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

Zazoo Fine Art Gallery

ZaZoo Art — whimsical fine art & print gallery in Key West, where playful color meets island inspiration.

The Lower Keys

Coral Reef Park Company

At Pennekamp Park, Coral Reef Park Company offers snorkeling tours over some of Florida’s most diverse and beautiful coral reefs. Personal or small-group guided tours (up to 6 snorkelers per guide) are available — $120 + tax for the guide, $70 + tax...

Islamorada

Backcountry Cowboy Outfitters

Explore the Florida Keys with kayak, bike, and paddleboard rentals for unforgettable adventures!

Key West

The Green Pineapple

The Green Pineapple — eco-conscious lifestyle boutique & wellness café in the heart of Key West.

Islamorada

Studio Sesh Arts

Studio Sesh Arts — contemporary gallery and creative hub in Islamorada showcasing emerging Southern artists.

Islamorada

Breezy Palms Resort

Breezy Palms Resort offers a family-friendly, oceanfront experience with accommodations including poolside apartments, two-bedroom units, beach cottages, oceanfront apartments, and bungalows.

Key West

Lucy Hawk Art

Whimsical hand-cut papercut art; explore Lucy Hawk's Key West gallery.

Key Largo

Largo Cargo Co.

Key Largo’s go-to gift & souvenir shop with tropical apparel, Key Lime treats, and beach gear.

Marathon

Brutus Land and Sea

Fresh seafood market and eatery in Marathon, FL with nationwide shipping!

Islamorada

Islamorada Mercantile

Lifestyle boutique with resort wear, gifts & island essentials.

Key West

Key West Historic Seaport

Key West Historic Seaport is a vibrant waterfront hub with world-class dining, unique shops, water excursions, live music & year-round events in a 20-acre scenic harbor location.

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.

Islamorada

The Trading Post

The Trading Post of Islamorada — a 24/7 deli, grocery, and local market hub with fresh food, full deli, and essentials.

Key West

Jeff's Gems & Nautical Designs

Handcrafted nautical jewelry & expert repairs in Key West since 40+ yrs.

Islamorada

Old Road Gallery

Discover handcrafted pottery, bronze, and copper sculptures in a tranquil Keys setting.