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
Key West Collective | Art Gallery
Key West Collective is a curated art gallery in Old Town’s Historic Seaport featuring local and contemporary artists in a bright, welcoming space.
Islamorada
Bella Sol
Bella Sol Fragrance Bar & Gifts — custom fragrance bar and artisan gifts in Islamorada, where personalized scents meet island charm.
Marathon
Bayshore Clothing
Bayshore Clothing is a locally owned family boutique in Marathon offering island-inspired apparel, jewelry, and gift items for men, women, and kids, featuring SPF-protective wear and beach-themed accessories.
Key West
Sloppy Joe's Bar
A legendary Key West bar & live-music venue—Sloppy Joe’s offers tropical nightlife, cocktails, and island vibes since 1933.
Islamorada
Islamorada's Art on a Whim Gallery
Judith Chesher stocks her shop with work from around thirty Keys artists, and as she puts it, the Keys are full of artists doing all kinds of weird things. It sits in Rain Barrel Village, a few steps from a forty-foot lobster.
Key West
SALT Gallery
Local sea salts, wild island honey and work by Keys artists under one roof on Simonton Street. Laura Richardson's shop sits somewhere between a gallery and a pantry, deliberately.
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 Largo
Sail Fish Scuba
Sail Fish Scuba is a PADI 5-Star Dive Center in Key Largo offering guided scuba and snorkeling tours, PADI certifications, private charters, in-water photo guidance with free photos, and full-service gear support.
Key Largo
Ugly Fish Apparel & Printing
Custom apparel & printing shop in Key Largo offering screen printing, sublimation, laser engraving, and more.
The Lower Keys
Mary Jane's Closet
Home goods & gift shop in Cudjoe Key — local art, souvenirs, kitchenware, apparel & quirky treasures.
Key Largo
Fischer and Sons Jewelers
Family‑owned jewelers offering custom designs, repairs, and gifts since 1954.
