I just got back from a short and sweet trip to Jamaica and all I have to say is wow. I was blown away by the friendliness on this island—the community could not have been more welcoming and the views were just unbelievable. My trip was short and sweet, just three days packed full of yummy food, the clearest water, and fun excursions.
Per usual I’m sharing all seven outfits I wore during my trip to Jamaica complete with links to shop. Most of my photos from this trip were taken at our resort, Breathless Montego Bay which was truly so beautiful! I hope this post gives you some outfit inspiration for your next trip to the Caribbean—enjoy!
top || skirt || heels || clutch
photo location ✈ Alto rooftop
You know how some resorts you visit are super casual with everyone wearing cut-offs and a tee shirt?! Breathless Montego Bay, where we were staying, was quite the opposite. There’s a rowdier crowd here and so many different restaurants, each with a unique “dress” code. If you’re hitting the rooftop bar and restaurant, Alto, I suggest dressing up a tad. A cute skirt or dress is perfect for this scene.
I got this incredible green fringe skirt from Pretty Little Thing and knew it would be perfect for this trip. I paired this with a basic white tank with an adorable keyhole cut-out, showcasing just a little bit of cleavage. On my feet I’m wearing my all-time favorite heels—these white lace-ups are from Lulus and are under $30. Despite being some of the most affordable shoes I own, these score me the most compliments by far. They are super comfortable and look amazing with mini skirts and dresses as they elongate the legs in no time! This was definitely my favorite outfit of the trip!
photo location ✈ Alto rooftop
If you’ve been following my page for some time then you know how much I love Seven Swimwear. This suitable small business is woman-owned and operated and has the best quality suits on the market. I own hundreds of bikinis but find myself reaching for her designs the most. I just got this amazing yellow bikini and am obsessed.
Her triangle styles are unlined yet make your boobs look incredible. You can tie the straps around your torso for a little something fun! These bottoms are the “Blaze” and are so flattering. They are as cheeky as it gets in the tushy but oh-so-flattering.
dress || bra || no show underwear || belt || clutch || heels
photo location ✈ bridge to Seacrets – Breathless
Who doesn’t love a good crochet dress during a tropical vacation?! I was in love with this maxi dress from Pretty Little Thing and although the model had this styled as a swimsuit coverup, I was determined to make this work for a sexy night out. It turns out nude undergarments from Skims will do just the trick—I’m wearing their Everywhere Thong and their Scoop Bra in the color Sienna.
I felt a little boxy in this dress so I gave my waist some shape with this adorable seashell rope belt. I got this for just a few dollars and it’s been the perfect accessory to complete my looks this summer. I’m keeping things super beachy with all raffia accessories—I carry this clutch everywhere lately and these Dolce Vita heels are becoming some of my most worn vacation shoes!
photo location ✈ beach by Seacrets
Who doesn’t love a neon bikini on vacation?! I Swear these make your summer tan pop even more. This style is from Hollister. I recently rediscovered their swimwear and am super impressed with their quality. They sell the tops and bottoms separately so you can mix and match sizing if need be—I’m in an XS in both top and bottom for reference.
Of course, my sweet friend, Logan had to match. Her bikini is from Shein and is under $15.
top || bike shorts || sneakers || fanny pack
photo location ✈
There is so much to do in Jamaica. Hiking, zip lining, horseback riding, rafting…you name it and they’ve got it. To be honest I wasn’t expecting this- I assumed my trip to Jamaica would be like most all-inclusive vacays, consisting of me lazing in a beach chair sipping margaritas. While we definitely had time to do that, I was so glad I brought workout clothes and ventured out.
For our afternoon of zip lining, I wore a black seamless tee and a pair of bike shorts. I wear this combo all the time to lounge in/for travel days but it ended up being perfect for the afternoon fun. Definitely suggest packing a pair of sneakers with you. I needed them more than once!
photo location ✈
We also ventured off for an afternoon of tubing with Chukka! I was expecting this to be a crazy rapid experience but the water was rather low the day we went so we ended up having a relaxing day. I wore a cute new bikini from Aerie although I’d suggest a non-string bikini that doesn’t slide around as much for this specific excursion.
I also suggest a pair of water shoes for this— Chacos would have been perfect but unfortunately I didn’t have mine packed. Oh, and bring bug spray. I couldn’t believe how buggy it was during this adventure— you’ll get shredded without it!
photo location ✈ bridge to Seacrets – Breathless
Who doesn’t love a good mini-dress?! This palm print one was another Pretty Little Thing find. This had a super simple silhouette. Paired with lace-up heels and a straw clutch this outfit can easily transition from happy hour drinks to chic dinner to a fun night at the clubs.
I love a look that can do it all.
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I’ve been back from Jamaica for over a week now and yet I cannot seem to stop thinking about it—the food, the culture, the people… it really was such a one-of-a-kind experience. I’m so jealous you’re headed there; you’ll have the best time! I know for a fact this is a destination I will be revisiting soon. Stay tuned!
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