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

Backcountry Cowboy Outfitters

Explore the Florida Keys with kayak, bike, and paddleboard rentals for unforgettable adventures!

Key West

Guild Hall Gallery

Key West’s oldest cooperative art gallery showcasing local artists in a historic Duval Street storefront.

Islamorada

Bass Pro Shops - World Wide Sportsman

Bass Pro Shops Islamorada: outdoor gear, fishing essentials, and adventures.

Key West

Nine Line Apparel & Black Rifle Coffee Shop - Key West

Nine Line Apparel offers patriotic, veteran-owned apparel — shirts, hoodies, gear that honors service and American values.

Marathon

Keys Vacation Supply Rentals

Trusted Florida Keys rentals delivered to you—bikes, beach gear, baby & more!

Key West

Cariloha

Cariloha Key West offers luxuriously soft, eco-friendly bedding, clothing, and bath goods made from sustainable bamboo, providing a unique shopping experience in the heart of Old Town.

Key West

Alan S Maltz Gallery

Discover stunning wildlife and scenic art by Florida’s official photographer Alan S. Maltz.

Key Largo

Fischer and Sons Jewelers

Family‑owned jewelers offering custom designs, repairs, and gifts since 1954.

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.

The Lower Keys

Coral Reef Park Company

At Pennekamp Park, Coral Reef Park Company offers snorkeling tours over some of Florida’s most diverse and beautiful coral reefs. Personal or small-group guided tours (up to 6 snorkelers per guide) are available — $120 + tax for the guide, $70 + tax...

Key Largo

Divers Direct - Key Largo

Key Largo's largest dive shop: Divers Direct, top brands, great service.

Islamorada

Zero Dress Code Boutique

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

Islamorada

DRIFT Island Collective

DRIFT Islamorada // Island Collective — thoughtfully curated coastal apparel & artisan goods in Islamorada, where island style meets relaxed living.