When resort season comes round, it’s easy to default to old misshapen linen shirts, swim trunks, and worn-out sandals. But here’s the thing – your holiday style deserves the same attention as your everyday wardrobe.
Whether you’re heading to a tropical escape or a sleek coastal retreat, how you show up matters. Looking put-together doesn’t mean overpacking or overthinking – it’s about smart, intentional choices that make you feel like the best version of yourself.
So, ready to upgrade your resort look? Let’s talk about how to bring a fresh edge to your style without trying too hard.
Level Up Your Casual Looks
Holiday style should be effortless, but that doesn’t mean sloppy. The key is in the details – sharp cuts, quality fabrics, and layering that feels intentional. Instead of the usual baggy tee and board shorts, go for a relaxed Cuban-collar shirt paired with tailored swim trunks that can double as casual shorts. A light linen-blend button-down? It’s a game-changer when left open over a well-fitted tank.
A pair of breathable, drawstring linen or relaxed chinos instantly makes an outfit look more polished without sacrificing comfort. Toss on some casual sneakers, and suddenly, you’ve got a look that transitions from day to night with zero effort.
Casual Sneakers Are the MVP – Here’s Why
Sure, flip-flops are easy, but if you want to stand out while keeping things practical, casual sneakers are the way to go. A clean, neutral pair – think crisp white or earthy tones – pairs well with everything from swim trunks to dinner-ready outfits. They add a modern, refined touch to resort wear while keeping your feet comfortable for all-day exploring.
Try them with lightweight joggers and a breezy button-down for a travel-day fit that still looks sharp when you land. Or pair them with tailored shorts and a polo for an easy yet elevated daytime look.
Travelling with a partner? A matching pair of casual sneakers for women and men are matchy without being tryhard. The best part? They let you blend style with function – because no one wants to be that guy limping back to the hotel after a day of walking in flimsy sandals.
Accessories That Work (Without Trying Too Hard)
Resort season is all about keeping it light, and that goes for accessories, too. A good pair of sunglasses isn’t just practical – it sets the tone for your whole look. Go for classic aviators, wayfarers, or round metal frames to keep it timeless. A sleek leather bracelet or a minimal chain necklace? Just enough detail without going overboard.
When it comes to bags, ditch the bulky backpack and opt for a streamlined crossbody or a woven tote that works for both the beach and city strolls. The key is to keep everything functional but stylish – so you look sharp without looking like you’re trying too hard.
Swimwear That Actually Looks Good
Forget loud, childish prints or baggy board shorts that hang awkwardly. The right swimwear should fit well and complement your overall vibe. Think above-the-knee trunks in solid tones or subtle patterns – something that looks just as good at the beach bar as it does in the water. A darker colour or muted print keeps it sleek, and pairing it with a lightweight linen shirt instantly makes it feel more put together.
Patterns and Colors – Go Beyond the Basics
Resort season is the perfect time to break out of the usual black, white, and navy color scheme. Earthy shades like olive, terracotta, or deep mustard add warmth to your look, while muted tropical prints or geometric patterns keep things interesting without going overboard.
If you’re feeling bold, experiment with a patterned short-sleeve shirt – just keep the rest of your outfit toned down. The trick to making prints work is balance: if you’re rocking a statement piece, keep everything else clean and neutral.
Show Up Fresh, Not Forced
Upgrading your resort wardrobe doesn’t mean buying into every trend – it’s about refining what you already love with smarter choices. Stick to high-quality basics, mix in a few statement pieces, and rely on versatile essentials like casual sneakers to keep things effortlessly stylish. When you dress with intention, you look good without even trying – and that’s the kind of confidence that stands out anywhere you go.
