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 Largo

JD Outdoor Adventures

Your one-stop shop for fishing, boats & bait in Key Largo’s backyard.

Key West

Beach Weekend

Beach Weekend Key West is a full-service marina on Stock Island offering pontoon and fishing boat rentals, storage, repairs, and a well-equipped ship store—all just a stone’s throw from Key West.

Key West

Key West Shells & Gifts

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

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

Guild Hall Gallery

Key West’s oldest cooperative art gallery showcasing local artists in a historic Duval Street storefront.

Islamorada

Islamorada Art Gallery By Pasta

Marine-inspired art gallery & working studio in Islamorada.

Key West

Earthbound Trading Co

Bohemian fashion, artisanal crafts, and globally inspired home decor.

Key West

Sugar Shark Market

Sugar Shark Market — Key West’s eclectic shop offering local art, surf gear, apparel, and coastal finds.

Islamorada

Sea La Vie Beach Boutique

Se La Vie Beach Boutique is your go-to island-vibe boutique for chic, seaside-inspired fashion and lifestyle essentials.

Key West

7 Artists & Friends Gallery

7 Artists Key West: discover photo realism, sculpture, and glass art.

Key West

Southernmost Trolley Stop

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

Islamorada

Studio Sesh Arts

Studio Sesh Arts — contemporary gallery and creative hub in Islamorada showcasing emerging Southern artists.

Key West

World Food Market

World Food Market — specialty grocery offering imported flavors from Central Asia and Eastern Europe.

Key West

Sloppy Joe's Bar

A legendary Key West bar & live-music venue—Sloppy Joe’s offers tropical nightlife, cocktails, and island vibes since 1933.