How to Style Bermuda Shorts on Vacation

There’s something about Bermuda shorts that feels both nostalgic and undeniably fresh. Once reserved for preppy dressing or tourist clichés, the tailored short has had a serious style glow-up. Bermuda shorts are the perfect mix of polish and comfort—making them ideal for travel days, long lunches, and spontaneous sunset cocktails. In this style guide, we’re breaking down four foolproof ways to wear Bermuda shorts on vacation—whether you're brunching by the coast or dancing after dark.

Lean into quiet luxury with a monochromatic look that’s both put-together and vacation-ready. Pairing pleated butter yellow Bermuda shorts with a matching vest creates a clean silhouette that channels understated elegance. A black woven bag, almond-shaped sunglasses, and mesh loafers in dark tones add contrast and texture, while a slim leather belt cinches the waist for subtle definition. This look is perfect for a sun-drenched brunch or boutique hopping in style.

Denim Bermuda shorts are a travel essential—but styling them makes all the difference. Pair them with a lightweight cashmere tee for a mix of softness and structure, then add personality with a studded belt and retro sneakers. A sculptural tan bag keeps things polished, while a sleek pendant necklace adds just enough shine. This outfit is built for a day of walking, snapping photos, and grabbing espresso in hidden alley cafés.

Who says shorts can't be dressy? Elevate your black Bermuda shorts with a silky paisley scarf top for a look that feels relaxed yet refined. A braided belt and strappy kitten heels bring in just the right amount of edge, while a woven clutch and gold jewelry keep things polished. It’s all about balancing soft, fluid textures with sharp tailoring—perfect for dinner under the stars or a nightcap by the sea.

Channel a minimalist, coastal chic aesthetic with crisp white Bermuda shorts and a classic oversized button-down shirt. This tonal look feels effortless yet thoughtful, especially when accessorized with a straw tote, dainty neck scarf, and barely-there black sandals. A mint leather belt introduces a gentle pop of color, nodding to the ocean hues around you. This look is ideal for lunch on the terrace, followed by a stroll on the pier or a dip in the sea.