
There's no question about it—this particular sandal gives long shorts a very sophisticated look.
During the summer months, I prefer to keep my daily styling straightforward. This approach involves relying on simple outfit combinations that I can assemble in just a few minutes—no need for overthinking. While I often fall back on timeless options like jeans and a T-shirt or a flowy dress paired with Mary Janes, there's one outfit that I've repeatedly turned to this season that feels particularly fresh for 2025: Bermuda shorts paired with heeled flip-flops. Just as quick to put together as my usual favorites, this pairing feels slightly more sophisticated—refined enough to transition from relaxed afternoons to more polished settings.
Bermuda shorts, which hit at the knee or just below, provide a sleek alternative to the shorter styles we've favored in the past. Their tailored finish imparts a level of sophistication that makes them more comparable to pencil skirts than to cut-off shorts, giving off a polished vibe similar to structured skirts. On the other hand, heeled flip-flops add a playful touch. With their delicate straps and modest heel, they strike a balance between smart and casual, adding an effortless charm that complements the tailored nature of the shorts.
Recently, I noticed Hailey Bieber wearing this exact combination, reinforcing my view. She styled a cropped black tee with Bermuda shorts, a baseball cap, and notably, kitten-heel flip-flops, creating an outfit that felt both effortless and intentional. While trainers would have leaned too casual and ballet flats might have been overly conservative, her heeled flip-flops provided just the right amount of interest to elevate the entire look without being overwhelming.
It's not just Bieber; many of my favorite fashion influencers have also been seen wearing long shorts and heeled flip-flops in the past few weeks. Naturally, I'm inspired to emulate this trend and plan to embrace this look throughout the season.
Continue scrolling for the Bermuda shorts and heeled flip-flops that have caught my eye.
**SHOP BERMUDA SHORTS AND HEELED FLIP-FLOPS:**
- **H&M**
Linen-Blend Bermuda Shorts
Grab these while they're on sale.
- **ZARA**
Tortoiseshell Sandals
They appear much more luxurious than their actual price.
- **COS**
Tailored Linen-Blend Longline Shorts
This chocolate brown color is very easy to incorporate into a capsule wardrobe.
- **H&M**
Kitten-Heeled Sandals
Available in black and chocolate brown as well.
- **Mango**
Linen-Blend Suit Bermuda Shorts
Pair this with the matching vest or a simple tee.
- **Mint Velvet**
Betty Black Flip Flop Heels
Combine these with Bermuda shorts or a flowing dress.
- **Zara**
Belted Linen Blend Long Bermuda Shorts
The linen material ensures a light finish that keeps you comfortable during the peak of summer.
- **Anthropologie**
Toe-Strap Kitten Heels
Available in five additional colors.
- **Matteau**
Pleated Organic Cotton-Blend Twill Shorts
Style these with heeled flip-flops or pretty Mary Janes.
- **Reformation**
Sophie Heeled Sandal
Sleek, comfortable, and ideal for summer styling—the heeled flip-flop trend is just beginning.
- **Nili Lotan**
Erza Denim Shorts
These elegant shorts work well with a tidy button-down or tailored trousers.
- **ZARA**
Satin Kitten-Heel Sandals
The satin fabric gives these a refined look.















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There's no question about it—this particular sandal gives long shorts a very sophisticated look.
Bermuda shorts paired with heeled flip flops create a stylish summer combination that always appears fashionable. Explore our favorite styles available for purchase here.