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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Key West

Zero Mile Art

The green Mile 0 sign at Whitehead and Fleming is the photograph people drive the whole Overseas Highway to take, and this shop sits on the corner. Art prints and local gifts inside, plus cold drinks and key lime pie, open until eight.

Key West

Ocean Blue Galleries Key West

An authorized Dr. Seuss collection, Tom Everhart’s Peanuts work, Nano Lopez bronzes and lit glass animals by the Borowski brothers all share this gallery at the top of Duval. The mix leans toward pop art and nostalgia alongside Key West scenes.

Key West

Effusion Gallery

Four thousand square feet over two floors, hung with hyperreal candy wrappers the size of a door and portraits set with Swarovski crystals. It is also open late, which makes it the one gallery on Duval you can walk into after dinner.

Key West

Petals & Vines Craft Boutique

Shop curated home décor and unique gifts in Key West at Petals & Vines Boutique, where timeless style meets coastal elegance.

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.

Key West

Beach Weekend

Pontoons with waterslides, including a 30 footer with three of them, plus panga and Everglades fishing boats, all tied up on the ocean side of US-1 on Stock Island. Fuel, bait, ice, snacks and a full ship's store are right there at the dock, so you load up once and go.

Key West

Jeff's Gems & Nautical Designs

Handcrafted nautical jewelry & expert repairs in Key West since 40+ yrs.

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.

Weddings Max
100
Meetings Max
50
Total Space
2000 sq ft
Largest Room
2000 sq ft

Islamorada

Flying Fisherman Sunglasses & Apparel

Polarized eyewear and fishing gear made by anglers, for anglers — affordability meets performance.

Key West

Fishbusterz Retail Seafood Market

Florida’s largest wholesale fishery, offering fresh, wild-caught seafood including spiny lobster, pink shrimp, snapper, and more.

Key West

Island Boutique Key West

Island-style beachwear & accessories for men & women in Key West.

Marathon

DK’S Beach Boutique

Trendy beachwear, swimwear, and accessories in the Florida Keys.

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.

Islamorada

Morada Way Arts & Cultural District

Discover vibrant art and culture in the heart of Islamorada at Morada Way!