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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The Lower Keys

Mary Jane's Closet

Home goods & gift shop in Cudjoe Key — local art, souvenirs, kitchenware, apparel & quirky treasures.

Islamorada

DePaula Jewelers

DePaula Jewelers, a trusted family-run jeweler in the Florida Keys for over 35 years, offers handcrafted nautical and island-inspired jewelry—including fish hook, treasure coin, and opal pieces—designed by GIA-certified gemologists and master artisans.

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

Island Colors

Clothing store in Key West, Florida

Islamorada

Elena Madden Studio Gallery

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

The Lower Keys

Underwater Photography Gallery

Lombarduw Photography — fine art & portrait photography in the Florida Keys, where passion meets image.

The Lower Keys

Tindahan The Little Asian Store

Tindahan – The Little Asian Store — your go-to Filipino grocery in the Florida Keys, shipping global and stocking authentic snacks, condiments, frozen goods & more.

Key West

Southernmost Trolley Stop

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

Islamorada

T-Shirt City

Clothing store in Islamorada, Florida

Islamorada

Breezy Palms Resort

Breezy Palms Resort offers a family-friendly, oceanfront experience with accommodations including poolside apartments, two-bedroom units, beach cottages, oceanfront apartments, and bungalows.

Key West

Hammerhead Surf Shop

Style + surf gear in Key West’s Historic Seaport — top apparel, shades & beach vibes.

The Lower Keys

Washed Up Key West

Washed Up Key West — sustainable hardwood art & furniture studio in Key West, where fallen trees become island treasures.

Islamorada

Coconuts Art Studio

Art by Arana is an art studio in Islamorada offering a vibrant range of paintings, prints, apparel, accessories, and home décor inspired by Florida Keys themes.