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

Morada Way Arts & Cultural District

Discover vibrant art and culture in the heart of Islamorada at Morada Way!

Key West

Seam Shoppe

Seam Shoppe — Key Largo’s specialty fabric and sewing supply store with island flair.

Key West

Boutique Alexandra

Boutique Alexandra is an Old Town Key West boutique and interior design studio offering vintage décor, jewelry, accessories and curated finds for body and home.

Key Largo

Key Largo Art Gallery

Discover vibrant local art at Key Largo Art Gallery in the Florida Keys, showcasing unique island-inspired paintings, sculptures, and handcrafted pieces.

Key West

Harrison Gallery

Contemporary fine art gallery in Key West, run by the Harrisons.

Marathon

Shady Palm Art Gallery & Frame Shop

Discover unique local Florida Keys art, jewelry, and custom framing at Shady Palm!

Key West

Sunshine Apparel_1

Sunshine Apparel_1 — stylish, island-inspired clothing boutique in Key West.

Islamorada

Old Conch Harbor

Dockside Rawbar & Grill in Upper Islamorada serves fresh local seafood with a market on site, plus water sports, fishing, and excursions. Call 305-853-1010.

Key West

Saltwater Angler

The Saltwater Angler — Key West’s premier outfitter for fishing charters, technical gear, and apparel.

Islamorada

Island Home Garden Center

A lush Florida garden paradise offering plants, patios & peaceful outdoor escapes.

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.

Key West

Ron Jon Surf Shop

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

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.

Key West

Pirate Paradise

This store has a wide variety of everything Key West. They have shirts, dresses, kids clothes, magnets, keychain, and anything else you might need.

Islamorada

Islamorada Sun & Fun

Gift shop in Rain Barrel Village in Islamorada.