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.
Filters
Sunset Waterfront Shoppes
Sunset Waterfront Shoppes — boutique shopping destination with waterfront vibes in Key West’s historic harbor.
Whimsy Key West
Barb Sage paints roller skates, lamps, vintage mannequins and wooden signs in colors you can spot from across the room. Whimsy Key West works out of Sacred Space on Stock Island, a collective of nine local women artists.
7 Artists & Friends Gallery
Seven Key West artists went in together on one gallery a block off Duval, and the range inside is the fun part: watercolors and oils on one wall, photography and glass on the next, sculpture and hand made jewelry in between. Walk in off Simonton Street, or book the place to yourself by appointment.
Date & Thyme Organic Cafe and Market
Date & Thyme is an organic cafe and market on Fleming Street in Key West, serving fresh juices, smoothies, and vegan and gluten-free friendly plates. Short: Date & Thyme is an organic cafe and market at 829 Fleming Street in Key West, serving fresh juices, smoothies, breakfast, and lunch with plenty of vegan and gluten-free friendly options. Certified Plastic Free 305, it is a wholesome stop for grab-and-go island fuel.
Coconuts Art Studio
Arana Glass has been painting faces onto coconuts for more than thirty years, and since 2020 she and her husband have been hiding them around the Keys for strangers to find and keep. Her studio at mile marker 86.7 in Islamorada has the originals, the prints, and a good deal more.
Sea Dragon Fine Furnishings
Island-inspired Bali décor & furnishings from reclaimed teak, bamboo, and sustainable materials in Islamorada.
Florida Keys Wild Bird Center
Rescue, rehabilitate, and protect wild birds at Florida Keys' inspiring sanctuary.
Southernmost Surf Shop
Southernmost Surf Shop KW — Key West’s local surf & beach gear destination.
Keys Re-Treats
Keys Re-Treats crafts hand-made, healthy dog treats in Key Largo, Florida, using upcycled, locally-sourced ingredients that reduce food waste and support sustainable pet nutrition.
Key West Local Luxe Jewelry
Key West Local Luxe is a boutique jewelry studio offering handmade, rare & statement pieces—including pearls, gemstones, sea-life designs, unisex styles & curated under-$100 finds.
Stone Soup Gallery & Frame Shop
Nineteen Keys artists share the walls at this Simonton Street gallery, with new shows going up every month through the season. The frame shop in the same space will mat, frame, pack and ship whatever you buy.
Old Island General Store
OIRF: preserving Key West’s history with the Oldest House Museum & Home Tours.