Resort Wear Style: How to Dress the Part for Your Next Escape

Perhaps you have heard of the term resort wear, but you’re still wondering what exactly it means? Simply put, resort wear is a curated collection of stylish pieces designed for warm-weather getaways in tropical destinations, upscale resorts, or luxury cruises.

When we go on vacation, we often pack outfits based on what we feel like wearing as tourists. But when you’re staying at five-star establishments, you don’t want to stand out for the wrong reasons or be the only one not dressing the part. Of course, there’s no strict rule that says you must blend in, but that’s the beauty of resort wear in 2025: you can still express your personality while keeping it chic and glamorous.

If you’re wondering how to dress the part for your next lavish resortcation, like the glamorous guests we love on HBO’s hit show The White Lotus, here are a few simple tips.

How Did Resort Wear Come About?

It’s fascinating to learn that resort vacations actually started at the dawn of the transportation revolution in the late 19th century. When people from different geographical locations and climates could escape to destinations of their choice, a growing number of legendary hotels began building new resorts by the sea, lakes, and even mountains, according to Classic Chicago Magazine.

This same notion also gave birth to resort wear, where guests donned different attires to suit their leisure activities, from bowling and sailing to dancing. This fashion movement diversified vacation clothing, making it looser, freer, and designed to stand out from the dazzling crowd.

By the 1920s, wealthy socialites and film stars had embraced this style, often featured in magazines, and the trend piqued public interest. Pioneer designers like Coco Chanel and Jean Patou then introduced “cruise wear,” focusing on lighter garments, vibrant colours, and relaxed silhouettes to cater to the growing demand.

Resort Wear for Women

The first official resort wear attire in the 1920s was the raved “Beach Pyjamas” look, featuring wide-legged, loose-fitting trousers paired with matching tops or tunics. Initially seen as rebellious, it gave women the comfort and freedom to lounge stylishly during vacations. Since then, resort wear has evolved, now encompassing lightweight, breathable fabrics, and breezy silhouettes.

For instance, during the day, pair linen pants with a button-up shirt, or if you’re at the beach, wear your swimsuit elegantly with a sarong or light cover-up. When evening comes, you can elevate your look with Zimmermann’s maxi dress or a one-piece jumpsuit for a breezy soirée.

No resort wear is complete without accessories. Finish your look with statement jewellery (dainty gold hoops, beaded bracelets, or shell-inspired pieces), wide-brimmed hats, oversized sunglasses, and, of course, dressy sandals. Always opt for a gorgeous woven tote bag or a sleek clutch from Roger Vivier to accompany you during your luxurious holiday.

Resort Wear for Men

What about men’s resort wear? The same styling applies, balancing casual daytime looks with dapper evening outfits. Think breezy linen shirts from Versace while you sip a cocktail by the pool, or for a casual yacht outing, opt for Gucci’s knitted polo paired with stylish shorts or neutral-coloured chinos. Complete your look with refined loafers from Italian iconic brand Brunello Cucinelli, a sleek pair of sunglasses, and a classic hat to exude effortless resort vibe.

For evening time, trade your casual look with more striking outfits: A crisp, long-sleeve collared shirt or a short-sleeve shirt under a casual jacket. Pair it with relaxed trousers or indigo-hued jeans, and complete the look with loafers from Tod’s or comfortable sneakers from Valentino for an effortlessly stylish getaway. 

Shop your perfect resort wear wardrobe today, exclusively at MAYFEYR.