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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Islamorada

Robbie's of Islamorada

Robbie’s of Islamorada offers thrilling tarpon feeding, fishing, water sports, and vibrant local dining in the heart of the Florida Keys.

Marathon

La Fe Cigars Corp.

La Fe Cigars Corp.: Marathon's go-to for top cigars - learn more.

Key West

Island Style Gallery

Artful island treasures—crafts, gifts & originals that wink at paradise.

Marathon

Food For Thought

Natural wellness café and market with organic, vegan, and gluten-free delights.

Islamorada

Islamorada Sun & Fun

Gift shop in Rain Barrel Village in Islamorada.

Islamorada

Peace of Tibet

Hand-crafted Tibetan jewelry & artisan goods in Islamorada

Islamorada

Three Waters Resort & Marina

Escape to Three Waters Resort & Marina for island luxury, ocean views, and endless adventure.Three Waters Resort & Marina, a Tribute Portfolio Resort, is a newly reimagined oceanfront destination in Islamorada, Florida, blending island charm with modern luxury.

Meetings Max
120
Total Space
1680 sq ft
Largest Room
1680 sq ft

Islamorada

Caloosa Cove Resort

Caloosa Cove Resort & Marina offers 30 oceanfront suites with kitchens, balconies, and ocean views.

Islamorada

The Banyan Tree Garden Boutique

The Banyan Tree Garden & Boutique — a hidden oasis in Islamorada showcasing tropical gardens, artisan gifts & women’s fashion.

Islamorada

Amiga Mia Home - Boutique

Amiga Mia Home is a boutique in Islamorada offering artisanal home decor and personal accessories inspired by natural, organic, and boho-chic design.

Key West

La Rubia Panama Hats

Premium Panama hat boutique in Old Town Key West.

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

Hands On Clothing

Wearable art, jewelry & confident-style fashion in Key West’s Duval Street boutique.