Couple walking from beach shop under a clear sky.

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.

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Key West

Sunset Waterfront Shoppes

Sunset Waterfront Shoppes — boutique shopping destination with waterfront vibes in Key West’s historic harbor.

Key West

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.

Key West

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.

Key West

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.

Islamorada

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.

Key West

Overseas Market

Shop, dine & explore at Key West’s vibrant Overseas Market Plaza

Islamorada

Sea Dragon Fine Furnishings

Island-inspired Bali décor & furnishings from reclaimed teak, bamboo, and sustainable materials in Islamorada.

Key Largo

Florida Keys Wild Bird Center

Rescue, rehabilitate, and protect wild birds at Florida Keys' inspiring sanctuary.

Islamorada

Islamorada Mercantile

Lifestyle boutique with resort wear, gifts & island essentials.

Key West

Southernmost Surf Shop

Southernmost Surf Shop KW — Key West’s local surf & beach gear destination.

Key Largo

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

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.

Key West

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.

Key West

Old Island General Store

OIRF: preserving Key West’s history with the Oldest House Museum & Home Tours.