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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Key West
Fit2Run
Fit2Run — The Runner's Superstore is a specialty running retailer located on Duval Street in Key West, offering running shoes from top brands including Hoka, On, Brooks, Asics, and Nike alongside running apparel, accessories, and expert in-store gait analysis.
Key West
Boutique Alexandra
Boutique Alexandra is an Old Town Key West boutique and interior design studio offering vintage décor, jewelry, accessories and curated finds for body and home.
Key West
Holle Fine Art Gallery
Holle represents Tom Everhart, the only artist Charles Schulz ever taught and legally authorized to paint Peanuts as fine art. The gallery sits on Duval and stays open until ten every night, so it fits into an evening rather than competing with your beach day.
Key West
KINO Sandals
Handcrafted leather sandals, made in Key West since 1966 — classic styles for men, women & kids.
Marathon
Nearly New Thrift Shop
St. Columba Thrift Shop: community thrift store offering affordable clothing, household goods & gently used treasures in Marathon.
Key West
Baby's Coffee — Old Town
Baby's Coffee has opened a new Old Town cafe on Fleming Street, bringing its since-1991 Keys roasting right into the heart of Key West. Walk in for bold espresso, the same fresh-roasted blends found at the Mile Marker 15 flagship, and a case of baked goods to start your day.
Key West
World Food Market
World Food Market — specialty grocery offering imported flavors from Central Asia and Eastern Europe.
Islamorada
The Tipsy Octopus
The Tipsy Octopus — quirky souvenir & specialty shop in Islamorada, where island‑style treasures, art pieces and fun gifts meet a roadside stop filled with character.
The Lower Keys
Artists In Paradise Gallery
Artists in Paradise Gallery is a vibrant co-op gallery on Big Pine Key, showcasing original works by over 40 local artists, including paintings, pottery, glass, and fine crafts.
Key Largo
Divers Direct - Key Largo
Key Largo's largest dive shop: Divers Direct, top brands, great service.
