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

Happy Rooster Gifts & More

Key West gift & apparel shop with 3 stores.

Key West

Overseas Market

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

Key West

Key West Pottery

Key West Pottery is a hands-on studio offering locally made ceramics, coastal pottery gifts, wheel-throwing classes, and a chance to create your own piece in island style.

Key West

Local Color

Three vibrant Key West boutiques offering designer jewelry, jewelry-exclusive items, island clothing & accessories in prime locations.

Marathon

Seven Mile Fly Shop

Full-service fly shop and guide outfitter in Marathon, FL, specializing in bonefish, permit, and tarpon fishing.

Marathon

Florida Keys Kiteboarding and Stand Up Paddleboarding

Guided paddleboarding tours and rentals in the Florida Keys, offering eco-friendly adventures.

Key West

Gallery on Greene

Gallery on Greene is a premier fine art gallery in Key West’s Historic Seaport, specializing in representational works by renowned Key West and Cuban artists, with offerings spanning paintings, sculptures, and reproductions.

Key Largo

Ugly Fish Apparel & Printing

Custom apparel & printing shop in Key Largo offering screen printing, sublimation, laser engraving, and more.

Key West

TooKEY's Gallery

TooKEY’s Gallery by Jessica Tookey — expressive fine art, mixed media and photography studio in Key West with custom commissions and lessons.

Key West

Southernmost Trolley Stop

The southernmost trolley stop is in Key West, Florida, located at the iconic Southernmost Point buoy.

Key West

Ron Jon Surf Shop

Key West’s surf & beach gear paradise — Ron Jon Surf Shop

Islamorada

DRIFT Island Collective

DRIFT Islamorada // Island Collective — thoughtfully curated coastal apparel & artisan goods in Islamorada, where island style meets relaxed living.

Key West

Truman Waterfront Market

Key West Farmers Market — vibrant open-air market every Thursday afternoon on the waterfront with fresh produce, artisan goods and island-style fun.

Key West

Key West Shells & Gifts

Gift shop selling souvenirs and vacation mementos, such as flamingos and magnets.