Stylish Summer Getaway Outfits

As we all begin to breathe a collective sign of relief at a world slowing returning to normal, we cannot help but remind ourselves…June is the official month of the summer getaway.

Some folks are playing it slow, maybe planning on reconnecting with friends at a Beach BBQ, or family picnic. Others are singing a different tune at outdoor concerts or sipping up the good life in wine country.

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Wherever your plans take you, we’re here to show you how to look hot (but stay cool) with twelve of-the-moment, fun looks.


Gatherings are a go! Who doesn’t love the lowkey vibe of sitting around on blankets or benches in the open air and sharing a mouth-watering mix of potluck dishes made with love. Here’s three options that will keep you looking fashionable as you claim victory over horseshoes and hors d’oeuvres…


Look cute and stay comfy with drawstring shorts and a fun floral crop top. Add a little whimsical with some butterfly earrings and light-as-air, lace up sandals. Finally, a mini backpack keeps your valuables close at hand without dragging you down.

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Add some fire to your fit with this bright red, ruched mini shirt from Windsor and color punching slides from Beek. Keep it cool up top with a chic, billowy crop top, some awesome aviators from Knockaround and Rivka Friedman’s satin smooth gold hoops.

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Go fun and flirty with an easy-wearing babydoll dress, like this Plus size one from Lulus. Keep your world looking rosy with Dior’s ruby-tinted sunglasses and get a little wick-ed with a basket bottom tote from Pamela Munson and some woven earrings from Roller Rabbit. Last, give your tootsies a summertime upgrade with some crochet sandals, like these we found from Ninas.

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A little sand, a little sun, and a whole lotta barbeque sounds like a hell of a good way to kick off the summer of ’21. From wind-whisked maxis to sun-kissed short shorts, here are some great looks for sipping umbrella drinks while you throw another shrimp on the barbie…

Start with an ethereal tropical dress with a thigh-high split that will give you super model status as the water breezes playfully tease your skirt with every move. Keep your feet firm but fashionable with Jack Rogers’ fantastic flat. Super on-trend Pacific Palisades sunglasses by Knockaround will keep your peepers protected as you flash some gold, courtesy of Windsor’s Step Up the Glam necklace set. One last item to add, a just-right sized woven handbag, complete with adorb pom-poms.

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Be bright and bold as you glide your way through the sand, courtesy of Fendi’s Reflections sandal. Feel free to frolic in Windsor’s tropical print, ruched mini and Nicole Miller’s beautiful, billowy ruffle blouse. Finally, no blanket? No problem! Bring your own (no really, its got your name on it) with Baublebar’s newest line, The Alpha Throw. Keep it tucked at the ready in Sensi Studio’s generous sized tote.

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Checks in all shapes and shades are seriously having a moment. Grab yourself a well-tailored one, available in plus sizes such as this from Shein. It goes incredibly well with Universal Standard’s crisp white knot top. Speaking of knots, how charming are these knotted sandals from Camper? Give yourself a good sized tote to carry your wares with Marc Jacobs’ large version of “The Tote Bag”. Lastly, splurge on Gucci’s square sunglasses, as they are sure to be an investment piece for years to come.

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Planning a trip back to wine country with your squad? Warm, sunny walks in the vineyard while discovering your new fav vino is a great way to reconnect with your gal pals and enjoy a little exploring to boot. Just remember your hat, your checkbook and as always, your sense of adventure!

We love the major preppy vibes this look is giving off. From the Kooples’ knit polo, to NYDJ’s sharp white ankle jeans this fit just needs a jaunty fedora from Boston Proper, some delightful pearl & teddy bear earrings from Tous, a thick wedge sneaker from Puma and Bottega Veneta’s buttery handbag.

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The temperature may be melting hot but you’ll stay cool with Windsor’s large floppy woven hat and easy-fitting tie-dye maxi. Slip on some silky Grecian sandals and adorn your ears with something floral inspired. Don’t forget to bring a good-sized tote for carrying all your vineyard goodies.

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Channel a bit of Napa in your look, starting with an a-line sleeveless dress like ours from Boston Proper. Feast your feet into Sam Edelman’s bright blue thong heel while your lobes enjoy showing off your love of rosé. Mar Y Sol’s crave-worthy cross body easily holds everything you need as you wander through the grapes.

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Last year was a desert for outdoor concert events. Sure, many venues worked hard to try and create a feeling of atmosphere of intimacy with virtual concerts. If you are planning a return to visiting your favorite group, or looking to discover your next favorite group, just remember to check with the venues to confirm how you are expected to behave and what you are expected to bring. Here’s three concert-friendly outfits that should keep you in the beat…

You’ll have a romping good time in this fit. Windsor’s super stylish denim romper looks amazing when paired with their rainbow slides and some trendy gold necklaces. Our last suggestion is to keep some scrunchies handy for putting your hair up if things start getting steamy.

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Embrace your inner Boho beauty with some help from Windsor’s white and floaty babydoll dress. Keep the vibe going with Three Bird Nest’s handmade leather Boho necklace and Dansko’s oil tanned clog. And since the last thing you want to deal with is dancing while holding a bag, opt instead for a medium sized backpack like this enchanting one from Tous.

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Invite those cool breezes (rare though they may be) with a delicious combination of an airy, chiffon skirt and a cropped crochet top. Great fitting flatforms from Paloma Barcelo will keep you light on your feet and Amrita Singh’s bright and light jewelry pieces will have you dancing in no time. As always, don’t forget a place to stash your stuff. This mini backpack has quick access pockets in the front, and wide, comfortable straps that won’t dig into your open shoulders.

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