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.
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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.
Marathon
The Tackle Box
Your Florida Keys fishing adventure starts here with expert gear, charters, and tips!
Islamorada
Mission Wild Bird Hospital
Rescue, rehabilitate, and protect wild birds at Florida Keys' top sanctuary.
Key West
Whimsy Key West
Whimsy Key West — custom illustration & whimsical art in Key West, where imagination becomes keepsake.
Key West
Stingray Steve
tingray Steve — coastal performance & sun protection apparel shop in Key West specializing in UV-resistant clothing
Key West
American Dog Outfitters
American Dog Outfitters & Kitties Too is a locally owned pet boutique in Key West offering premium food, accessories, and treats for dogs and cats, along with doorstep delivery services.
Marathon
Florida Keys Kiteboarding and Stand Up Paddleboarding
Guided paddleboarding tours and rentals in the Florida Keys, offering eco-friendly adventures.
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.
Marathon
Island Warbirds - Aerial Tours & Gift Shop
Aviation gear & nostalgia—shop for pilot-apparel, model aircraft & warbird culture.
Key West Legal Rum
Key West Legal Rum Distillery offers free daily tours and tastings of small-batch, salt-cured rums crafted by chef-distiller Paul Menta. Located at 105 Simonton St, it's a must-visit for rum enthusiasts and curious travelers alike.
