Summer is made for travel, sunshine, and effortless style. Whether you’re exploring coastal towns, sipping martinis at sunset, or capturing the perfect travel snapshot, these fifteen ready-to-wear looks—each centered on a standout piece—will keep you cool, camera-ready, and exuding that relaxed San Martini spirit.
Highlights
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Day-to-Night Styling: Versatile pieces you can dress up or down
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Capsule-Wardrobe Focus: Mix-and-match essentials for maximum outfits, minimal packing
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Key Summer Staples: Dresses, separates, and accessories for every occasion
1. Ralph Lauren Linen Short-Sleeve Shirtdress
Why It Matters: A shirtdress is the Swiss Army knife of summer wardrobes—effortlessly chic and endlessly adaptable. This linen version offers the perfect balance of structure and breathability.
Key Features:
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Crafted in 100% premium linen for a crisp yet relaxed drape
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Classic button-through front with a notch collar and hidden placket for a streamlined look
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Subtle side slits and a self-tie waist belt add shape when desired
How to Wear: Cinch with a woven leather belt for definition, slip on leather slide sandals, and layer delicate bracelets. Transition to evening by swapping in espadrilles heels and bold drop earrings.
Shop the Linen Short-Sleeve Shirtdress
2. Joah Brown Asymmetrical Button Mini Dress
Why It Matters: Summer nights often call for playful sophistication. The asymmetrical button detail creates visual intrigue, while luxe knit construction ensures a flattering fit that moves with you.
Key Features:
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Asymmetrical design that subtly accentuates the body’s natural curves
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Soft, ribbed, lightweight knit with stretch for comfort and style
How to Wear: Pair with metallic heeled sandals for a night out, and carry a compact crossbody. Add a statement cocktail ring and minimalist hoops to emphasize modern elegance.
Shop the Asymmetrical Button Mini Dress
3. Kenny Flowers The Jetset Resort Dress
Why It Matters: Vacation wardrobes need statement-making yet easy-to-wear pieces. This resort dress is cut from a 100% soft bamboo and is double-lined, marrying travel-friendly wrinkle resistance and comfort together.
Key Features:
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Adjustable tie at shoulders for customizable shape
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Stretchy, smocked back for a custom fit
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Flowy, tiered maxi dress bottom
How to Wear: Style with platform espadrilles and a raffia tote for daytime exploration. For dinner, add sleek leather slides and a cuff bracelet to elevate the look.
Shop The Jetset Resort Dress
4. Ralph Lauren Linen Drawstring Straight-Leg Pant
Why It Matters: Lightweight linen trousers are a vacation staple—airy enough for hot days, smart enough for an impromptu restaurant reservation.
Key Features:
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Elasticized waistband with drawstring for comfort and secure fit
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Full-length, straight-leg cut elongates the leg line
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Deep side seam pockets and is 100% linen
How to Wear: Pair with a tucked-in linen tank and slide sandals by day. For cocktail hour, switch to block-heel mules and add a silk scarf knotted at the neck, or even a crewneck sweat draped over the shoulders
Shop the Linen Drawstring Straight-Leg Pant
5. Kenny Flowers Nantucket Mini Resort Dress
Why It Matters: When you need a no-fuss but undeniably stylish piece, this mini dress checks every box—print, pockets, and a perfectly playful length.
Key Features:
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Lightweight rayon fabrication with a breezy silhouette for comfort
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Flattering waist and flowy skirt
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Stretchy smocked back and adjustable straps for fit customization
How to Wear: Team with thong sandals and a wide-brim straw hat for poolside chic.
Shop the Nantucket Mini Resort Dress
6. Ralph Lauren Distressed-Hem Denim Short
Why It Matters: Denim shorts remain a dependable summer go-to—distressed hems and vintage wash make them feel lived-in from day one.
Key Features:
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Mid-rise cut sits at the natural waist for balance
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Frayed raw-edge hem and light distressing for a relaxed vibe
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Classic five-pocket styling and belt loops for versatility
How to Wear: Combine with a graphic tee and sneakers for daytime roaming. Then switch to a tucked-in button down and heeled sandals for evening cocktails.
Shop the Distressed-Hem Denim Short
7. Ralph Lauren Linen Blazer
Why It Matters: Even the warmest nights can get breezy—an unlined linen blazer elevates any outfit without sacrificing breathability.
Key Features:
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100% linen shell with partial cotton lining at the back for comfort
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Single-button front and notch lapels for a classic silhouette
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Interior patch pockets to keep essentials close
How to Wear: Throw over a slip dress or camisole-and-shorts combo. Roll up sleeves to just below the elbow to keep it casual and showcase layered bracelets.
Shop the Linen Blazer
8. Ralph Lauren Oversize-Fit Striped Cotton Shirt
Why It Matters: Breton stripes transcend seasons. In a roomy fit, this piece doubles as a lightweight cover-up or a statement top with high-waisted skirts.
Key Features:
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100% cotton jersey with a relaxed, boxy cut
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Boat neckline and dropped shoulders for an effortless silhouette
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Side slits and a slightly longer back hem for coverage and style
How to Wear: Layer over a swimsuit with slide sandals for beach days. For city strolls, half-tuck into linen trousers and add loafers.
Shop the Oversize-Fit Striped Cotton Shirt
9. Joah Brown Barrel Pant in Desert Sage
Why It Matters: These luxe-knit pants are as soft as loungewear but tailored enough to wear out—perfect for in-flight comfort and vacation downtime.
Key Features:
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High-rise waistband and wide-leg cut for a flattering silhouette
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Sueded finish for a soft hand feel and subtle drape
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Elastic waist with drawstring for customizable fit
How to Wear: Pair with a fitted tank and platform sandals. Add a lightweight cardigan for cooler evenings, and accessorize with layered gold necklaces.
Shop the Barrel Pant – Desert Sage
10. Joah Brown Foldover Short in Natural Luxe Knit
Why It Matters: These shorts bridge the gap between athleisure and street style—soft enough to lounge, polished enough for errands or casual brunch.
Key Features:
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High-stretch knit with a foldover waistband for support
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Mid-thigh length offers coverage without bulk
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Moisture-wicking properties ideal for hot days
How to Wear: Style with an oversized tee knotted at the waist and chunky sneakers. For an elevated look, add a structured crossbody bag and aviator sunglasses.
Shop the Foldover Short – Natural Luxe Knit
11. Joah Brown Slouchy Slip Tee in White
Why It Matters: The slip tee offers the ease of a tank with the coverage of a tee—ideal for beach-to-bar transitions.
Key Features:
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Modal-viscose blend for a fluid drape and silky feel
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Drop shoulder design and relaxed body for casual comfort
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Extended back hem for added coverage
How to Wear: Tuck into high-waisted shorts or wear loose over a midi skirt. Layer under a lightweight blazer for an instant day-to-night upgrade.
Shop the Slouchy Slip Tee – White
12. Ralph Lauren Cable-Knit Cashmere Sweater
Why It Matters: Lightweight cashmere is a summer secret—warmth without weight, and a refined layer when air conditioning kicks in.
Key Features:
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100% Grade-A Mongolian cashmere for superior softness
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Timeless cable-knit pattern with ribbed cuffs and hem
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Slightly cropped length for pairing with high-waisted bottoms
How to Wear: Drape over shoulders as a chic accessory or wear alone with a floral maxi skirt and leather sandals.
Shop the Cable-Knit Cashmere Sweater
13. Kenny Flowers Crochet Daisy Cover-Up
Why It Matters: Hand-crocheted details add artisanal charm to beachwear—this cover-up protects from sun while showcasing your swimsuit underneath.
Key Features:
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100% cotton crochet with floral motifs and scalloped edges
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Drop-shoulder silhouette and side slits for ease of movement
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Semi-sheer construction perfect over bright swimwear
How to Wear: Combine with a bold one-piece and slide sandals. Accessorize with oversized sunglasses and a straw tote for a resort-ready ensemble.
Shop the Crochet Daisy Cover-Up
14. Ralph Lauren Logo-Flag French Terry Crewneck
Why It Matters: French terry is the understated sweat fabric—soft loopback inside, smooth outside. This crewneck bridges casual comfort with polished branding.
Key Features:
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Midweight French terry cotton blend for year-round wear
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Signature embroidered logo and stripe detail at the chest
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Relaxed fit with ribbed collar, cuffs, and hem
How to Wear: Pair with linen drawstring pants and sneakers for a laid-back coffee-run look. Knot at the hem for a cropped effect with high-waisted shorts.
Shop the Logo-Flag French Terry Crewneck
15. Joah Brown Second-Skin Legging & The Body Short
Why It Matters: Pre-workout or post-pool, these sueded-carob pieces form the perfect foundation for layering and movement.
Key Features:
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High-compression knit that sculpts without restriction
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Moisture-wicking, quick-dry fabric built for performance
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Flatlock seams minimize chafing during activity
How to Wear: Combine with a cropped tank and trainer sneakers for gym-to-brunch ease. Style under a sheer dress for surprising coverage and texture contrast.
Shop Second-Skin Legging – Sueded Carob
Shop The Body Short – Sueded Carob
Bonus Picks
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Bailey Wicker Wine Tote: Handwoven wicker with leather straps and internal insulated lining—ideal for alfresco wine tastings, beach picnics, or gift giving!
Shop the Bailey Wicker Wine Tote
(“Bailey Wicker Wine Tote.” Ralph Lauren) -
Summit Sunglass in Brushed Gold G15: Lightweight metal frame with gradient G15 lenses for superior clarity and UV protection—style that bridges performance and luxury.
Shop the Summit Sunglass – Brushed Gold G15
(“Summit Sunglass.” Aether Apparel) -
Apollo Sunglasses in Black/Brown Gradient: Italian acetate frame with bespoke gradient lenses—an editorial look that elevates any summer outfit.
Shop the Apollo Sunglasses – Black/Brown Gradient
(“Apollo Sunglasses.” Monokel Eyewear)
Why These Looks Work
By focusing on lightweight fabrics, versatile silhouettes, and mix-and-match pieces, you’ll create a capsule wardrobe that travels beautifully, takes you from day to night, and keeps you at the height of San Martini’s effortlessly chic summer style.