything. You’ll get a soap as well as hand salve for dry skin. You also get a matte finish pomade with strong hold and hair volume and beard oil to condition and moisturize your facial care. Lastly, you’ll get a nifty folding pocket comb. Have a look at some of their Best Sellers.
Ekster (Minimalist Wallets)
I originally learned about Ekster when I started putting together my Best Slim Wallets guide late last year. In fact, I’m currently using the Senate Cardholder, replacing my trusty Anson Calder slim wallet for the time being.
Like some of the other brands in this holiday gift guide, Ekster is on the road to sustainability in the production of their products, opting for recycled and sustainable materials.

My recommendation is the Parliament Wallet (on Amazon), it’s one of their best-sellers and for good reason. The Parliament combines the simple design and functionality of the Senate Cardholder (on Amazon), all the while adding more slots for card and cash storage.
If you’re seeking something trendier, the new release Carbon Fiber Cardholder (on Amazon), made with space-grade carbon fiber would make for a great gift this holiday. Don’t forget the convenient tracker card, perfect to stuff into someone’s stocking.
*In partnership with Ekster
Apple, Samsung or Fitbit (Smart Watch)
Over 14 years ago the Apple iPhone changed the game, perfecting the smartphone. The pervasive nature of smart devices into our lives continues with the smart watch.
Though smart watches have been around for a handful of years now, they’ve only recently become remarkably helpful in our day to day lives — dare I say it, essential? Not to mention more and more stylish and wearable with growing customization options.

They can track and measure all kinds of vitals as we sleep and exercise with improving accuracy. They also sync up with our mobile devices so that we can send and receive calls and texts. And yeah, they still tell the time too. I’m currently loving my new Galaxy Watch 4.
This year, a smart watch is the perfect gift for anyone who seeks to optimize his or her health or wants the convenience of extending phone capabilities to their watch.
I recommend the Apple Watch SE (on Amazon) for Apple users, the Samsung Galaxy Watch 4 (on Amazon) for Android users and the Fitbit Sense (on Amazon) for the person who isn’t loyal to either Apple or Android.
Vincero Collective (Eyewear)
While Vincero is known for their stylish, on-trend watches, they recently branched off into men’s and women’s eyewear. Since I’ve worn their watches in the past, I opted to try out a few pairs of glasses to see if the quality translates. I’d say the quality is on par with my Ray-Ban’s at a more affordable price point.
» You Might Like This Vincero Watches Review.

Not only is Vincero’s eyewear well-built, but they’re well-designed and stylish too. These eyeglasses make for the perfect stocking stuffer. I recommend their best seller Villa Blue Light, ‘blue light’ blocking glasses in the barrel tortoise/gold. You could alternatively go with the just as trendy jet black color.
For sunglasses, stick with The Villa in barrel tortoise/gold with polarized lenses for 100% UVA/UVB protection. As with the blue light pair, it’s made with a mix of premium acetate, stainless steel and marble accents that looks as solid as it feels.
Wrapping Things Up
And that puts a wrap on the Gentleman Within Holiday Gift Guide for 2021. Merry Christmas and Happy Holidays from our family to yours.
gratefully,
-khoi
(Founder & Creative Director)
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No leather jackets in the list?
Nope! But we did include one in our Fall Faves.