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Foolproof All-Inclusive Resort Outfits, According to Influencers

If your travel plans include an all-inclusive resort on a sun-soaked beach, we have two things to say. One: Please take us with you. Two: What are you going to wear? Putting together a suitcase full of pieces that transition seamlessly between the beach and the buffet, all while keeping you cool, making you look hot, and inspiring gushing comments on your Insta stories, is no easy feat—especially if you’re a member of #TeamCarryOn. So we turned to five of our favorite island influencers and asked them to use their sartorial savvy to put together five no-fail, all-inclusive-appropriate looks. Shoppers, start your engines...

Jetsetter-in-chief at JetSetSarahSarah Greaves-Gabbadon is a Miami-based travel writer and Caribbean expert who’s in the islands about three times a month. “This one-shoulder jumpsuit is a slam dunk for me. It’s knit jersey so it’s wrinkle-resistant, and so versatile. Rock it over your suit on the beach, on an excursion, or at dinner with fun statement earrings and this toucan clutch, which is big enough to hold your room key, lipstick, and phone (pretty much all you’ll need at an all-inclusive). Oversize sunnies punctuate the look, and the flatforms add height, comfort, and another playful pop of color.”

Founder and editor in chief of Women Who Live On Rocks, a global island life community, Chrissann Nickel has lived in the tropics for 14 years and says the only suits she wears are of the swim variety. “You can wear this wrinkle-resistant dress all day and still look fresh come dinnertime. The chunky-heeled sandal is daytime-comfy yet still works for evenings. And I can put all my beach essentials into the tote, but it won’t look out of place in a restaurant at dinner. Polarized sunglasses are a must to cut glare when you’re on the water, and the visor protects your face and rolls up for storage once the sun goes down.”

Known as The Traveling Island Girl, Riselle Celestina is a Sint Maarten-based travel writer whose blog offers advice and inspiration for solo female travelers. “I love mini dresses, and this one is sexy without being tight and allows me to show off my legs. The tasseled clutch and necklace add a boho-chic vibe and a pop of color. Sunglasses are a must-pack accessory, and this timeless mirrored aviator style really makes the outfit. Since heels and closed-toe shoes are a no-no on a beach vacation, I’d ground the whole look with rope sandals, which are versatile, cute, and comfy.”

Lebawit Lily Girma, of Sunshine and Stilettos, is a Caribbean-based travel journalist and photographer who frequently hops around the region for work. “The blouse is loose, allows you to show a bit of skin, and works perfectly with the shorts, which are easy to dress up or down with a different top. The tassel earrings and shimmery clutch say you’re ready for fun. And the transparent flats are perfect for the beach or for dancing the night away.”  

Crystal Van Denabeele, aka Castaway Crystal, blogs about the Caribbean with her husband, Ryan, on their website Caribbean Castaways. (You can also follow their Instagram account for major island inspo.) “The maxi dress works as a swim suit cover-up by day and is also dressy enough for dinner. The strappy sandals won’t take up a ton of room in your suitcase. The straw purse is big enough for your sunglasses and phone, and the crossbody strap keeps your hands free for important things…you know, like clutching your bottomless beverage. The gold earrings add a touch of class and the bandeau adds a pop of color that can be worn as a scarf, top, or head wrap.”

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