10 Puerto Rico Travel Outfits Inspired by Island Aesthetics

When I started visiting Puerto Rico, I quickly learned that the island’s rich culture, colorful landscape and warm climate called for a wardrobe that was as stylish as it was functional.

Packing for this tropical paradise involved leaning into breathable fabrics, pops of color, and pieces that could easily make the transition from beach to dinner.

This guide is for anyone traveling to Puerto Rico who wants to lean into the island’s vibe while remaining comfortable in the tropical heat.

Whether you’re wandering the cobblestone streets of Old San Juan, lounging at Flamenco Beach or hiking in El Yunque, these outfitting ideas will help.

So, prep to snap that oh-so-laid-back island all whilst making heads turn everywhere you stop!

1. Flowy Maxi Dress for Old San Juan

As I headed over to Old San Juan, where I’d be spending most of my time in, my look was one that was a bit more relaxed.

Ideal for roaming the colorful streets of Old San Juan: a lightweight, flowing maxi dress.

Choose a bold tropical print or a solid bright color such as coral or turquoise to complement the energetic environment.

Team it with cozy flat sandals to plod the cobblestones and accessorize with a wide-brim hat for sun protection and style points.

2. El Yunque Outfit: High-Waisted Shorts and a Linen Top

You’ll want something breathable yet stylish for a hike in El Yunque National Forest.

High-waisted shorts and a loose linen top hit the sweet spot between functionality and style.

And throw in some sturdy sneakers and a backpack for your essentials, like water and sunscreen.

Earthy, neutral tones such as beige or olive green pair nicely against the vivid green space, and you’ll feel refreshed even as you sweat it out on the trails.

3. Flamenco Beach Swimsuit with a Sheer Cover Up

Flamenco Beach days require a look that’s chic but comfortable.

Opt for a colourful swimsuit — red, yellow, or wild prints — and layer it with a sheer, flowy cover-up.

A straw tote and oversized shades round out the look while remaining practical for lounging by the waves.

I remember lying on the sand in a turquoise swimsuit, and it was like I was living inside a postcard.

4. Off-the-Shoulder Dress For Sunset Dinners

Once it’s time to change gears to evening, an off-the-shoulder dress makes for an elegant but casual look.

For dinner by the water, a midi-length dress in soft pastels or whites is ideal.

Add espadrille wedges and minimal gold jewelry to keep the dress as the focal point.

At a dinner in Ponce, I wore a blush off-the-shoulder dress that beautifully caught the glow of the sunset. It was an outfit I won’t forget.

5. Santurce: Wide-Leg Pants and a Crop Top

To explore the colorful murals of Santurce, you need an equally bold and artsy outfit.

Wide-leg pants in a neutral color with a colorful or patterned crop top gives a chic, bohemian vibe.

Secure a pair of comfortable sandals and a small crossbody bag(s) that can leave your hands free for photo-snapping!

I wore a striped crop top and terracotta pants, which lined up with the artistic vibe of the neighborhood.

6. Day Trip Tropical Jumpsuit

A lightweight tropical-print jumpsuit is a no-fuss one-and-done outfit that works well for daytime outings such as the salt flats in Cabo Rojo or the Ponce Firehouse.

The jumpsuit cuts down on fuss with an all-in-one design, and the loose fabric stays comfortable.

Pair it with slip-on sandals and oversized earrings for a polished but relaxed vibe.

At Cabo Rojo, my palm-printed jumpsuit proved to be the perfect balance of functionality and fashion.

7. White Eyelet Dress for Vieques

A white eyelet dress is a dreamy, Instagram-ready pick for a jaunt to the bioluminescent bay in Vieques.

The stark white is a lovely contrast to the glowing blue waters by night. Finish with flat sandals and a straw clutch for an Instagram perfect look.

I threw on a denim jacket with my dress for the chilly evening air, and it was one of my favorite looks on the trip.

8. Jeans Shorts and a Crochet Top for Crash Boat Beach

A crochet or lace top paired with denim shorts is an all-cool, nonchalant look for lounging at Crash Boat Beach.

This outfit still looks ready for Instagram but has a slouchy beach feel.

It looks slightly bohemian — add on layered necklaces and colorful bangles to give it that playful touch.

This combo was worn while I watched the sunset, and it felt laidback but fashionable.

9. Midi Skirt and Knotted Tee Combo for Casual Exploring

For a low-key day visiting local markets or small towns, style a flowy midi skirt with a knotted graphic tee.

Especially when combined with white sneaks and a straw bag, this outfit feels easy yet on-trend.

Opt for skirts in earthy tones or delicate florals to match the tropical vibe.

It’s a no-fail look, and it served me well as I strolled Ponce’s enchanting streets.

10. Perfect Everyday Romper

The romper is a versatile piece you can wear for everything from lunch in San Juan to street art in Santurce.

When in doubt, opt for breathable fabrics and playful prints that capture the spirit of the island.

Pair it with flat espadrilles and a crossbody bag for an easy charm.

I loved how convenient it was to simply slip on a romper for my trip — it’s cute, functional and embodies the lax energy of Puerto Rico.