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
Islamorada
Bass Pro Shops - World Wide Sportsman
Bass Pro Shops Islamorada: outdoor gear, fishing essentials, and adventures.
Key West
Archeo Gallery
Archeo Gallery is a longtime Duval Street gallery showcasing story-driven art, bespoke rugs inspired by the Florida Keys, fine local jewelry, and rare ancient fish fossils.
Islamorada
Cigars In the Keys
Cigars In The Keys, located at Mile Marker 82 in Islamorada, offers a curated selection of premium cigars, including exclusive blends crafted by Yaxel Ortiz, in a relaxed, welcoming environment.
Marathon
Sea Bird Marina
Full-service Long Key marina offering slip rentals, boat launch, fuel, rentals & bait shop.
Key West
Sugar Shark Market
Sugar Shark Market — Key West’s eclectic shop offering local art, surf gear, apparel, and coastal finds.
Islamorada
Sunrise Cuban Market & Cafe
Sunrise Cuban Cafe & Market — authentic Cuban cuisine, breakfast through dinner, right on the Overseas Highway in Tavernier.
Key West
Books & Books
Books & Books at The Studios of Key West is a locally owned, nonprofit independent bookstore offering a curated selection of fiction, nonfiction, children's books, and art titles, serving as a community hub for readers and writers.
Key West
Key West Flags LLC
Key West Flags — online store specializing in Conch Republic and Key West–branded flags, accessories and custom design goods.
Islamorada
Florida Keys Outfitters Fly Shop & Guide Service
Islamorada's premier fly fishing outfitter offering guided trips, gear, and expert instruction.
Key Largo
Eat Florida Seafood
Fresh, locally caught seafood from the Florida Keys, served directly to your plate.
Key West
Gingerbread Square Gallery
Key West’s oldest private art gallery, showcasing original works in a historic Victorian setting.
Islamorada
Lobster Trap Art Gift Shop and Gallery
Vibrant coastal gallery in Islamorada offering tropical art, gift items, and signature lobster-trap frames.
Key West
Mallory Square
Mallory Square is Key West’s iconic waterfront plaza where nightly sunset celebrations come alive with street performers, food, and local artisans.
