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

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

Key West Sunsets

KWSunsets showcases vibrant Key West-inspired artwork, featuring original paintings and prints of island sunsets.

Key West

Southernmost Trolley Stop

The southernmost trolley stop is in Key West, Florida, located at the iconic Southernmost Point buoy.

Key West

Divers Direct - Key West

Key West's largest, best-stocked dive shop - top brands, best prices.

Key West

Clinton Square Market

Clinton Square is a small indoor mini-mall in Key West featuring souvenir shops, name-brand sunglasses, clothing, and more.

Key West

Amanda Johnson Gallery

Dive into Tropical Impressionism by Amanda Johnson - originals and giclees.

Key West

Saltwater Angler

The Saltwater Angler — Key West’s premier outfitter for fishing charters, technical gear, and apparel.

Key West

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.

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.

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

Steve Diossy Marine Art Gallery

Steve Diossy Marine Artist — vibrant coastal art, apparel & gallery celebrating ocean life with humor and heart.

Key West

Earthbound Trading Co

Bohemian fashion, artisanal crafts, and globally inspired home decor.

Key West

Lilly Pulitzer

Lilly Pulitzer – Key West — signature resort-wear boutique in Key West, where bold tropical prints and timeless style meet island flair.

Key West

West Marine

West Marine – Key West — full-spectrum marine supply store at 951 Caroline St., Key West, FL.

Key West

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.