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

Purple Pineapple Boutique

Women’s Plus size, Women’s, baby, toddler and so much more!

Key West

Tunaskin Aquatic Apparel

Tunaskin Aquatic Apparel — premium performance-wear designed for water-lovers and beach enthusiasts.

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

Key West

Millionaire Gallery

Millionaire Gallery specializes in high-end photography and fine art from world-class photographers, with locations in the Keys and online sales.

Marathon

Anthony's Ladies Apparel - Marathon

Anthony’s Ladies Apparel in Marathon offers a curated selection of resort wear, swimwear, and casual-chic fashion for women, featuring exclusive brands like Anthony’s Resort Wear and Coconut Row.

Islamorada

Keys Salt Scrub (The)

Handcrafted, chemical-free sea salt scrubs from the Florida Keys — exfoliating, moisturizing, and odor-neutralizing.

Islamorada

Seaside Glassworks

Handcrafted glass art inspired by coastal beauty—discover unique creations!

Marathon

Golden Road Boutique

Golden Road is an Islamorada boutique offering elevated coastal fashion and curated pieces inspired by effortless island style.

Marathon

Port Nautical Gifts

Nautical gifts & tropical treasures on Marathon’s Overseas Highway

Key West

Southernmost Trolley Stop

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

The Lower Keys

Looe Key Reef Resort & Dive Center

Looe Key Reef Resort offers beachfront accommodations, daily scuba and snorkeling trips, a full-service dive shop, and a Tiki Bar with live entertainment in the Florida Keys.

Islamorada

Island Home Garden Center

A lush Florida garden paradise offering plants, patios & peaceful outdoor escapes.

Key West

Key West Sponge Market

Indulge in luxury with natural sea sponges—sustainably harvested, soft, durable & eco-friendly. Perfect for sensitive skin & a spa-like bath at home.

Key West

Local Color

Three vibrant Key West boutiques offering designer jewelry, jewelry-exclusive items, island clothing & accessories in prime locations.