Headed somewhere warm? Whether it’s Tulum, the Amalfi Coast, or a long weekend in Palm Springs, your off-duty wardrobe deserves an upgrade. Today’s men’s vacation wear brands are bringing elevated style to summer escapes—with breathable linen, relaxed tailoring, bold prints, and just the right amount of flair. From embroidered resort shirts to breezy drawstring trousers and swim trunks you’ll actually want to be photographed in, these labels offer the essentials for looking sharp while staying cool. Here’s where to shop the best men’s vacation clothes in 2025, complete with average prices and editor-approved selects.
Vilebrequin Average Price $266
French and iconic, Vilebrequin has long defined luxury beachwear with its vibrant printed swim trunks and tailored resort shirts. Designed for men who want to stand out poolside, the brand blends playful color with sharp craftsmanship.
Eliou Average Price $
Better known for accessories, Eliou’s menswear is emerging as a bold, fashion-forward vacation option. Expect embroidered sets, artistic details, and silhouettes that lean playful but elevated—perfect for the style-conscious traveler.
Derek Rose Average Price $503
Tailored for the man who values softness and sophistication, Derek Rose is your go-to for breathable linen shirts, smart relaxed pants, and refined loungewear that works just as well in Santorini as it does on a Sunday morning.
Farm Rio Average Price $233
Tropical maximalism at its best—Farm Rio brings their signature prints to men’s shirts and shorts with vibrant energy. Ideal for destination dinners and statement photo ops.
Orlebar Brown Average Price $396
Orlebar Brown is the blueprint for tailored resortwear. With smart swim shorts and polo shirts crafted to fit like bespoke tailoring, it’s the definition of pool-to-party polish.
Dandy Del Mar Average Price $127
If Hemingway had a vacation wardrobe in 2025, it would be Dandy Del Mar. Think vintage charm, Cuban collars, and earthy palettes perfect for martinis by the ocean.
Bather Average Price $112
Toronto-based Bather nails the sweet spot between function and design, offering bold, graphic swim trunks and breezy camp shirts made for the modern traveler. With quick-dry fabrics, minimalist cuts, and beach club energy, it’s a top pick for stylish summer packing.
Camilla Average Price $737
Known for their prints, Camilla’s men’s collection leans bohemian jet-setter with luxurious fabrics and bold detailing. It’s a splurge, but a memorable one.
Desmond & Dempsey Average Price $175
Known for their elevated loungewear, Desmond & Dempsey’s boldly printed camp shirts and relaxed sets are vacation essentials. Their pieces channel laid-back luxury—perfect for resort cocktails, beach strolls, or just looking put together while doing absolutely nothing.
Todd Snyder Average Price $256
Todd Snyder delivers tailored vacation wear with a New York sensibility. From linen drawstring pants to polished polos and terry cloth cabana shirts, his designs feel upscale but approachable—perfect for the guy who wants to look sharp from JFK to Positano.
Reiss Average Price $270
Effortless, elevated, and always polished, Reiss is ideal for the refined vacationer. Think crisp linen shirts, sleek tailored shorts, and lightweight layers that transition seamlessly from daytime exploring to al fresco dinners.
Vacation style doesn’t have to mean sloppy tanks and sandals. The right pieces—like a tailored linen shirt, a Cuban-collared set, or a standout swim trunk—can carry you from beach to bar without missing a beat. Whether your vibe is retro Italian playboy or laid-back coastal minimalist, these men’s vacation brands have your next packing list covered. For even more resort-ready style, explore our full men’s vacation edit on Stylencyclopedia and discover brands worth traveling for.
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