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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Derubeis Fine Art of Metal Key West
Chris DeRubeis, acclaimed as the “Father of Conceptual Movement,” pioneers the signature style of Abstract Sensualism®, transforming metal into luminous, emotionally charged fine art that blends sculpture and painting in celestial abstraction.
Key West Sunsets
KWSunsets showcases vibrant Key West-inspired artwork, featuring original paintings and prints of island sunsets.
Southernmost Trolley Stop
The southernmost trolley stop is in Key West, Florida, located at the iconic Southernmost Point buoy.
Divers Direct - Key West
Key West's largest, best-stocked dive shop - top brands, best prices.
Clinton Square Market
Clinton Square is a small indoor mini-mall in Key West featuring souvenir shops, name-brand sunglasses, clothing, and more.
Amanda Johnson Gallery
Dive into Tropical Impressionism by Amanda Johnson - originals and giclees.
Saltwater Angler
The Saltwater Angler — Key West’s premier outfitter for fishing charters, technical gear, and apparel.
Ocean Blue Galleries Key West
Ocean Blue Art Gallery features fine art inspired by the sea — paintings, photography, and sculptures by coastal artists in Key West.
Date & Thyme Organic Cafe and Market
Date & Thyme is an organic cafe and market on Fleming Street in Key West, serving fresh juices, smoothies, and vegan and gluten-free friendly plates. Short: Date & Thyme is an organic cafe and market at 829 Fleming Street in Key West, serving fresh juices, smoothies, breakfast, and lunch with plenty of vegan and gluten-free friendly options. Certified Plastic Free 305, it is a wholesome stop for grab-and-go island fuel.
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.
Steve Diossy Marine Art Gallery
Steve Diossy Marine Artist — vibrant coastal art, apparel & gallery celebrating ocean life with humor and heart.
Earthbound Trading Co
Bohemian fashion, artisanal crafts, and globally inspired home decor.
Lilly Pulitzer
Lilly Pulitzer – Key West — signature resort-wear boutique in Key West, where bold tropical prints and timeless style meet island flair.
West Marine
West Marine – Key West — full-spectrum marine supply store at 951 Caroline St., Key West, FL.
Dawgone Licious
Dawgone Licious has been handcrafting healthy, dietary-friendly dog treats right here in Key West since 2014, with a lineup that includes custom-made snacks tailored to your pup's specific needs, adorable bandanas and collars, and seasonal fun like Smash Cake Pawrties and Pup-cream cones.