29 Jun Summer Style Guide: Outfit Ideas for Every Occasion
Look cool, feel confident, and dress right – wherever summer takes you.
Summer brings spontaneity, sunshine, and a packed calendar – from boat days to rooftop dinners and everything in between. With rising temps and social plans heating up, building the right outfit isn’t just about style, it’s about combining comfort with confidence.
Here’s your go-to guide to summer outfits for different occasions. Whether you’re teeing off at noon or sipping Negronis at dusk, we’ve got you covered.
1. Beach Day or Pool Party
A day by the water doesn’t mean style has to take a backseat. Go for a coordinated swim look that transitions easily from beach chair to lunch spot. The goal is relaxed sophistication – something you can lounge in but still feel put-together when grabbing a bite or strolling the promenade. Stick to breezy, breathable fabrics and muted tones or subtle patterns that echo the laid-back vibe of the coast. This is resort wear done right.
Wear this:
- Patterned swim trunks (mid-thigh length for a modern fit)
- White linen short-sleeve shirt or T-shirt, worn open over a neutral tank or tee
- Canvas espadrilles or leather slides
Pair with: A straw fedora or a textured cap and a canvas tote bag (to keep the look polished and functional). Avoid gym slides and overly loud prints – think refined, not rowdy.
2. Boat Day or Sailing Trip
Think clean, coastal, and functional. The key here is breathable layers and a nautical colour palette – whites, navy, and soft blues. This look is perfect for seaside strolls, weekend getaways, or a relaxed lunch by the water. Prioritise comfort without sacrificing polish – every piece should feel easygoing but intentional.
Wear this:
- Stretch chino shorts in light beige or sand
- Performance polo in navy or white (look for moisture-wicking fabric)
- Boat shoes or minimalist trainers with rubber soles
Layer with: A quarter-zip lightweight pullover or windbreaker in case the breeze picks up. Keep everything sharp – tuck in the polo and throw on a slim leather strap watch for a preppy finish.
3. Golf Day or Country Club Afternoon
Whether you’re playing a full round or just hitting the 19th hole, go for a tailored athletic look. It’s smart to invest in golf pieces that perform and look sharp. The right outfit should move with you, keep you cool under pressure, and still look great in post-game photos. Prioritise clean lines, breathable fabrics, and a cohesive colour palette to keep things elevated, even on casual greens.
Wear this:
- Tailored chino shorts in navy, grey, or olive
- Performance polo in a soft pastel or subtle stripe
- White spikeless golf shoes or smart trainers
Style tip: Match your belt to your shoes, and avoid loud logos. A clean baseball cap and sleek sunglasses round off the look effortlessly.
4. Casual Brunch or City Day Out
Brunch is where style meets comfort. Aim for a smart-casual mix – well-fitted, clean, and a little playful with colour or texture. This is your chance to experiment subtly with patterns or soft hues while keeping the silhouette sharp. Think effortlessly polished, like you didn’t try too hard but still look put-together. Comfort is key, but details like a tucked-in shirt or rolled sleeves can make a big difference.
Wear this:
- Slim chinos in navy or black
- Oxford short-sleeve shirt in a pastel or micro print and T-shirt
- Low-profile trainers or suede loafers
- Sunglasses
- Hat
Optional layer: A cotton cardigan or overshirt tied over the shoulders adds structure (and practicality if the weather shifts).
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5. Backyard BBQ or Picnic
You’re outdoors, likely on grass, and sitting down a lot – comfort matters, but that doesn’t mean giving up on form. Think casual with a purpose: breathable fabrics, unfussy layers, and pieces that look good whether you’re lounging on a picnic blanket or joining a lawn game. The key is relaxed refinement – easygoing silhouettes that still feel intentional.
Wear this:
- Relaxed fit shorts in khaki or washed denim
- Cotton Henley or pocket tee in a summer tone like faded coral or light blue
- Loafers or leather sandals
Style tip: Skip distressed or overly athletic gear – you’re not at the gym or on a hike. A rugged canvas belt and rolled-up sleeves do wonders here.
6. Rooftop Drinks or Dinner Date
This is the moment to dial things up. A fitted, minimal look with sharp lines and premium fabrics goes a long way in evening light. As the sun sets, your outfit should reflect a sense of quiet confidence – refined, relaxed, and ready for wherever the night leads. Think date-night polish meets laid-back elegance. Keep accessories intentional and your grooming neat to pull the whole look together.
Wear this:
- Slim chinos in charcoal or navy
- Polo shirt in crisp white or pale blue, tucked in
- Suede loafers or derby shoes
Style Tip: A leather belt and a lightweight blazer if it’s breezy. Unbutton the top two buttons for an effortless, after-hours feel. Roll the sleeves, add a silver chain or cuff – this is your time.
7. Weekend Getaway or Travel Look
Style and comfort can coexist. The goal? Put-together and travel-ready, not sloppy. Whether you’re catching a train or heading out on a weekend trip, your outfit should feel effortless yet intentional. Think easy-to-move-in pieces that still signal you’ve got style. Neutral tones, quality fabrics, and smart accessories go a long way in making loungewear look luxe.
Wear this:
- Matching co-ord set (lightweight T-shirt and jogger shorts in a neutral tone)
- Light bomber jacket or zip hoodie in grey
- Slip-on trainers
Style tip: Avoid anything too tight or heavy – stretchy waistbands and soft cotton blends are key. Add a leather backpack or weekend bag to elevate the look.
8. Summer Wedding or Dressy Event
Don’t fear formalwear in summer. Stick to lightweight suits and classic tailoring, but keep it breathable. The trick is to balance elegance with ease – think structured, not stuffy. Natural fabrics like linen or seersucker help you stay cool while still looking sharp, and light colours reflect the sun and set a relaxed, seasonal tone. This is summer suiting at its finest: crisp, confident, and comfortable.
Wear this:
- Linen or seersucker suit in light grey, soft blue, or beige
- Short-sleeved dress shirt or open-collar shirt in white
- Loafers (no-show socks or sockless if dress code allows)
Style tip: Keep the accessories refined – pocket square over tie, polished shoes over glossy. Fit is everything here.
No matter the occasion, the secret to summer dressing is balance between comfort and structure, breathability and sharpness. Invest in quality basics, keep silhouettes tailored (not tight), and always know your setting.
With the right wardrobe pieces, you’ll be ready for anything this season brings – whether it’s a sailboat, a dinner date, or a spontaneous trip to the coast.
Currently studying Marketing. I love spending time reading books, savouring coffee, and exploring new places.
- Yelyzaveta Тymchenkohttps://www.menswearonline.co.uk/author/yelyzaveta-t/
- Yelyzaveta Тymchenkohttps://www.menswearonline.co.uk/author/yelyzaveta-t/
- Yelyzaveta Тymchenkohttps://www.menswearonline.co.uk/author/yelyzaveta-t/
- Yelyzaveta Тymchenkohttps://www.menswearonline.co.uk/author/yelyzaveta-t/
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