From cult-favorite timepieces to chess sets inspired by the London skyline, consider this your gift guide to the modern gentleman.
What if Kingsman were set in the Philippines in 2025? An entire generation of young men who watched it in cinemas a decade ago grew up dreaming of becoming those impeccably dressed and effortlessly modern gentleman-spies: sharp and sophisticated, and always equipped with the finest things in life. This holiday season, let’s help those very same boys—now in their twenties and early thirties—indulge that fantasy. Here’s a meticulously curated gift guide for the discerning gentleman, or as we like to call him, the man in the know.
READ ALSO: A Very Specific Holiday Gift Guide For Your Favorite Cinephile
Davidoff Of Geneva Cigars
Cigars are an acquired taste, but those who love them truly love them, relishing not just the ritual of smoking but also the richness of every cigar’s flavor and the artistry that goes into creating it. Davidoff of Geneva is one of the world’s premier cigar producers, crafting exceptional cigars for generations under the leadership of Zino Davidoff, who came from a long line of master tobacconists. Every cigar they produce carries five centuries of expertise and tradition, each one meticulously made and designed to be savored with every draw. It’s the kind of indulgence any true cigar-loving gentleman would adore. You can’t go wrong with anything from their selection, though their website conveniently highlights their top-rated cigars, so you can explore the specifics and find the perfect match for whoever you’re gifting.
Skyline Chess Board
A chessboard is both a thoughtful gift for the man who loves the elegant, strategic game, and a striking decorative piece for the home. Traditional boards have their allure, but modern reinterpretations that playfully reimagine the iconic pieces are just as stunning. For the modern man with old school hobbies, we recommend the Skyline Chess sets available at Rustan’s, particularly the Stainless Steel Special Edition, which features London landmarks facing off against their New York counterparts. Each substantial, weighty set is paired with either a hand-printed wooden board or an Italian Carrara marble board, making it an incredibly tasteful gift.
A Timepiece From Girard-Perregaux
A watch from Girard-Perregaux is very much an “if you know, you know” gift—one that only the most discerning timepiece aficionados will recognize in an instant. The independent Swiss manufacturer has been perfecting the balance of beauty and functionality since 1791, crafting pieces that feel both timeless and, quite frankly, extraordinary. If your holidays coincide with another milestone—a special anniversary or a landmark birthday—consider marking the moment with one of their creations. While many consider it one of haute horlogerie’s best-kept secrets, Girard-Perregaux is now delightfully within reach in the Philippines, thanks to the expertise of the team at Lucerne.
The Macallan Sherry Oak 12 Years Old
There’s nothing a man in the know appreciates more than receiving a premium, well-crafted bottle of single malt for the holidays. Christmas is, after all, a season of celebration, and therefore an ideal time to uncork something special (of course, only if you’re of legal age; drink responsibly, folks!). We recently tried The Macallan Sherry Oak 12 Years Old and were thoroughly impressed. Matured at The Macallan Estate in Speyside, this liquid gold is influenced by sherry-seasoned European oak casks and offers distinct notes of ginger, dried fruits, and warm spice. It’s the kind of bottle made to be shared with someone you love.
A Signet Store Umbrella
One thing men rarely consider investing in is a proper umbrella, even though it’s one of the most practical things you can own (And in the Philippines? Even more so). Sure, they’re often handed out as party giveaways, but nothing compares to having a truly handsome piece—something that makes you feel as sharp as a Kingsman agent stepping out of Savile Row. We love the Signet Store’s collection of full-length bamboo umbrellas adorned with regimental stripes, and we’re certain they’d delight any gent, whether it’s raining on Christmas or not.
IQOS ILUMA i
Some gentlemen prefer the smoke-free life; if you or a friend are aiming to tick off that New Year’s resolution, the new IQOS ILUMA i makes the transition effortless. Induction-heating technology helps it deliver a smooth, consistent experienc without the lingering tobacco residue. Designed with intuitive ease in mind, it features a touch screen display, the ability to pause and resume sessions, and smart features like FlexPuff and FlexBattery that adapt to personal habits for a seamless experience. Sleek, thoughtful, and practical, it’s a gift that proves going smoke-free can be as stylish as it is satisfying.
Hatch Decanter From Crate & Barrel
This lovely piece from Crate & Barrel calls to mind the charm of heirloom decanters, perfect for the gentleman who takes pride in a well-curated bar cart. With its glass cut in a diamond crosshatch pattern, it’s an ideal gift for anyone who enjoys their whisky or scotch stored in a time-honored vessel. And the best part? It pairs seamlessly with the brand’s Hatch collection barware, making it the perfect starting point for someone building a home.
SMEG Espresso Coffee Machine
The gentleman in the know doesn’t just appreciate a fine scotch—he also understands the pleasure of a perfectly made cup of coffee. Thanks to the conveniences of modern living, he can now enjoy an exceptional brew at home without ever lining up at his local cafe. We’ve always loved SMEG for its retro aesthetic, and fortunately, their machines perform just as beautifully as they look. Made in Italy and designed with professional-level precision, the Espresso Coffee Machine delivers impeccable extraction with intuitive controls for single, double, and long drinks. It even allows for creamy milk foam and accommodates larger cups. It’s style and convenience, all in one handsome countertop companion.
Montblanc Sartorial Nano Continental Wallet
Simple, sleek, and undeniably elegant, a Montblanc wallet is something any man can appreciate at any time of the year—though it makes an especially thoughtful Christmas gift. This Satorial Nano Continental Wallet is crafted from beautiful full-grain black leather. It features three credit card slots, a zipped coin pocket, and two additional compartments for effortless organization, all secured by a clean flap adorned with Montblanc’s iconic emblem. It’s a classic essential that’s made to last.
