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Summer Dresses + the Designer Pieces to Match

Purple Star emoji 17 items
Three edits in one: resort caftans and maxis for every vacation itinerary (Poupette St Barth, Oseree, FARM Rio, LE BOP), statement occasion dresses worth arriving in ( LUXE embellishment, ARRANGE sequin midaxi, Cleobella), and under-$300 designer pie...
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Holiday & Resort Dresses

Holiday & Resort Dresses that just work — the kind you'll actually reach for.

 
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The Saint Barth brand that makes every beach destination feel like a fashion moment. This caftan in a sari-inspired print has effortless resort energy that photographs well and reads more like a…
Poupette St Barth Sol Caftan | Shopbop
 
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The bow on Sister Jane pieces never feels fussy — it feels intentional. This lilac stripe tiered maxi has a romantic, almost whimsical quality that reads elevated the moment you put it on. Very…
Sister Jane Wave tripe bow detail tiered skirt maxi dress in lilac stripes | ASOS
 
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Oseree does swimwear that crosses into actual fashion — this stones-embellished caftan bridges your beach look and your dinner reservation. The sparkle is subtle rather than over-the-top, which is…
Oseree Lumiere Stones Caftan | Shopbop
 
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Weekday keeps getting better. This asymmetric maxi in black zebra hits the rare mark of being pattern-forward without being loud — wear it to the museum, the beach, or anywhere. At $87 you will…
Weekday asymmetric maxi dress in black zebra print | ASOS
 
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A maxi that travels beautifully — no wrinkles, no drama. The Camille has relaxed elegance that makes you look like you have been doing this vacation thing for years. It is the dress you pack first…
LE BOP Camille Maxi Dress | Shopbop
 
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FARM Rio makes the kind of dresses that feel like summer distilled. This belted off-white maxi has a festive, just-flew-in-from-Rio energy — dressed up but not stiff, with the belt providing shape…
FARM Rio Manoela Off White Sleeveless Belt Maxi Dress | Shopbop

Statement Occasion Picks

Statement Occasion Picks that just work — the kind you'll actually reach for.

 
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The 3D butterflies and hearts on this ASOS LUXE mini have full fashion-moment energy without trying too hard. Sage and blush together reads elegant rather than girly. This is the dress you wear when…
ASOS LUXE mini dress with butterfly and heart embellishment in sage and blush | ASOS
 
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Cleobella does boho-elevated better than almost anyone. The Shelly has a long, fluid quality that reads pulled-together at warm-weather occasions — a summer wedding, a rooftop dinner, a garden party…
Cleobella Shelly Dress | Shopbop
 
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That ice blue is doing something special. The paillette sequins on this ARRANGE midaxi catch light in a way that feels cinematic rather than disco-ball, and the full skirt gives it a formality that…
ARRANGE paillette sequin embellished square neck full skirt midaxi dress in ice blue
 
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DL1961 is known for denim, so when they do a dress, it means something. The Montauk has a clean sleeveless silhouette that transitions effortlessly from daytime to evening — the kind of dress that…
DL1961 Montauk Dress | Shopbop
 
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Sister Jane's Indigo mini photographs ten times better than the price point suggests. The navy floral with puff sleeves has a retro-romantic quality — show your friends before you leave the house and…
Dream Sister Jane embellished Indigo puff sleeve mini dress in navy floral | ASOS
 
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The light green makes this feel fresh and unexpected in a category full of black and blush. The all-over beading is dense enough to read luxurious but light enough to dance in. A very practical party…
ASOS DESIGN scoop neck mini dress with shaped hem and all over beaded embellishment in Light Green | ASOS

Designer Pieces Under

My current designer pieces under picks — polished, but make it effortless.

 
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Simon Miller's Beep Beep skirt has developed a following for good reason — the silhouette is both retro and completely of-the-moment. This is the piece you build an outfit around, not the one you…
Simon Miller Beep Beep Mini Skirt | Neutrals | FARFETCH
 
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Ganni's banana print tank makes your whole wardrobe feel more interesting. It pairs with everything — wide-leg trousers, denim shorts, tucked into a midi skirt. At $140, it is priced like an…
GANNI banana-print Tank Top | White | FARFETCH
 
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Marine Serre's moon print has become one of the most recognizable marks in fashion right now — wearing it says you are paying attention. Style these jersey mini shorts with the matching top for a…
Marine Serre moon-print Jersey Mini Shorts | White | FARFETCH
 
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An Adidas jacket from Farfetch hits differently than one from a sports retailer — this one is for the person who dresses up their athleisure. Logo-forward but genuinely polished. Throw it over a slip…
Adidas logo-detail Jacket | Yellow | FARFETCH
 
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A $105 Diesel tee sounds like a lot until you put it on and notice the weight and cut are genuinely different. This is the version of a basic that actually elevates everything else — tuck it into a…
Diesel Sv-T-Ele-Cher T-shirt | White | FARFETCH