Purple Pineapple Boutique

Purple Pineapple Boutique is an Islamorada original, a vibrant and welcoming boutique at Village Square founded and curated by owner Lisa with a simple mission — bring coastal-inspired style, genuine warmth, and a little piece of Islamorada's spirit into every customer's wardrobe and home. The shop carries a thoughtfully chosen collection of breezy resort wear including dresses, rompers, jumpsuits, two-piece sets, tops, and what regulars call the best denim selection in the Florida Keys, alongside tarnish-free, waterproof, hypoallergenic jewelry in styles ranging from everyday to special occasion, with select pieces locally handcrafted right here in the Keys. The Crafts Against Cancer collection is a special corner of the boutique featuring one-of-a-kind jewelry, art, and crafts handmade by Lisa's mom Peggy, with a portion of every sale donated to the Castaways Against Cancer, a group that kayaks annually from Miami to Key West to raise money for cancer research. You'll almost always find Lisa's daughter Lorelai running around the shop, a kids play area keeps little ones entertained while parents browse, and Sunkissed Shave Ice, the family's shave ice truck serving fresh fruit flavors and handmade syrups, is parked right across the street at 151 Morada Way in Bougainvillea Alley.