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.
Crafted in the Florida Keys
In the Florida Keys, there’s time and head space for extraordinary creativity to thrive, and scores of freethinking spirits indulge their talent for crafting wares as individualistic as they are.
Filters
Key West
Steve Diossy Marine Art Gallery
Steve Diossy Marine Artist — vibrant coastal art, apparel & gallery celebrating ocean life with humor and heart.
Wyland Gallery of the Florida Keys
Wyland Galleries of the Florida Keys — fine art & marine conservation gallery in Key West, where ocean-inspired beauty meets collector passion.
Key West
Southernmost Surf Shop
Southernmost Surf Shop KW — Key West’s local surf & beach gear destination.
Key West
Gallery on Greene
Gallery on Greene is a premier fine art gallery in Key West’s Historic Seaport, specializing in representational works by renowned Key West and Cuban artists, with offerings spanning paintings, sculptures, and reproductions.
Islamorada
The Banyan Tree Garden Boutique
The Banyan Tree Garden & Boutique — a hidden oasis in Islamorada showcasing tropical gardens, artisan gifts & women’s fashion.
Islamorada
Maria Wagner Artworks
Painting with Maria — original tropical art & interactive paint parties in Islamorada, where island vibes meet creative expression.
Key West
Key West Island Bookstore
Key West Island Books is a beloved independent bookstore in Old Town offering new, used, rare, & antiquarian books—including a strong selection by local authors, bestsellers & literary treasures.
Marathon
Seven Mile Fly Shop
Full-service fly shop and guide outfitter in Marathon, FL, specializing in bonefish, permit, and tarpon fishing.
Key West
7 Artists & Friends Gallery
7 Artists Key West: discover photo realism, sculpture, and glass art.
Islamorada
Flying Fisherman Sunglasses & Apparel
Polarized eyewear and fishing gear made by anglers, for anglers — affordability meets performance.
Key Largo
Buddha Bait Co
Premium fishing lures, terminal tackle, and angler gear based in Key Largo, FL — crafted for performance on flats, reefs, and offshore waters.
Islamorada
Studio Sesh Arts
Studio Sesh Arts — contemporary gallery and creative hub in Islamorada showcasing emerging Southern artists.
Key West
Sloppy Joe's Bar
A legendary Key West bar & live-music venue—Sloppy Joe’s offers tropical nightlife, cocktails, and island vibes since 1933.
