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

Dawgone Licious

Dawgone Licious has been handcrafting healthy, dietary-friendly dog treats right here in Key West since 2014, with a lineup that includes custom-made snacks tailored to your pup's specific needs, adorable bandanas and collars, and seasonal fun like Smash Cake Pawrties and Pup-cream cones.

Marathon

Seven Mile Fly Shop

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

Key West

Key West Collective | Art Gallery

Key West Collective is a curated art gallery in Old Town’s Historic Seaport featuring local and contemporary artists in a bright, welcoming space.

Key Largo

Largo Cargo Co.

Key Largo’s go-to gift & souvenir shop with tropical apparel, Key Lime treats, and beach gear.

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.

Marathon

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort offers luxury oceanfront rooms and suites, five pools, a full-service spa & multiple dining options—all set on over a mile of private beachfront

Weddings Max
150
Meetings Max
300
Total Space
20000 sq ft
Largest Room
4000 sq ft

Key West

The Green Pineapple

The Green Pineapple — eco-conscious lifestyle boutique & wellness café in the heart of Key West.

The Lower Keys

Low Key Tye Dye

Low Key Tye Dye: unique clothing & goodies in the Lower Keys.

Marathon

The Tackle Box

A Marathon tackle shop that has been in the same old post office building since the 1950s, open 7 to 5 every day with live shrimp, pinfish and crabs in the tanks. They will also clean and repair your reel, spool your line properly, and book you a charter.

Islamorada

Islamorada Sun & Fun

Gift shop in Rain Barrel Village in Islamorada.

Islamorada

Purple Pineapple Boutique

Walk into Purple Pineapple Boutique in Islamorada and you'll immediately feel like you've found your people. Owner Lisa has filled this Village Square gem with breezy resort wear, dresses, rompers, two-piece sets, the best denim in the Keys, tarnish-free waterproof jewelry with select locally made styles, exclusive Purple Pineapple candles, Marlin's Cocktail Co. products, and a heartfelt Crafts Against Cancer collection handmade by Lisa's mom Peggy — all in a warm, kid-friendly space with a play area for little ones and a shave ice truck just steps away.

The Lower Keys

Underwater Photography Gallery

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

Key West

Rachel Burrows Art and Jewelry

Rachel Burrows Art and Jewelry is a Key West local artisan creating and selling original art and handcrafted jewelry at the Key West Artisan Market, Key West Farmers Market, and local events throughout the Florida Keys.