From the moment I first spotted this dress in store, I knew I had to have it. I adore Rachel Roy and it really showcased the bold prints that are her trademark. Plus, it had a near-perfect color combination: all my favorites–black, purple, sand–were there. Things only got better once I'd tried it on. Not only was it fun to wear–I'm all about asymmetry lately–it was unbelievably comfortable. There was just one problem: as with any statement piece, it's sometimes hard to find an appropriate venue to showcase your find. Luckily for me our trip helped–the dress was the perfect fit for a late-night dinner at our resort with its tropical plants, tiki torches, and hammock-lined beaches.

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Dress: The Donna Sleeveless One Shoulder Striped Scarf Asymmetrical Dress, RACHEL Rachel Roy [$129, available here] 

Bag: Canvas and Leather Tillary Tote in 'Flax', J.Crew [$228, no longer available]

Shoes: Thong sandal in Nude, Nine West [old]

Jewlery: Gold Expandable Wire Bangles, Alex and Ani; Wooden beaded bracelets [old]; Glass beaded bracelets [from Venice, Italy]