Men's Health August 26, 2026 0 Comments

Unlock This Secret Labor Day Swim Trunk Deal Before Everyone Else Snags Them at Nearly 50% Off!

Ever find yourself staring at the calendar, realizing summer’s slipping through your fingers faster than a beach volleyball on a windy day? Yeah, me too. As Labor Day creeps closer, the rare chance to snag killer deals on swim trunks—like those legendary Bayberry Trunks from Fair Harbor—feels a bit like trying to catch the last wave before the shore calls it quits. But hey, why settle for just a few beach days when you can stock up now, save nearly 50% on Amazon, and be ready to dive back in fresh next season? These trunks aren’t just comfy—they’re a perfect blend of stretchy, supportive, and sharp-looking, and I’m telling you, $50 for a pair usually priced close to $90 is nothing short of a steal. So, whether you’re squeezing in one last hurrah or planning ahead, this deal’s got your back—and your swim game. Ready to upgrade your summer essentials? LEARN MORE

2 min read

Our best-tested swim trunks are almost 50% off on Amazon.
Fair Harbor’s Bayberry Trunks are soft, stretchy, and super supportive.
We recommend these shorts at almost $90—under $50 is a complete steal.

I FIND MYSELF in a similar predicament in the weeks leading up to Labor Day. It’s arguably the best time to shop for affordable summer styles—more specifically, swim trunks—but there aren’t many beach days left. Yet I end up making the same decision, like clockwork: grab what I can now, and keep it stocked away for next year. I always end up getting a few more beach days in the books in September, anyway.

Fair Harbor makes our all-time favorite swim trunks for men, the Bayberry Trunks, and they come out on top year in and year out in our annual trials. They’re supportive, super stretchy, and unbelievably comfy. They look pretty damn good, too. While they’re far from the most expensive swim trunks out there, they’re still a little pricey for some—$88, to be exact. Right around $50 is a lot more digestible, and that leads me to my next point: they’re just under $50 on Amazon right now. At least if you hurry.

Now 44% Off

Our style editor, Joseph Cheatham, has tested dozens of swim trunks (no small feat) and says the Bayberry Trunks somehow manage to impress him each and every time.

“I’ve tested more than 20 different pairs of swim trunks—everything from legacy surf brands to buzzy newcomers,” Cheatham explained. “But Fair Harbor’s have consistently exceeded my expectations. This pair nails that trifecta of being stylish, functional, and worth the price.”

I can attest. Since Cheatham’s glowing review; they’ve quickly become my go-to swim trunks. They hit the rare sweet spot of functional support without feeling restricted. I’m not a boardshorts guy, but I mostly hate liners (this goes double for gym shorts), so I often have trouble finding swim trunks to wear for more than a season. This liner is nonintrusive, and the shorts feel linerless. They’re so stretchy, you can probably even squat in them. I haven’t put this theory to the test—and probably never will—but this puts it into perspective.

The liner material also plays a huge role. It’s made of a proprietary BreezeKnit fabric, a knit blend that’s softer and less scratchy than traditional mesh. Cheatham describes it as feeling “more like a supportive pair of boxer briefs,” which is right on the nose. It’s almost like wearing your favorite underwear and most comfortable gym shorts to the beach—only a lot lighter, stretchier, and moisture-wicking.

We’re also huge fans of Fair Harbor’s The Anchor Shorts, and they’re a few bucks off, too; $62 is also a great price. We know we’re getting close to the end here, but Labor Day is right around the corner, and there’s time for one last hurrah—the summer season technically ends on September 22. Two-day shipping also helps. And considering it’s been a scorcher all summer on the East Coast, we think there will be plenty of beach days left in September. But there’s always next year.

Tim Kohut is the Deals and Trends Editor for Popular Mechanics, Men’s Health, Best Products, and Runner’s World. He has extensive product review and gear coverage expertise, particularly in tech, home, auto, and health. Tim was previously the Deputy Commerce Editor of The Drive and a Commerce Editor at BGR. He’s also overseen gear coverage and strategy at Popular Science, Bob Vila, Outdoor Life, and Field and Stream. He has a strong affinity for cats, Batman, and early 90’s Nicolas Cage films, in that order.