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

Bass Pro Shops - World Wide Sportsman

Bass Pro Shops Islamorada: outdoor gear, fishing essentials, and adventures.

Key West

Quiet Storm Surf Shop Key West

Surf-lifestyle apparel & coastal gear from Quiet Storm.

Key West

Key West Garden Club at West Martello Tower

Tropical garden paradise by the sea at the historic West Martello Tower—free-admission gardens, beach views, volunteer-run, perfect for nature lovers in Key West.

Islamorada

Miss Monroe Boutique

Shop Miss Monroe showcases chic, island-inspired women’s fashion, accessories & resort wear in the Keys.

Key Largo

RR Island Boutique

Stylish, affordable women’s boutique in Key Largo — RR Island Boutique

Key West

Mattheessen's

Mattheessen’s on Duval Street serves homemade cookies, ice cream, key lime pie & marble slab fudge made with the finest ingredients.

Islamorada

NIKNAX Antiques And Collectibles

Antique store in Islamorada, Florida located at Robbie's.

Key West

SALT Gallery

SALT: a curated gallery and boutique in Key West offering local art, jewelry, sea salts, and island treasures.

Islamorada

Otherside Boardsports

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

Key West

Stingray Steve

tingray Steve — coastal performance & sun protection apparel shop in Key West specializing in UV-resistant clothing

The Lower Keys

Boondocks Grille and Draft House

Boondocks Grille & Draft House is a lively waterfront restaurant and tiki bar in Ramrod Key, offering fresh seafood, burgers, live music, and the only 18-hole mini-golf course in the Florida Keys.

Islamorada

Lobster Trap Art Gift Shop and Gallery

Vibrant coastal gallery in Islamorada offering tropical art, gift items, and signature lobster-trap frames.

Islamorada

Elena Madden Studio Gallery

Elena Madden creates vibrant contemporary photography and mixed-media art inspired by nature and the coastal landscape.

Islamorada

Southern Tide Islamorada

Southern Tide — premium coastal lifestyle apparel blending southern heritage with performance style.

Key West

Hands On Clothing

Wearable art, jewelry & confident-style fashion in Key West’s Duval Street boutique.