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

Otherside Boardsports

Otherside Boardsports in Islamorada offers lessons, rentals, and retail gear for paddleboarding, kiteboarding, winging, wake, foil & more.

Key West

Zazoo Fine Art Gallery

ZaZoo Art — whimsical fine art & print gallery in Key West, where playful color meets island inspiration.

Islamorada

Zero Dress Code Boutique

Zero Dress Code — stylish women’s resort wear boutique in the Florida Keys offering unique beach-to-evening fashions.

The Lower Keys

Cudjoe Bee

Located in the Lower Florida Keys, Cudjoe Bee works to provide bee education, relocation of unwanted hives and hive management.

Islamorada

Florida Bay Forever

Non-profit dedicated to preserving Florida Bay through restoration, advocacy, and education.

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

Magie Ruley-Island Inspirations

Bright, tropical acrylic art by Key West painter Maggie Ruley — bold colors, island scenes, and happy vibes.

Islamorada

Caloosa Cove Resort

Caloosa Cove Resort & Marina offers 30 oceanfront suites with kitchens, balconies, and ocean views.

Key West

Key West Fresh Squeezed Mimosa Bar

Fresh Squeezed Mimosas To Go! · Open daily from 9:30am to 5pm Stop by and taste the delicious Fresh Squeezed Mimosas!

Marathon

Island Warbirds - Aerial Tours & Gift Shop

Aviation gear & nostalgia—shop for pilot-apparel, model aircraft & warbird culture.

Islamorada

Florida Keys Hot Sauce Company

Locally owned hot sauce maker in Islamorada, FL, offering a variety of sauces and gift sets.

Key West

Captain Hook's Dive Key West

Captain Hook's Dive Key West is a full-service dive shop offering scuba diving, snorkeling, and private charters.

Key West

The Purple Cottage

The Purple Cottage — handcrafted stained & fused glass art from Key West, where coastal light meets colorful artistry.

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.