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
Florida Keys Fragrance & Gifts
Boutique fragrance and jewelry shop in Islamorada offering unique scents and accessories.
Key West
Guild Hall Gallery
Key West’s oldest cooperative art gallery showcasing local artists in a historic Duval Street storefront.
Key West
Key West Sunshine Club
Key West Sunshine Club is a Bahama Village boutique with curated apparel & accessories (women, men, kids), local-artist pieces, and its own clothing line.
Key West
Southernmost Surf Shop
Southernmost Surf Shop KW — Key West’s local surf & beach gear destination.
Marathon
Anthony's Ladies Apparel - Marathon
Anthony’s Ladies Apparel in Marathon offers a curated selection of resort wear, swimwear, and casual-chic fashion for women, featuring exclusive brands like Anthony’s Resort Wear and Coconut Row.
Marathon
Florida Keys Kiteboarding and Stand Up Paddleboarding
Guided paddleboarding tours and rentals in the Florida Keys, offering eco-friendly adventures.
Key West
Key West Sunsets
KWSunsets showcases vibrant Key West-inspired artwork, featuring original paintings and prints of island sunsets.
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.
Islamorada
Miss Monroe Boutique
Shop Miss Monroe showcases chic, island-inspired women’s fashion, accessories & resort wear in the Keys.
Key West
Bliss Jewelers
Bliss Jewelers is a family-owned luxury jewelry boutique in Key West, offering a curated selection of fine jewelry and timepieces from renowned brands like Omega, Breitling, and Tag Heuer.
Islamorada
Rain Barrel Village
Explore Rain Barrel Village: Florida Keys' vibrant artisan shops, tropical gardens, and iconic Betsy the Lobster!
Islamorada
Mission Wild Bird Hospital
Rescue, rehabilitate, and protect wild birds at Florida Keys' top sanctuary.
Islamorada
City Hall Cafe & Wine Bar
City Hall Café & Wine Bar in Tavernier offers gourmet dining with fresh, locally sourced seafood, an extensive selection of wines and beers, and a welcoming atmosphere for both dine-in and take-out guests.
