Hi, I’m Hakan. With over a decade styling men’s wardrobes across cities and coastlines, I’ve curated 18 vacation outfits that blend style, comfort and packability. These looks suit beach escapes, city breaks, resort stays and active adventures — from linen separates and lightweight shirts to smart-casual evening looks. My approach focuses on versatile pieces, breathable fabrics, a cohesive color palette and footwear that travels well. In this post I’ll show outfits built around neutral anchors with a few statement items to keep photos and evenings interesting. I’ll also share practical tips: choose wrinkle-resistant fabrics, prioritize layers for unpredictable climates, limit shoes to two or three pairs, and roll garments to save space. Whether you’re packing carry-on only or planning a multi-destination trip, these 18 outfit ideas will help you look sharp, feel comfortable and make smarter packing choices.
Smart-Casual Summer Linen Outfit: Striped Shirt, Tailored Shorts & Loafers
Perfect for warm-weather smart-casual scenarios — resort dinners, city brunches, boardwalk strolls — this look pairs a lightweight blue-and-white striped button-down with cream linen shorts and brown leather loafers. Styling tips: wear the shirt slightly untucked or half-tucked for relaxed polish, roll sleeves once for proportion, and add a straw fedora and classic sunglasses to elevate sun-ready outfits. Fit guidelines: choose a shirt that sits close to the shoulders with a slightly tapered torso—not skin-tight—so it can be worn tucked or untucked; sleeves should reach the wrist when down. Shorts should hit just above the knee (about 4–6 inseam depending on height), with a flat front and comfortable waistband that allows one finger of ease. Color coordination: cool blue stripes pair seamlessly with warm neutrals — cream or beige shorts and cognac or chestnut loafers; match leather accessories (belt, watch strap) to shoes. To recreate: source a lightweight linen or linen-cotton blend striped shirt, tailored cream linen shorts, brown leather tassel or penny loafers, straw hat, and tortoiseshell sunglasses. Keep socks invisible or wear no-show liners for a modern finish.
Resort Casual: Red Floral Camp Shirt with White Shorts & Suede Loafers
This look is ideal for warm-weather, resort and poolside settings — think vacation days, casual brunches, or summer parties. The bold red floral camp-collar shirt creates a focal point; keep the rest simple. Styling tips: leave the shirt untucked with the top two buttons undone for a relaxed silhouette, or try a light half-tuck to add structure. Roll sleeves once to expose more of the forearm. Fit guidelines: choose a shirt that sits close at the shoulders and skims the torso without billowing; sleeve length should hit mid‑bicep. Shorts should be tailored with a 5–7 inseam that ends above the knee and allow movement without excess fabric. Color coordination: pair the vivid print with neutral bottoms (white, sand or light khaki) and warm‑tone accessories — brown suede loafers or leather sandals and a tan belt. How to recreate: source a linen or viscose camp shirt in a floral print, white chino or linen shorts, classic tortoise sunglasses and suede loafers. Finish with a simple watch and minimal bracelets; opt for breathable fabrics and a size that balances comfort with a modern, clean silhouette.
Coastal Smart-Casual: Linen-Striped Shirt with White Tailored Shorts and Tan Loafers
This look is ideal for warm-weather weekends, resort dining, coastal city strolls, or a smart-casual daytime date. Start with a lightweight linen or cotton-linen long-sleeve shirt in a subtle blue stripe — wear it slightly unbuttoned with the sleeves casually rolled for a relaxed yet intentional vibe. Pair with white tailored shorts that sit at mid-thigh or just above the knee; a pleated front gives movement and a more refined silhouette. Finish with tan leather loafers or drivers and tortoiseshell sunglasses for a polished, sun-ready aesthetic. Fit tips: choose a shirt with a natural shoulder seam and a slim-but-not-tight body so it skims without clinging; the shorts should be mid-rise and gently tapered through the leg to avoid bulk. Color coordination: the light-blue/white base keeps the palette fresh; add warm neutrals (tan, camel, gold) in shoes and accessories to ground the outfit. To recreate: source breathable fabrics, a striped linen shirt, white tailored shorts, tan loafers, slim leather belt (optional), a minimalist watch, and sunglasses—balance relaxed styling with clean, proportionate fits.
Smart Coastal Summer: Linen Shirt, Tailored Chino Shorts & Tan Loafers
This is a versatile, smart-casual summer look perfect for coastal weekends, resort travel, daytime dates, and summer brunches. Choose a lightweight chambray or linen button‑down with a slim but comfortable fit—shoulders aligned and the body tapered without pulling at the buttons. Roll the sleeves once or twice for a relaxed, intentional feel. Pair with tailored cotton or linen-blend shorts that hit mid-thigh to just above the knee (roughly a 5–7
Smart-Casual Summer: Blue Floral Shirt with White Chinos & Brown Loafers
Perfect for daytime summer events—resort lunches, smart-casual dates, or weekend city strolls—this outfit balances a bold print with clean tailoring. Styling tips: opt for a short-sleeve or lightweight linen-cotton floral shirt and leave the top one or two buttons undone for a relaxed vibe; half-tuck the front to define the waist without looking sloppy. Fit guidelines: choose a shirt that sits close to the shoulders and skims the torso (not clingy), and pick mid-rise chinos in a slim-straight cut with a slight roll or cropped hem to show a bit of ankle. Color coordination: anchor the look with neutral white or cream trousers and warm brown leather accessories—belt, loafers and watch strap—to complement the blue tones in the print. How to recreate: start with a breathable navy floral shirt, add off-white chinos, a medium-brown leather belt and penny or tassel loafers. Finish with round sunglasses and a minimalist watch. For cooler evenings, layer a lightweight unstructured navy blazer or a cotton overshirt to keep the relaxed, polished feel.
Smart Casual Summer: Printed Linen-Blend Shirt with Tailored Chino Shorts
This look is ideal for warm-weather occasions — think resort dinners, daytime dates, summer parties or smart-casual city outings. The patterned, linen-blend camp shirt keeps things relaxed while the tailored, high-waist shorts lend structure for a polished finish. Styling tips: roll the sleeves once to mid-bicep, leave one or two top buttons open for a relaxed collar line, and consider a slight front tuck or half-tuck to define the waist. Fit guidelines: the shirt should be slightly relaxed (not oversized) with shoulder seams aligned to the shoulders; the shorts should be slim through the seat and thigh, ending a few inches above the knee to elongate the leg. For color coordination, balance the printed top with solid, neutral bottoms — creams, sand, and light khaki work best; match leather accessories (belt and loafers or sandals) in warm tan or cognac and keep metal accents in warm gold tones. To recreate: source a short-sleeve camp or Cuban-collar linen shirt in a soft print, paired with pleated or flat-front cream shorts, a leather belt, suede loafers or clean white sneakers, classic sunglasses and a minimalist watch.
Casual Tropical Look: Printed Cuban Shirt, Chino Shorts & Leather Loafers
Perfect for resort wear, summer dates, or a stylish city stroll, this relaxed tropical outfit balances comfort and polish. Opt for a short-sleeve Cuban/camp shirt in a lightweight linen-cotton blend — leave the top two buttons undone for an easy, modern vibe and a partially untucked hem for relaxed structure. Pair with slim but not tight chino shorts that hit mid-thigh to just above the knee (aim for a 5–7 inseam depending on height) so the proportions remain clean. Color-coordinate by picking one muted tone from the printed shirt (warm tan, olive or rust) and matching leather accessories — belt and loafers or espadrilles — in a similar brown. Keep accessories minimal: tortoiseshell sunglasses, a simple watch, and one or two thin necklaces or bracelets. Fit guidelines: shoulder seams should sit at the edge of the shoulder, sleeves finish mid-bicep, and shorts should allow movement without excess fabric around the seat. To recreate: choose a patterned shirt with a muted palette, beige or light khaki shorts, brown leather belt and loafers, and finish with subtle metallic or leather accessories for a put-together summer look.
Resort-Casual: Rust Cuban Collar Shirt with White Linen Trousers for Men
This look is ideal for warm-weather travel, resort dinners, weekend city breaks or smart-casual garden parties. Start with a rust or terracotta camp-collar shirt in lightweight linen or linen-blend; leave the top two buttons undone and roll the sleeves once for a relaxed, confident feel. Pair it with high-rise, pleated white or cream linen trousers to balance the shirt’s relaxed cut—aim for a tailored waist and a roomy thigh that tapers subtly toward the ankle. Color coordination is intentionally simple: earthy rusts and tans on top, crisp neutrals below, and leather accents (tan belt, brown sunglasses, suede loafers or leather sandals) to ground the palette. Accessorize with a textured leather weekender, a minimalist watch, and round tortoiseshell sunglasses to reinforce the resort vibe. Fit guidelines: shoulders should sit squarely, shirt not billowing at the waist, trousers skimming the hip with one soft break or cropped length. To recreate: source breathable fabrics, choose small-scale prints on shirts, prioritize proportion over tightness, and keep accessories low-key and warm-toned for a refined yet effortless summer outfit.
Resort-Ready Smart Casual: Striped Shirt, Pleated Linen Trousers & Loafers
This polished resort-to-city look pairs a lightweight striped short-sleeve shirt with high-rise pleated linen trousers for a relaxed yet refined silhouette. Occasion suitability: ideal for summer travel, airport-to-dinner transitions, yacht evenings, or smart-casual daytime events. Styling tips: tuck the shirt to emphasize the waist, cuff the trousers once for a modern cropped length, roll sleeves slightly to show forearm for a casual edge, and keep accessories minimal — tortoiseshell sunglasses, a slim bracelet, and a structured leather weekender complete the jet-set vibe. Fit guidelines: the shirt should skim the torso without pulling at the chest; sleeves should hit mid-bicep. Trousers should sit at the natural waist with gentle pleats and a slight taper through the leg; hem to graze the top of the loafer with a single break or visible ankle when cuffed. Color coordination: stick to two-to-three warm neutrals — cream or sand trousers, brown leather accessories, and a striped shirt in muted rust, navy, or white. How to recreate: choose breathable fabrics (linen or cotton-linen blends), invest in tailored trouser hemming, select leather or suede loafers, and finish with a quality leather travel bag for an effortless, modern look.
Resort-Ready Mens Look: Floral Short-Sleeve Shirt, Cream Shorts & Brown Loafers
This outfit is ideal for resort days, summer parties, and smart-casual poolside outings. Start with a lightweight navy floral short-sleeve shirt in cotton or linen; wear it untucked or with a relaxed half-tuck for a modern, easygoing silhouette. Pair with cream or light‑khaki chino shorts that sit just above the knee (roughly a 4–6 inseam) — slim but not tight — to keep proportions balanced with the roomier shirt. Brown leather loafers or leather espadrilles ground the look; go sockless or use no‑show liners in warm weather. For accessories choose tortoiseshell sunglasses, a simple leather-banded watch, and minimal bracelets to maintain a refined yet relaxed vibe. Color coordination: let the floral shirt be the focal point and keep bottoms and accessories in neutral tones (cream, tan, brown) to avoid clashing. To recreate: source a breathable floral camp-collar shirt, tailored cream shorts, brown leather loafers, and finish with complementary accessories. For cooler evenings, add an unstructured navy or light‑beige linen blazer to elevate the outfit without losing its laid-back character.
Mens Resort Casual: Pink Floral Camp Shirt with White Shorts
This look is ideal for resort days, poolside cocktails, weekend getaways, or a casual summer brunch. Start with a lightweight pink floral camp or Cuban-collar shirt in linen or a linen-cotton blend and pair it with tailored white shorts for a crisp, modern silhouette. Styling tips: leave the top one or two buttons undone, consider a half-tuck or untucked relaxed front, and roll the sleeves slightly for an effortless vibe. Accessorize sparingly — aviator sunglasses, a leather-strap watch, and simple beaded or metal bracelets keep the outfit polished without competing with the print. Fit guidelines: choose a shirt that sits at the shoulder (not oversized), with sleeves hitting mid-bicep; shorts should be slim through the thigh with a 3–7 inch inseam depending on preference, hemmed above the knee for a contemporary look. Color coordination: let the floral print be the focal point — balance it with neutrals like white, tan, navy, or light denim. To recreate: source a pastel floral camp shirt, white chinos or linen shorts, white canvas sneakers or tan espadrilles/sandals, and finish with minimal accessories and a lightweight blazer if evening plans call for it.
Summer Smart-Casual: Printed Shirt with White Shorts & Leather Loafers
This outfit is a modern summer smart-casual look ideal for daytime dates, coastal dinners, weekend travel, or city strolls. Start with a short-sleeve patterned shirt in a lightweight cotton or linen blend—choose a tailored or slim-regular cut that skims the torso without pulling at the buttons. Pair with mid-rise white chinos or cotton shorts that hit just above the knee (roughly a 5–7 inseam) to keep proportions balanced. Brown leather loafers and a matching watch or bracelet ground the outfit; wear no-show socks for a cleaner summer aesthetic. Color coordination: let the dark, graphic shirt be the focal point and keep the bottom neutral (white, beige, or light khaki). Accessorize with tortoiseshell or matte sunglasses and a simple belt only if tucking in. To recreate: choose a breathable patterned shirt, slim white shorts, brown leather loafers, and minimalist accessories. Fit tips: avoid oversized shirts or baggy shorts — maintain a tapered silhouette. For slightly dressier settings swap the shorts for slim chinos and add a lightweight unstructured blazer.
Smart-Casual Tropical Shirt with White Chinos — Mens Summer Style
Perfect for warm-weather smart-casual occasions—resort dinners, weekend brunches, city strolls, or casual Friday at the office—this look pairs a short-sleeve tropical-print shirt with crisp white chinos for an effortless, polished vibe. Styling tips: tuck the shirt into mid-rise chinos and add a slim leather belt to define the waist; leave the top one button undone for a relaxed collar line. Choose loafers or leather slip-ons in brown to ground the palette and wear no-show socks for a modern finish. Fit guidelines: the shirt should skim the torso without pulling across the chest; sleeves should end mid-bicep; chinos work best in a slim-straight cut with a slight break or cropped to sit above the ankle. Color coordination: keep the print’s blue/teal tones as the focal point, use white as a clean neutral base, and echo warm brown accessories to balance the cool palette. To recreate: pick a lightweight cotton or linen-cotton print shirt, white stretch chinos, a brown leather belt and loafers, minimalist watch and sunglasses. Optional: add an unstructured navy blazer for cooler evenings.
Resort-Ready Floral Shirt & White Chinos — Smart Casual Summer Outfit
Perfect for resort days, summer parties and relaxed smart-casual outings, this look pairs a short-sleeve floral shirt with white chinos and brown leather loafers for an effortlessly refined vibe. Keep the shirt in a breathable cotton-linen blend and wear it untucked with the top one or two buttons undone to maintain a relaxed silhouette. Opt for a shirt that fits close at the shoulders and chest without pulling; sleeves should hit mid-bicep. Choose slim, tapered white chinos cropped or cuffed to show a little ankle — a 1–2 inch break is ideal — which balances the fuller print on top. Ground the outfit with brown leather loafers (no-show socks) and match metal accessories to the shoe tone: a silver or warm-toned watch and a simple leather bracelet work well. Color-coordinate by picking one or two subdued shades from the floral print (warm reds, olive or beige) and keep other pieces neutral to avoid competing patterns. To recreate: buy a mid-scale floral short sleeve, slim white chinos, brown penny loafers, classic sunglasses and a minimalist watch; add a lightweight unstructured blazer or denim jacket for cooler evenings.
Smart-Casual Beach Look — Striped Linen Shirt, Tailored Shorts & Leather Loafers
This is a clean, modern resort-to-street outfit ideal for beachside lunches, summer city weekends, or casual seaside dinners. Start with a lightweight striped linen or cotton-linen shirt in a slim-but-not-skinny cut; wear it slightly unbuttoned for a relaxed vibe and roll the sleeves once or twice. Pair with tailored white or off-white chino shorts (5–7” inseam) that sit comfortably at mid-thigh and have a flat front for a neater silhouette. Keep accessories minimal: a tan leather belt matching brown leather or suede loafers, classic sunglasses, and a simple wristwatch or leather bracelet. Color coordination is straightforward — let the red/white stripe be the focal point and balance it with neutral bottoms and warm leather tones. To recreate: choose breathable fabrics, ensure the shirt skims the torso without billowing, and the shorts have a slight taper. Finish with no-show socks or barefoot loafers for summer comfort. Alternatives include swapping the shirt for a chambray or polo and the loafers for espadrilles for a more casual day look.
Casual Summer: Linen Floral Camp Shirt with Khaki Shorts
Perfect for weekend getaways, resort days, or relaxed summer gatherings, this casual ensemble centers on a beige floral linen camp shirt paired with neutral khaki shorts. Keep the shirt slightly relaxed but not baggy—shoulder seams should sit at the edge of the shoulder and sleeves hitting mid-bicep—leave the top one or two buttons undone or try a half-tuck for a modern, laid-back silhouette. Shorts should sit at the natural waist with a tailored cut, around a 5–7 inseam or ending just above the knee to maintain balanced proportions. Color coordination favors warm neutrals, muted greens, and soft rust tones that echo the shirt’s print; add tortoiseshell sunglasses, a leather-strap watch, and one or two beaded bracelets for texture. Footwear options include white leather sneakers, suede espadrilles, or minimal leather sandals depending on how casual you want to be. To recreate: choose a linen or linen-cotton camp collar shirt in cream/beige floral, pair with slim-but-roomy khaki or stone shorts, add understated accessories, and keep grooming natural. Care: gentle wash and light press while damp to retain linen’s relaxed drape.
Resort-Ready Linen Look: Coral Shirt with White Trousers and Brown Loafers
This outfit is ideal for summer smart-casual occasions — think beachside dinners, resort evenings, daytime parties, or a stylish vacation stroll. The lightweight coral linen shirt paired with crisp white trousers reads relaxed yet refined. Styling tips: leave the top two buttons undone and roll sleeves to mid-forearm for an effortless, intentional vibe; add simple gold jewelry and classic sunglasses for a polished finishing touch. Fit guidelines: choose a shirt that skims the shoulders without pulling across the chest and a trouser with a tailored seat and slight taper through the leg; aim for a cropped or 1–2” break above the shoe to maintain a modern silhouette. Color coordination: warm coral contrasts cleanly with bright white, while tan or cognac leather shoes and minimal gold accents ground the palette. How to recreate: start with a coral or salmon linen shirt (or a linen blend for less wrinkling), tuck into high-rise white chinos or linen trousers with subtle pleats, add tan leather loafers or boat shoes, a slim leather belt if needed, and simple accessories. Keep fabrics breathable and cut tailored for comfort and style.
Resort-Ready: Floral Camp Shirt with Cream Pleated Trousers & Brown Loafers
This outfit works best for warm-weather smart-casual occasions — think weekend brunches, coastal strolls, resort dinners or a relaxed date night. The patterned camp-collar shirt keeps the look approachable; pairing it with high-rise cream pleated trousers elevates it to polished-casual. Styling tips: lightly roll the shirt sleeves, tuck the shirt fully to emphasize the waistline, and go sockless or with no-show socks to keep the loafers clean and modern. Add a simple gold-toned watch and tortoiseshell sunglasses for finishing touches. Fit guidelines: choose a shirt with a relaxed but not boxy cut (shoulder seams sit on the shoulder, sleeves hit mid-bicep), and have trousers tailored at the waist with a gentle taper through the leg — hem them to about a half-inch break or just above the ankle to suit loafers. Color coordination: cool blue and white prints pair naturally with warm cream trousers; dark brown leather shoes and a matching belt or woven strap add grounding contrast. To recreate: source a lightweight linen-cotton camp shirt, breathable cream pleated trousers, brown leather loafers, and minimal accessories; finalize with minor tailoring for a crisp, modern silhouette.
As a stylist who’s packed wardrobes for beach villas, European city breaks and tropical island hops, my final advice is simple: build a compact capsule around quality basics and one or two statement pieces. Stick to breathable fabrics (linen, lightweight cotton, technical blends), a neutral color base, and mix in tonal accents for photos and evenings. Limit shoes to three pairs (versatile sneakers, dress shoes or loafers, and sandals), and prioritize multi-use items—swap the same chino between daytime and dinner looks. Pack using rolling and compression for space, keep a mini-laundry kit for quick refreshes, and pre-plan outfits per day to avoid overpacking. Try key combinations at home so you know what works and feels right. Use the 18 curated looks here as a template: adapt them to your climate and activities, and you’ll travel lighter, look better and enjoy your vacation more. — Hakan
