One of my favorite parts about vacation—besides room service, ocean swims, and long days on the beach—is packing. I know that’s controversial, but hear me out: I love curating a color story, mixing in old favorites with new finds, and building outfits that feel effortless but make you feel like your best self.

On our gifted trip to the Rosewood Bermuda, I packed a suitcase full of easy silhouettes, sun-ready swimsuits, and a few statement dresses that made dinners under the stars even dreamier. Here’s everything I wore—and loved.

Pool Days & Beach Walks

I lived in this Solid & Striped Seersucker One-Piece—the subtle stripes and flattering fit made it my go-to for beach walks and dips in the ocean. I paired it with my Island Capri Maxi Hat (major chic moment) and Mosanana Tiny Oval Sunglasses for a glam, retro vibe.

I threw on the Riley Pant and Marseille Striped Boatneck Tee to head to lunch at the Beach Club Restaurant—comfy, classic, and still put together.

For coverups, I rotated between my Nautilus Shell Mini Terry Dress (so soft) and a simple sarong I tied over my suits when heading back and forth to the spa or pool.

Gallery Girl Vibes

The day I viewed my Shell Collection in the Rosewood lobby—cue full-body chills—I wore the COCO SHOP Long Slip Dress in Red Bougainvillea. It felt like the perfect choice: bold yet effortless, vibrant like the Bermuda florals blooming all around, and just special enough for such a surreal moment. I slipped on my Larroudé Mini Sandals and added a pair of gold hoops, but honestly, that dress did all the work.

Dinner Dates & Cocktails

For drinks at Tucker’s Bar and dinner at Island Brasserie, I dressed up in this bold ALEMAIS Sol Satin Mini Dress—it has this unexpected structure that made me feel like I was on the pages of a travel magazine (lol, a girl can dream). I paired it with my Larroudé Mini Sandals which were shockingly comfortable after two cocktails and some barefoot dancing.

Another night, I wore the COCO SHOP Slip Dress in Red Bougainvillea—the color alone deserves a standing ovation. It felt so feminine and timeless with a slicked-back bun and gold earrings.

Casual Moments, Elevated

For more casual evenings, I loved the Court Mini Dress and Red Porcelain Garden Midi—both easy to throw on after a beach day but still elevated enough for dinner at Sul Verde or live music at the Beach Club.

When we hopped on the complimentary shuttle into Hamilton, I wore the Bahi Crochet Top with my trusty Riley Pantsand Coutgo Espadrilles. It was the perfect comfy-chic sightseeing fit.

Swimsuits on Rotation

You know I love a classic black suit moment, so I also brought the Lands’ End Slendersuit—the bandeau neckline and U-wire design gave it such a flattering, vintage vibe. I wore it under the Apres Skirt for lounging between spa treatments and gym time (yes—we worked out!).

And because one suit is never enough, I packed this playful One-Piece Swimsuit for our snorkeling day. It stayed in place, felt secure, and still looked cute in all the GoPro footage.

The Outfit MVPs

Here are a few pieces that I wore multiple times:
• Begonia Sun Hat with the Grosgrain Ribbon – goes with everything, instantly elevates a simple swimsuit or tee.
• The Navy Detail Minka Shirt + Hannah Shorts – a matching set that works for breakfast, boat rides, or quick resort walks.
• Alex Mill Sidney Cami – I layered this under my crochet top, under a linen button-down, or just with white shorts for easy evenings.

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Until Next Time...

There’s something about vacation style that makes you feel a little more free, a little more confident—and this trip to Bermuda was no exception. Whether it was a bold floral dress or a striped one-piece, everything I wore helped me soak up every magical moment. I left sun-kissed, shell-inspired, and grateful for the creativity that comes from stepping away—and dressing the part.

xo,
Erin