Shopping
In The Florida Keys, even retail therapy comes with a tropical twist. Sure, you’ll find supermarkets and hardware stores for the essentials, but the real fun is browsing one-of-a-kind boutiques, funky galleries, outdoor markets, and waterfront shops where “island casual” is the dress code. From affordable souvenirs to upscale art and jewelry, shopping here is as laid-back and colorful as the Keys themselves. These listings point you toward the local gems—quirky, stylish, and just waiting to be discovered. Because in the Keys, even shopping feels like an adventure.
Crafted in the Florida Keys
In the Florida Keys, there’s time and head space for extraordinary creativity to thrive, and scores of freethinking spirits indulge their talent for crafting wares as individualistic as they are.
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Islamorada
Natacha's Boutique
Natacha’s Boutique in Islamorada offers island clothing, handmade jewelry, coastal decor, hammocks, and hair braiding services.
Key West
Boutique Alexandra
Boutique Alexandra is an Old Town Key West boutique and interior design studio offering vintage décor, jewelry, accessories and curated finds for body and home.
The Lower Keys
Veterans Dive Center & Retreat
Veterans Dive Center & Retreat — dive shop and veteran-friendly retreat in Summerland Key, Florida.
Islamorada
ElleSummersStudio
Elle Summers paints, and the paintings become yoga leggings, kimonos, maxi dresses, tote bags and throw pillows. Her studio sits on Morada Way, in the middle of Islamorada's arts district between mile markers 81 and 82.
Key West
Effortless Creations
Effortless Creations — curated gift boxes and custom handcrafted presents in Key West & the Florida Keys for weddings, corporate events, celebrations, and special occasions.
Key West
Hammerhead Surf Shop
Style + surf gear in Key West’s Historic Seaport — top apparel, shades & beach vibes.
The Lower Keys
Key West Spice Company
Key West Spice Company offers island-inspired seasoning blends and gift sets that bring the flavors of the Florida Keys home.
Islamorada
Purple Pineapple Boutique
Walk into Purple Pineapple Boutique in Islamorada and you'll immediately feel like you've found your people. Owner Lisa has filled this Village Square gem with breezy resort wear, dresses, rompers, two-piece sets, the best denim in the Keys, tarnish-free waterproof jewelry with select locally made styles, exclusive Purple Pineapple candles, Marlin's Cocktail Co. products, and a heartfelt Crafts Against Cancer collection handmade by Lisa's mom Peggy — all in a warm, kid-friendly space with a play area for little ones and a shave ice truck just steps away.
Islamorada
General Store At Caloosa Cove Marina
Oceanfront resort in Islamorada with suites, marina, pool, and on-site dining.
Key West
Sunshine Apparel_1
Sunshine Apparel_1 — stylish, island-inspired clothing boutique in Key West.
Key West
Derubeis Fine Art of Metal Key West
Chris DeRubeis, acclaimed as the “Father of Conceptual Movement,” pioneers the signature style of Abstract Sensualism®, transforming metal into luminous, emotionally charged fine art that blends sculpture and painting in celestial abstraction.
