Style Pick of the Week: Sebago Portland Boat Shoes – An Essential Summer Footwear Selection

Don’t accept anything less than the best as you step out stylishly this summer, particularly as you build an #OOTD from the ground up. That’s quite the gauntlet to throw down, but you can trust the good folks at Huckberry to deliver the proper assortment of the best summer shoes for men, with a healthy focus on utter classics for the season at hand.

Again, that’s high praise and quite the gauntlet to throw down, but quality and craft certainly shine through as you consider adding some of the best boat shoes for men to your casual style rotation.

And we’re not talking just any old boat shoes: We’re talking about what Huckberry calls “the gold standard” of the trusted, functional and historically preppy heritage footwear style.

Yes indeed, we’re carefully considering the Sebago Portland Boat Shoes, which reign supreme among the best boat shoes for men. Again, accept nothing less than the best, and the Sebago Portland Boat Shoes live up to Huckberry’s lofty billing quite well, and quite fashionably, at that.

The Portland silhouette is a staple in the Sebago footwear rotation, and it gets a big-time lift via the use of richly crafted, distinctive “Martellato” hammered leather (Huckberry notes that this leather “provides a high-texture, resilient finish that stands up to heavy wear.” Remember, we’re talking the best of the best.

The useful, utilitarian nature of the boat shoe is also done to great effect by Sebago, with non-marking siped rubber outsoles delivering traction on the actual deck of the boat (or just the deck of a boardwalk beach bar). Rawhide laces offer rich contrast and distinction, whether you wear the Sebago Portland Boat Shoes with stretch chino shorts and a knit polo or with olive linen trousers and a pocket tee for breezy high-low contrast.

You’ll also find hand-sewn stitching and a handsome sense of contrast moc-toe detailing throughout, and Huckberry notes that these stylish boat shoes for men are enhanced in durable fashion by corrosion-resistant brass eyelets — the details, as ever, certainly make the difference as you sort out the rest of your summer footwear rotation.

And let’s go back to that pleasingly rugged leather in your new favorite boat shoes. Huckberry notes “this isn’t just a stylistic choice—the pebbled full-grain hide is built to better mask scuffs and handle the heavy spray of a life lived on the coast.” If that sounds too good to be true, rest assured Huckberry and Sebago are two brands you can trust.

Style Pick of the Week: Huckberry x Knob Creek Waxed Canvas Tote – Perhaps the Best Father’s Day Gift Out There

Huckberry x Knob Creek

It can assuredly be hard to buy one of the best Father’s Day gifts for the guy who seemingly has everything (and if that guy happens to be you, then you know this pursuit all too well). And yet, just in the nick of time — and just in time to amp up your everyday carry essentials for yourself while also finding the perfect gift for Dad — Huckberry bursts back onto the scene with one of the best tote bags for men, and not just any tote bag.

Of course, it’s but one entry in a slew of the best Father’s Day gifts from Huckberry, a lineup you’d do very well indeed to check out ASAP.

The good folks at the Americana retailer saw fit to team up with the legendary Knob Creek of James B. Beam Distilling Co. on a handsome, rugged tote that’s perfectly sized for everything from your laptop and a notebook to a bottle of some of the best American whiskey on the market (in fact, I wrote about Knob Creek over at Maxim.com to close out last year).

But back to the durable and hard-working, utterly stylish Huckberry x Knob Creek Waxed Canvas Tote, which could prove to be a life-saver as you shop for the coolest Father’s Day gifts. The Huckberry x Knob Creek Waxed Canvas Tote is one of the coolest pieces of everyday carry gear I’ve seen in some time in fact, with custom co-branding and plenty of points of distinction that elevate your everyday carry essentials.

The Huckberry x Knob Creek Waxed Canvas Tote arrives in a limited-edition and fittingly named Whiskey color, boasting water and wind-resistant waxed canvas construction that can stand up to sandy beach days, breezy bonfire nights and the odd summer rain shower, of course. This hard-working men’s tote bag is packed with useful pockets, including an interior laptop sleeve, a water bottle holder, and stash pocket for hauling your goods from point A to point B in dependable style.

The Huckberry x Knob Creek Waxed Canvas Tote also features a distinctive orange nylon interior and monochromatic handles, plus a leather bottom for a refined and yes, durable finishing touch.

The top even closes in magnetic fashion, all the better to keep your everyday carry gear and your whiskey protected from the elements on that camping trip or backyard bonfire. For the guy who has everything — but can seemingly always appreciate some of the best gear for men — this prized Huckberry find is assuredly a winning gift (and that goes for your own collection, too). As Huckberry always says: We’ll See You Out There.

Style Pick of the Week: Relwen Super-Fly Supply Shorts – Your Solution to Stylish Warm-Weather Looks

Best adventure shorts for men to wear this summer.

How do you prepare to go off-grid in the warmer months? Or rather, how do you prepare for more simple matters in the high heat of summer, when you might be searching more for the best men’s casual style than true off-grid performance?

In fact, how about we kill two birds with one proverbial menswear stone: In some cases, the best shorts for men should be able to do a bit of both, with the mobility and utility to take on cabin weekends and quick trail hikes as easily as they stand in as a casual style move for a backyard BBQ. It sounds nearly impossible, right? Leave it to the good folks at Huckberry to subvert your expectations, my friends.

Where can one find shorts durable enough for the trail without looking overly technical closer to home? The answer just arrived at Huckberry via the Relwen Super-Fly Supply Shorts, blending the Huckberry-approved brand’s knack for functional durability with classic style and even a dash of military heritage.

They’re called the Supply Shorts for a reason, and let’s find out why as we explore the best shorts for men this season, as this particular pair joins the ranks of the rugged Proof Rover EDC Shorts and other Huckberry classics that blur the lines between laidback fashion and trail-ready reliability.

In fact, the entire Relwen Summer 2026 line touches on throwback classics, like the handsome dress polo or the timeless pocket tee, and freshens them up with vibrant colors, softer fabrics, durable designs and good looks aplenty all around — from the shores of the lake to a cabin bonfire and then some.

The Relwen Super-Fly Supply Shorts get their good looks and style points from military-inspired utility shorts, complete with back-flap pockets for your everyday carry, plus a longer 9-inch inseam that should suit the taller guys among us quite well (remember, Huckberry also sells its own Flint and Tinder 365 Shorts with shorter inseam options available.

But back to the Relwen Super-Fly Supply Shorts: The fabric build features 97% cotton and 3% spandex for a touch of mobility, while a gusseted crotch modeled after mountaineering shorts makes it even easier to move around while wearing your new favorite shorts.

The waistband is even finished with button tabs for a secure-yet-adjustable fit, and I think you’ll find the range of color options pleasing enough for every sense of style, from Scrub Faded Olive to Camo and a crisp Dark Steel. If I were you, I’d find your favorite Relwen polo or pocket tee in a complementary shade to match your new Relwen Super-Fly Supply Shorts, then I’d stock up accordingly for summer.

Style Pick of the Week: Flint and Tinder Basin Swim Trunks – A Perfect Pair of Swim Trunks Here In Time For Summer

Best swim trunks for men to wear now.

My friends, welcome to Memorial Day weekend as we gear up in proper fashion (with functionality in mind!) for the start of a summer that’s rapidly heating up. Fear not, though: There’s still ample time to stock up on the best men’s style essentials for summer, and there are a few keys to keep in mind as you build out your perfect summer #OOTD.

And yes, while the basics might be quite simple for summer — a well-made T-shirt, some of the best men’s sunglasses, breezy sandals or loafers and of course, a pair of the best swim trunks — it’s more important than ever that quality remains a focus. Of course, as you scour the pages of this blog on the regular, you know it’s more doable than ever, thanks to the good folks at Huckberry.

The retailer looks to the classics for rugged appeal and timeless style (like the chambray shirt or the chino short), and that includes its summer-friendly lineup designed by Flint and Tinder. The collection draws from old-school looks made for hours at the beach or by the pool, or perhaps at the cabana bar or on the water — from trucker hats to hybrid shorts, if you can dream it up, Huckberry’s got it covered (but you certainly already knew that, right?).

While I’d wager you’ve got a selection of Flint and Tinder waxed jackets in your rotation for the colder months, don’t sleep on the laidback style delivered by the Flint and Tinder Spring/Summer 2026 Collection — from easygoing knit polos to stretch chino shorts and the Flint and Tinder Basin Swim Trunks, it’s arguably never been easier to pack for your next summer getaway or to hit the beach without too much fuss.

And if you got caught a bit flat-footed in scoring a new pair of swim trunks ahead of the season at hand, take good care in knowing there are still stylish swim trunks aplenty for the taking at Huckberry, the Flint and Tinder Basin Swim Trunks included. In a nod to 1960s and ’70s swim trunks, these feature a shorter 6-inch inseam and a 100 percent nylon build for quick-drying capability.

A power stretch mesh liner offers support within these stylish swim trunks, which also come in a helpful array of eye-catching colors and patterns both classic and more, well eye-catching (look for the Beach Print or the Olive Cowboy Print).

The adjustable drawcord elastic waistband ensures both a secure fit and comfort (unlike, say, boardshorts, which boast a wider waistband often sans elastic), while the Flint and Tinder Basin Swim Trunks also feature an internal bungee cord front pocket to secure your keys and your everyday carry.

Huckberry notes the quick-drying fabric and shorter cut of the Flint and Tinder Basin Swim Trunks provides versatility and laidback summer looks off the trail, and performance on the trail as you hike on out to your favorite watering hole.

As so often tends to be the case with Huckberry, the Flint and Tinder Basin Swim Trunks hit all the right notes for performance-minded utility and classic summer style, and then some — opportunity calls out as you secure your new favorite pair of summer swim trunks.

Style Pick of the Week: Astorflex Surflex Cupsole Shoes – An Easygoing Spring and Summer Footwear Move

Sometimes, the easiest style solutions are right in front of your face — or your feet, in the case of the best sneakers for men. There are times where sleek loafers suffice, there are times when trail-ready hiking sandals are the way to go, and there are opportunities where white leather sneakers are going to deliver in fine form. Of course, you can find all of ’em at Huckberry, which is what brings us here today.

And then there are those in-between times when the style solution as far as the best men’s sneakers are concerned is to go with something more easygoing — a slip-on sneaker that has elements of most of the sneakers mentioned above, with the casual ease to pair with a camp collar shirt and stretch chino shorts, or else a crisp, breezy polo and linen trousers.

And thanks to my good friends at Huckberry, your new casual footwear style solution awaits — the hybrid Astorflex Suriflex Cupsole Slip-On Sneakers, with BBQ-ready style and the comfort to take you into and through the weekend. Ideally, you’ve heard of the family-owned footwear producers at Astorflex over the years reading this blog, with a focus on sustainably sourced rubber and aged suede and leather for supple style and comfort — these stylish men’s slip-on sneakers certainly fit their billing, at least in my experience.

The key with the Astorflex Suriflex Cupsole Slip-On Sneakers (which come in two shades of handsome suede and an eye-catching Nubuck option) is the cupsole sneaker outsole and memory foam footbed, one covered in leather for comfort right out of the box.

The crepe cup sole delivers support, rebound and comfort, and these fresh kicks are handmade in northern Italy for the ultimate in stylish, responsible construction. They’re also unlined for added comfort from the moment you first slide into ’em (which I would imagine to be right when you unbox ’em from my good friends at Huckberry!).

Best men's slip-on sneakers.

Helpfully, the Chestnut Nubuck leather option of the Astorflex Suriflex Cupsole Slip-On Sneakers will start to develop its own patina over time, something I always appreciate when it comes to the best sneakers for the men. And the earthy suede varieties of the Astorflex Suriflex Cupsole Slip-On Sneakers should pair as reliably with olive chinos as with light wash jeans and a lightweight pocket tee. Expert, versatile summer style that hits the right marks awaits: All you need to do is embrace the style solution that is easygoing-yet-highly-wearable slip-on sneakers.

Style Pick of the Week: Proof Performance Lined Swim Trunks – A Must-Have For Your Next Beach Visit

Best men's swim trunks.

When you know, you know: That is, when you step into a pair of the best swim trunks for men, you tend to feel the difference in fabrication, construction, style and performance almost immediately. Take the Proof Performance Swim Trunks shown above, my friends. It’s a high bar to clear, right? Particularly as we move into a time and a season when the best men’s swim suits will serve you well (or at least, one swimsuit worn at a time will serve you well!).

Hit the beach, hit the boardwalk, hit the beach bar, I say — and do it all wearing a pair of swim trunks cut to move and made with style points in mind, especially if you value go-anywhere swim trunks made to look and wear like your favorite pair of men’s shorts.

But not all of the finest swimsuits for men are created equal in matters of inseam length, fabric, quick-drying capability or utility — and indeed, I think you’ll find some of the best swim trunks for men on offer now via my good friends at Huckberry. The Proof Performance Swim Trunks — a pair of best-selling swim trunks made to be paired with the best of the best as far as breezy T-shirts and easygoing, beach-ready slides are concerned — certainly punch above their weight, to the tune of hundreds of well-rated reviews and fashion-minded good looks aplenty. How about it, ehh?

The Proof Performance Swim Trunks come in two useful inseam lengths (I myself prefer the 5-inch inseam, as it were), as well as 10 colors in a variety of fresh, versatile shades and some more vibrant options for the spring and summer months. Yessir, there’s style aplenty to be had when it comes to the Proof Performance Swim Trunks, but the four-way stretch fabric and useful interior lining cement these as perhaps the perfect pair of swim trunks for men.

Huckberry men's swimsuit review.

It’s worth noting that the construction on these stylish men’s swim trunks comes from recycled poly fabric (crafted from water bottles!) and spandex with UPF 50+ protection for the ultimate in daily style and performance.

Of course, it’s worth mentioning again that the Proof Performance Swim Trunks come in two inseam options, a range of waist sizes, and useful, versatile fit options and colors aplenty. There’s even a hidden phone pocket and a back snap pocket with the ability to hold your keys — it does indeed seem like Huckberry has thought of it all when you really dive into it (pun intended!) when wearing the Proof Performance Swim Trunks — in my experience, I truly can’t recommend a pair of the best swim trunks for men right now from my friends at Huckberry — as ever, we’ll see you out there, folks.

Style Pick of the Week: Flint and Tinder Poplin Draftsman Shirt – A Lightweight Spin on a Daily Style Staple

A new season brings with it a new outlook in matters of style and the best menswear, does it not? Or perhaps, it’s a bit of a fresh take on the classics you know and love, retooled for a new season. These are fresh spins on foundational staples, like one of the best buttondown shirts for men — as crisp and breezy to wear to a backyard BBQ as at the office when you select the right one, you very well might find what you’re looking for at Huckberry via the company’s in-house, utterly fantastic and foundational Flint and Tinder line of menswear.

The roster at Flint and Tinder is packed with Americana-tinged staples like rugged waxed trucker jackets, vintage-inspired denim jackets, dusty faded denim, eye-catching patterned short-sleeve shirts, and the one, the only, the near-perfect Flint and Tinder Draftsman Shirt.

Over the years, my Flint and Tinder reviews have covered a bit of everything from the modern fan-favorite, with plenty more where that came from in store. The brand looks to everything from the American West to East Coast Ivy prep for style inspiration, and it shows in a lineup of A-to-Z menswear favorites you can practically mix and match (especially the brand’s best-selling Flint and Tinder 365 Pants alongside picks like the Flint and Tinder Draftsman Shirt.

Now, with heat on the horizon and around the corner, the Flint and Tinder Poplin Draftsman Shirt lightens things up considerably while keeping the same classic silhouette and style points top of mind. This crisp, expertly cut takes on the character of a shirt, as Huckberry says, worn reliably by Mid-Century architects (perfect for rolling up your sleeves and getting to work, my friends).

With its nicely cut and face-framing buttondown collar and chest pocket for casual style points and visual appeal, this shirt is practically a do-it-all shirt (even able to be worn with a soft-shouldered blazer and linen trousers this season). Even the chest pocket boasts contrast stitching and an old-school pen slot for real-world utility.

Plus, the Flint and Tinder Poplin Draftsman Shirt is also garment washed for softness right out of the Huckberry bag or box — comfort in every stitch, my friends.

Your new favorite buttondown shirt also comes in a range of colors so engaging and stylish (including a Wide Blue Utility Stripe, timeless White and an earthy Olive Three-Check pattern). If I were you, I’d certainly consider picking up more than one color or pattern, then teaming them up with crisply cut stretch chinos in a variety of contrasting colors — among other ways you can rock the Flint and Tinder Poplin Draftsman Shirt. Style in the heat has never looked so good, or been so easy — at least, that’s my experience wearing Huckberry, my friends.

Style Pick of the Week: Todd Snyder Italian Plaid Linen Shirt – A Breezy, Refined Spring Weekend Style Move

Best linen shirts for men.

There are certain instances when building out your spring and summer menswear rotation where it’s advisable to hit things right down the fairway — opt for a breezy classic in matters of tailoring, your trousers or your seasonal shirting.

And there are other times where you can play with the formula ever so slightly and go out on a limb while remaining expertly well-dressed for the season — just with a dash more color or pattern than you might normally wear. And that’s where Todd Snyder, one of America’s foremost menswear designers, can certainly help.

The brand was built on American classics with a modern sensibility, all the while using some of the finest fabrics in the world and more innovative silhouettes at times — like the Todd Snyder Italian Linen Plaid Shirt shown above. In fact, if you’ve been waiting until the thermostat climbs a touch higher to really lean into spring and summer dressing in leisurely, luxe fashion, this might be your best chance yet to embrace the new season at hand.

The Todd Snyder Italian Linen Plaid Shirt boasts the same breezy linen fabrication (more on that in a second) you’ve come to expect from a classic linen shirt, but the pattern is a bit more dashing and eye-catching, as is the point collar and the slightly more relaxed fit — breezy, adventurous in some ways, yet reliably stylish when worn with the rest of your spring and summer favorites.

If you ask me, that’s not a bad thing to have in your style toolbox from time to time, especially if your seasonal plans call for a breezy coastal vacation or perhaps even a long-awaited trip across the pond. The Todd Snyder Italian Linen Plaid Shirt brings a touch of attitude, but can still be worn in classically recognizable ways (try it with cuffed Todd Snyder light wash selvedge denim, for example).

The color and pattern is easygoing and fresh, perfect for wearing untucked with linen trousers in cream or light blue, while the collar gives off a retro, devil-may-care vibe. It’s a more eye-catching, distinctive style move from the designer, a worthwhile change of pace to consider adding to your wardrobe. Of course, tried-and-true staples like a pocket tee or a short-sleeve henley never fail, but when elegant refinement and a chic sense of style calls out to you, consider the Todd Snyder Italian Linen Plaid Shirt.

Style Pick of the Week: Buck Mason Deck Shorts 2026 – The Most Versatile Pair of Men’s Shorts to Buy Now

Buck Mason Deck Shorts review.

My friends, I’d wager you’re not the only ones jonesing for some much-needed fun in the sun — from the trail to the beach to the boardwalk to the all-important beach bar and back, you’re going to need a selection of the best menswear essentials every step of the way, from top to bottom.

Of course, if you read this Brooklyn style blog on the regular, I’d wager you very well know that, and I’d wager you’ve already started getting ready, from your selection of stylish boat shoes to your choice of a classic men’s polo and now, an all-important pair of the best shorts for men, period.

You very well might recognize the Buck Mason Deck Shorts above, but the latest and greatest from the California retailer demands your attention yet again as we talk about the best shorts to buy this summer (and beyond). With a sleek 6-inch cut that’s flattering on a variety of frames — my 6’2″ frame very much included, for those who prefer a shorter inseam — these shorts live up to their billing in matters of performance and rugged versatility.

And about the versatility of your new favorite everyday men’s shorts: Buck Mason calls its fan-favorite Deck Shorts “hybrid, do-it-all shorts with a touch of stretch and durable water-repellent coating,” and what’s even more impressive is that the Buck Mason Deck Shorts maintain the same overall cut and general feel as a classic pair of chino shorts, all the while delivering more dependability via a cotton-poly blend.

The snap closure falls right in line with your current favorite pair of shorts, but the Buck Mason Deck Shorts deliver a garment-washed finish and tailored fit in addition to their tailored, crisp specs.

Meanwhile, a drawcord waist keeps things clean and sharp throughout, whether you wear the Buck Mason Deck Shorts with a timeless cotton pique polo or with an expertly crafted cotton pocket T-shirt (both of which Buck Mason happens to make!).And in effortlessly stylish colors like Faded Black or a wear-with-anything Warm Natural, I’d be willing to bet there’s a stylish shade of these men’s hybrid shorts you can wear with just about any piece of gear in your wardrobe.

Whether your next seasonal excursion takes you out on the trail and back to a campsite, or simply around the corner to your local neighborhood bar, rest easy knowing you’ve got the right pair of shorts for the job at hand via the Buck Mason Deck Shorts, my friends.

Style Pick of the Week: Billy Reid Suede Harrington Jacket -A Luxe Take on an Outerwear Essential

For as much as our weekly Style Pick entry is about finding a versatile favorite at an agreeable price, it’s sometimes nice to keep your wardrobe guessing, or at least lean into a bit more aspirational of a selection, particularly when that aspirational menswear takes a hard-earned favorite like the Harrington jacket and dials things up a notch (or 10).

Originally developed in Britain with features like a classic stand-up collar and lightweight yet sturdy fabrication to keep out the rain and wind, the Harrington jacket was made famous Stateside by the likes of style icon Steve McQueen, among others (my Fatherly guide to the Harrington jacket gives you a full crash course on the style, as it were).

is now redone to great effect by award-winning designer Billy Reid — just in time to slot in alongside your other spring style essentials with luxury in mind. Plenty of luxury, at that — one of the coolest new men’s jackets for spring just hit the Billy Reid New Arrival section, I’d say, and you’re going to have a heck of a lot of fun dreaming about wearing the Billy Reid Suede Harrington Jacket, I’m willing to bet.

You see, the luxurious and elegant Billy Reid Suede Harrington Jacket, fashioned from 100 percent goat suede, features all the design trappings of the iconic Harrington jacket, including its stand-up collar and raglan sleeve construction for greater ease of movement (and easygoing layering atop an Oxford shirt, a linen buttondown, one of Billy Reid’s famed Pensacola Polos or else just a laidback pocket tee).

The Billy Reid Suede Harrington Jacket features a cut that should hit just above the waist — pay attention to Billy Reid’s sizing guide — while classic Billy Reid touches like brass hardware offer an elevated touch. Side slant hip pockets are another useful touch for stowing your everyday carry essentials, while a lightweight cotton lining gives this stylish men’s spring jacket some structure.

Its Dark Spanish Moss suede is especially appealing whether worn alongside light khaki chinos, dark blue jeans, light wash selvedge denim or even grey linen shorts and tan leather loafers, and the style points pick up serious steam from there.

Yes indeed, among all the enviable jackets you might wear or splurge on this spring, I’d say the handsome Billy Reid Suede Harrington Jacket just might be the best of ’em all as far as elevated yet easy-to-wear style is concerned — simply throw this one on over a black cotton tee alongside blue jeans, lace up some white leather sneakers and get ready for the compliments to roll in.