02.23.25
Outfits by Destination

What to Wear in Puerto Rico: Vacation Outfits & Packing List

Make sure to follow me on Instagram for a try-on of all these items under my highlights and more Amazon fashion finds! If you don’t have Instagram, don’t forget to check out my Amazon storefront with even more Amazon fashion that I love! *This post may contain affiliate links, which means I may receive a small commission, at no […]

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Make sure to follow me on Instagram for a try-on of all these items under my highlights and more Amazon fashion finds! If you don’t have Instagram, don’t forget to check out my Amazon storefront with even more Amazon fashion that I love!

*This post may contain affiliate links, which means I may receive a small commission, at no cost to you, if you make a purchase through any links!*


Puerto Rico Outfit Ideas & What to Pack

Dressing for Puerto Rico revolves around bright and fun prints, lightweight fabrics, and and comfy travel oufits that make long flights and hot days a little easier. The weather is hot, the beaches are stunning, and exploring anywhere new always means more walking, so what you pack should work with your itinerary! After all, the best outfits are always the ones you don’t have to overthink. Flowy summer dresses, comfy sandals, and swimsuits that double as outfits make dressing for vacation simple and cute.

I just got home from my vacation to Puerto Rico, so I’m rounding up the perfect Puerto Rico Outfits from Amazon that has everything you need! From airport-ready travel sets to the cutest beach looks, this has everything you need to pack. Plus- every piece is trendy, practical, and affordable.

How to Dress for Puerto Rico

The main ingredients to styling Puerto Rico outfits are breathable fabrics and versatile pieces to create cute and effortless looks that can keep up with every part of your trip. You’ll want to avoid wearing anything heavy, clingy, or stiff. Bring flowy summer dresses, linen sets, and lightweight rompers to the center stage and into your suitcase. Remembering to bring comfortable shoes are also a must — cobblestone streets, lengthy beach boardwalks, and rainforest trails do not play nice with flimsy sandals.

Layers come in handy too. Restaurants and shops tend to bump up the A/C, and a light button down or linen blazer are perfect for any unexpected chilly evenings. Accessories? Keep it cute and simple with a straw tote and dainty jewelry that can work well with any style during your stay

Cute and Easy: Twisted knot crop top with patterned wrap mini skirt and slides

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For a cute and easy look, rock a strapless twisted-knot crop top and pair it with a high-waisted wrap mini skirt. This printed mini skirt gives all the boho vibes, while the ribbed knit top keeps things sleek and flattering. Add a pair of designer inspired slide sandals to keep this Puerto Rico outfit casual and comfy while strolling through shops in Old San Juan and snapping photos in the colorful streets.

Beach to Street: Cute and simple crochet set with high-waisted bikini

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This is the perfect throw-on-and-go Puerto Rico outfit for beach and boardwalk days. This trendy crochet cardigan and elastic-waist shorts set works as a practical lightweight cover-up, perfect for layering over a cute and simple bikini! The overall look keeps things breezy and casual while still looking intentional. 

Vacation Elegance: One shoulder Maxi dress with flip flop sandals

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Wearing a one-shoulder maxi dress is radiates the ultimate vacation elegance without the fuss. The cutout detail adds just the right amount of drama, and the breathable fabric makes it easy to wear on warm island nights. The simple but chic flip flop sandals keep it comfortable for hitting the historic streets of Old San Juan but can be easily swapped out for more upscale venues like rooftop bars with a pair of my fave strappy heels. This Puerto Rico outfit serves relaxed but refined for any activity. 

Puerto Rico Travel Outfit: Effortless Airport Comfort

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Flights can go from freezing cold to stuffy in literally minutes, so light layers are the best move. A oversized denim jacket adds the perfect amount of warmth without being bulky. I paired it with this cute and soft square neck sports tank that could pass as designer with a pair of matching yoga pants. These yoga pants are so good- remind me of Lululemon but so much more affordable! It’s comfy like loungewear but still looks put-together. I’m obsessed with these Hoka Bondi sneakers that are so comfy and makes walking (or sometimes running) through the airport a breeze. This easy Puerto Rico outfit is practical but cute for a travel day. 

Effortless and Fun: Striped two-piece set with shoulder bag and slides

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A simple way to plan your vacation looks is by keeping matching sets in your rotation. This cute striped cami top with bow-front shorts set made this look effortlessly stylish. The top’s tie-back detail adds a feminine touch, and the lightweight fabric is very breathable and flowy, keeping you cool throughout the day. Maximizing versatile pieces means packing smarter, and since these trendy white slide sandals already work with multiple looks, they were an easy go-to. Adding a chic yet simple shoulder bag kept the look polished, making this outfit perfect for sightseeing or grabbing drinks with the best ocean view.

Breezy and Polished: Floral two-piece set

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Matching sets just make life easier, and this Puerto Rico outfit was truly zero effort! I’m obsessed with this two-piece matching floral set. The bows on the shoulder straps are so cute, and the flare bottoms keep things light and airy. The blue and white floral print is a total classic and gives all the chic resort vibes. Keep the look cute and easy with comfy white sandal slides and a woven tote, and you’ll be ready for anything from a waterfront lunch to a sunset cocktail!

Chic Beach: Three-piece swim set with flip flops and woven tote

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A three-piece swimsuit set makes beach days effortless, and this orange floral bikini with matching sarong is the perfect mix of chic and practical. The ruffle detailing makes the set playful and fun. Plus, the print is so fun and fits the Puerto Rico vibes! The skirt wrap cover-up makes this Puerto Rico outfit even more versatile. Once tied on, you can easily head from the sand to a beachfront lunch. Add a pair of simple but cute flip-flops (that you don’t mind getting a little sandy) to make the look even more effortless. Most importantly, don’t forget to grab a large woven tote to hold all your essentials — sunscreen, sunglasses, and maybe even a piña colada to go!

Puerto Rico Travel Outfit with Cozy Layers for the Flight

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I love matching sets because they are easy, comfy, and chic all at the same time.This soft and cute oversized sweat set is so easy to layer, especially if the temperature changes mid-flight. I paired it with a simple spaghetti strap crop tank and my Adidas VL Court sneakers -one of my favorite versatile sneakers. With a sleek carry-on and a crossbody bag for essentials, this cute and comfy look is ideal for long layovers and just wanting to be cozy without looking like you rolled out of bed. 

Sporty and Chic: Tiered ruffle shorts with sneakers and a denim jacket

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This Puerto Rico outfit is an effortless option I wore when we checked out Old San Juan. The square neck tank goes perfect with this cute and flowy ruffle skort. I love the crochet detailing in the tiered layers, giving the look a chic and breezy moment without sacrificing comfort. Slip on the adidas sneakers with the denim jacket from my flight looks (again, packing smart) so you’re ready to cross off any last-minute to-dos, like that landmark selfie or coastal bike ride you missed out on earlier in the trip!

The Cutest and Easiest Beach Look: High-waisted bikini, sunnies, and a woven tote

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Good bikinis can be hard to find, but don’t worry! I’ll save you the time scrolling because I’ve found the perfect one. This black high-waisted bikini is flattering and has just the right amount of coverage. The top has underwire support that is so comfortable, you won’t regret buying it! After you throw on your favorite pair of sunnies (hands down the best designer inspired pair), all that’s left is to do is fill that cute woven tote with all your SPF needs and snacks!