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Vacation Night-Out Outfits: Everything I Pair with the "It" Heeled Flip-Flop
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items I was skeptical about the heeled flip-flop trend until I tried a pair on. Now I refuse to pack anything else for a vacation night out. They provide the perfect balance of a laid-back beach aesthetic and a sleek 90s minimalist evening look. Here are t...
Sections
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The Cult-Favorite Heels
Sleek Evening Dresses
Sophisticated Two-Piece Separates
Statement Evening Bags
Night-Out Jewelry & Finishes
The Cult-Favorite Heels
The absolute blueprint for this trend. The kitten heel is low enough that I can comfortably walk to dinner, and the thin straps are incredibly flattering.
TOTEME Sandals for Women | NET-A-PORTER
If you prefer a wedge over a thin heel, these are amazing. The chunky base gives a cool, modern edge to a flowing maxi dress.
Staud Simone Wedge Sandals
A great, highly comfortable option in a soft cream leather. They look stunning paired with monochromatic white or beige linen outfits.
Jeffrey Campbell Thong Wedge Sandal
Sleek Evening Dresses
The cutout details on this are gorgeous. The textured knit fabric flows beautifully over the body and looks incredibly striking paired with thong heels.
Cult Gaia Serita Knit Maxi Dress
A pure 90s dream. The silk bias cut moves beautifully when you walk, and the minimalist print pairs effortlessly with black kitten heels.
Realisation Par The 1996 Silk Slip Dress
The high neck in the front looks simple, but the open back with delicate tie details is stunning. It’s an instant favorite for sunset dinners.
Open Back Midi Dress
The poly-blend fabric doesn't wrinkle even a single bit in a packed bag. It holds you in nicely and has a gorgeous subtle sheen.
Norma Kamali Slinky To Knee Dress
Sophisticated Two-Piece Separates
I throw this oversized blazer over my shoulders when wearing a slip dress to add a bit of a sharp, modern contrast to the delicate silk.
Women's Blazers & Vests | Oversized, Cropped & Tailored | H&M US
The balloon silhouette is incredibly trendy right now. They cinch tight at the high waist and flare out, framing a thin heel perfectly.
Balloon Pants
A delicate, strapless silk top that looks incredibly chic paired with wide-leg trousers and a simple strappy sandal.
Silk Top
Wearing this as a top with matching black trousers creates a sleek, faux-jumpsuit look that feels highly styled for a night out.
Black Linen Halter Vest
Statement Evening Bags
The intricate beadwork adds the perfect amount of fun texture to an otherwise simple, monochromatic minimalist outfit.
STAUD Tommy Beaded Bag (Zebra or Minimalist Print)
The soft, knotted leather design is iconic. The neutral almond shade matches literally every single evening outfit I pack.
Bottega Veneta Mini Jodie
Night-Out Jewelry & Finishes
A heavy, polished bracelet that adds the perfect weight to your wrist when you aren't wearing a lot of other jewelry.
Lié Studio The Elly Bracelet
The absolute only reason my makeup survives humid vacation nights. It locks everything down without feeling tight or sticky.
Charlotte Tilbury Airbrush Flawless Setting Spray