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

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 Largo

Key Largo Marine Thrift Store

Key Largo Marine Thrift offers new and used boating and fishing gear, nautical décor, and Florida Keys finds for Keys boaters, anglers, and visitors.

Marathon

Cool Guy Stuff

Cool Guy Stuff LLC is a quirky, offbeat shop in Marathon, Florida, offering an eclectic mix of unique and humorous items.

Key West

The Purple Cottage

Jennifer Resor cuts and kiln-fires glass in Key West, and because every piece is shaped and fired by hand, no two come out the same. Sold directly rather than through a storefront.

Key Largo

Key Largo Fisheries Backyard Cafe

Fresh-caught seafood market, waterfront café & wholesale since 1972 in Key Largo.

Marathon

Saloon Surf Shop

Your Keys’ surf & watersports marketplace — gear, art, and island vibes at Saloon Surf.

Key West

The Underwater Gardener

The Underwater Gardener is a saltwater aquarium shop and working coral farm at 2816 N Roosevelt Boulevard in Key West, tucked into the Overseas Market plaza. It is free to walk in and fully indoors, so you can see living coral, reef fish, and invertebrates up close on a rainy afternoon or a hot August day.

Islamorada

The Tipsy Octopus

The Tipsy Octopus — quirky souvenir & specialty shop in Islamorada, where island‑style treasures, art pieces and fun gifts meet a roadside stop filled with character.

Marathon

Royal Furniture - Marathon

Royal Furniture Marathon—free consultation for your dream home.

Key West

OurKeyWest Galleria - Gifts, Art, Shopping

Discover Key West like a local with free concierge, tours, and unique adventures!

Key West

Wyland Gallery of the Florida Keys

Wyland has painted more than a hundred life-size whale murals around the world and has run an ocean conservation foundation since 1993. His Key West gallery is on Duval, open until ten most nights and eleven at weekends.

Key West

Key West Swimwear

Key West Swimwear offers stylish bikinis, one-pieces, tankinis, cover-ups, and accessories from top brands—perfect fits for beach days, vacations, and summer looks.

Key West

Derubeis Fine Art of Metal Key West

Chris DeRubeis, acclaimed as the “Father of Conceptual Movement,” pioneers the signature style of Abstract Sensualism®, transforming metal into luminous, emotionally charged fine art that blends sculpture and painting in celestial abstraction.

Key Largo

Island Garden

Boutique store in Key Largo

Key West

Soul House

Soul House Key West — boutique lifestyle shop offering fashion, home décor, gifts & furniture in Old Town.