Bra-Friendly Summer Dresses: 25+ Vacation-Ready Picks

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We realized that there is a serious need for bra-friendly dresses, whether for vacation (or just summer in general). Sure, a braless situation can be cute n’ liberating when it’s hot, but it isn’t always realistic – especially with a bigger bust.

What is a bra-friendly dress? Bra-friendly dresses include t-shirt dresses, shift dresses, shirt dresses, or v-neck dresses. Additional options include dresses with wider straps, and/or a neckline that’s designed with bras in mind. Additionally, some great dresses can be found that work with a pretty demi bra with straps that can – and should! – peek out.

So! I grabbed the prettiest strap-hiding options I could find and woah – there are lots that work with regular bras and nursing bras. And for those of you who don’t mind a pretty strap peeking through, I found a few bras that will add a little flair & intentionality to your shoulder situation:

The Best Bras (With Pretty Straps) For Wearing Under Tricky Sundresses

As I mentioned before, most of these dresses can be worn with whatever regular bra you usually wear. A few of them, however, would greatly benefit from a demi bra, or even just a bra with prettier straps (in black – black bras, meant to be seen, are almost always the move).

Tropical Dresses That Hide Straps

These colorful tropical vacation dresses are made to turn heads — and yes, you can wear a real bra with them. Bold prints, breezy silhouettes, and beachy vibes that channel every episode of White Lotus.

25 Summer Vacation Dresses You Can Wear With A Bra

1. A tee shirt dress like you’ve never seen before.

2. There’s just something about a palm print that will always feel rich.

3. For beach cover-up and beyond – this billowy maxi.

4. Best of both worlds = tropics AND stripes.

5. This one gives… the Hamptons X Mexico.


French Girl Dresses You Can Wear With A Regular Bra

These effortless summer dresses have major French girl energy — think linen, florals, and just the right amount of flirt. They’re the kind of pretty sundresses that work with regular bras, too.

Pretty Summer Dresses

1. Breezy, relaxed cotton & linen looks even better when floral.

2. OH my. This elegant beauty is my top pick.

3. For something a little flirty & fun – this shift.

4. Short n’ cute with some arm coverage, here.

5. This Deep Sea color speeeeaks to me.


Nautical Dresses (Regular-Bra Approved)

Stripes, terry, and sailor-inspired details make these nautical summer dresses perfect for coastal vacations or city boardwalks. Bonus: every one works with a bra. (Duhhh.)

25 Summer Vacation Dresses You Can Wear With A Bra

1. It’s the mix of the stripes for me.

2. Does it get easier than this one??

3. Self-proclaimed THE tee dress of the season. (And I agree.)

4. No stripes, but still nauti.

5. I think Terry is my summer love language.


Boho Dresses (That Don’t Need A Strapless Bra)

These boho-chic summer dresses are floaty, free-spirited, and surprisingly bra-friendly. From festival-ready embroidery to romantic details, they give major wanderlust vibes without skimping on comfort.

Pretty Summer Dresses

1. One question: Lavender Fog or Ivory??

2. A gorgeously unique print knows no bounds.

3. One that screams throw on and go!!!, here.

4. Yeah, I’ll take both please.

5. “Romantic and ethereal” is right.


City Girl Dresses To Wear With a Bra

City-ready summer dresses that work for rooftop drinks, hot sidewalks, or a weekend away. Structured, sophisticated — and secretly practical (as in: hides spills, and regular bra approved).

1. Um… this silhouette has me completely. blown. away.

2. YES to that perfectly-placed cutout.

3. If you wanna go knitted – THIS.

4. 100% European linen. ‘Nuff said.

5. Shana’s pick that I now want because of that ruching.

Xox, Abby (@abbycheeka on Instagram)

Heyyy Pinners…

Pretty Summer Dresses





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