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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Islamorada

Rain Barrel Village

Explore Rain Barrel Village: Florida Keys' vibrant artisan shops, tropical gardens, and iconic Betsy the Lobster!

Key West

JAG Gallery

Key West's Jag Gallery: dynamic art, open exhibits, top artists.

Key West

Backyards of Key West Gallery

Backyards of Key West Gallery offers vibrant, limited edition Giclée canvas prints capturing the island's iconic cottages, beaches, and landmarks, all handcrafted and ready to hang.

Islamorada

Cigars In the Keys

Cigars In The Keys, located at Mile Marker 82 in Islamorada, offers a curated selection of premium cigars, including exclusive blends crafted by Yaxel Ortiz, in a relaxed, welcoming environment.

Islamorada

Sea Dragon Fine Furnishings

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

Islamorada

Otherside Boardsports

Otherside Boardsports in Islamorada offers lessons, rentals, and retail gear for paddleboarding, kiteboarding, winging, wake, foil & more.

Key West

Overseas Market

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

Islamorada

Our Place in Paradise

Discover unique original art, pottery, and workshops in a welcoming Florida Keys gallery.

The Lower Keys

Cudjoe Bee

Located in the Lower Florida Keys, Cudjoe Bee works to provide bee education, relocation of unwanted hives and hive management.

Key West

End of the Road

Gift shop in Key West, Florida.

Key Largo

Sail Fish Scuba

Sail Fish Scuba is a PADI 5-Star Dive Center in Key Largo offering guided scuba and snorkeling tours, PADI certifications, private charters, in-water photo guidance with free photos, and full-service gear support.

Key Largo

Key Largo Fisheries Backyard Cafe

Fresh-caught seafood market, waterfront café & wholesale since 1972 in Key Largo.

Key West

Key West Gallery

Key West Gallery features collections from world-renowned and emerging artists in fine art, limited editions, and VIP consultation services in the heart of Key West.

Key Largo

Keys Kritters

Keys Kritters is a community pet store in Key Largo offering pet supplies, rescue adoptions & friendly expertise.