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

LIK Fine Art

Gallery of world-renowned photographer Peter Lik—limited edition nature, landscape & wildlife prints.

Key West

Key West Framing & Art Supplies

Keys Framing & Art Supplies is your go-to Key West destination for custom framing, high-quality art supplies, and inspiring community art events.

Key Largo

REEF Ocean Exploration Center for Marine Conservation

Explore the REEF Ocean Exploration Center: inspiring ocean discovery and conservation!

Meetings Max
136
Total Space
4000 sq ft
Largest Room
2000 sq ft

Islamorada

Purple Pineapple Boutique

Walk into Purple Pineapple Boutique in Islamorada and you'll immediately feel like you've found your people. Owner Lisa has filled this Village Square gem with breezy resort wear, dresses, rompers, two-piece sets, the best denim in the Keys, tarnish-free waterproof jewelry with select locally made styles, exclusive Purple Pineapple candles, Marlin's Cocktail Co. products, and a heartfelt Crafts Against Cancer collection handmade by Lisa's mom Peggy — all in a warm, kid-friendly space with a play area for little ones and a shave ice truck just steps away.

Marathon

Bayshore Clothing

Bayshore Clothing is a locally owned family boutique in Marathon offering island-inspired apparel, jewelry, and gift items for men, women, and kids, featuring SPF-protective wear and beach-themed accessories.

Key West

Indigo Boutique Key West

Boutique offering a line of handmade clothing and jewelry pieces.

Islamorada

Studio Sesh Arts

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

Key West

SeaSister Island Gallery

Discover high-end contemporary art from local and international artists in vibrant Key West.

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.

Key West

Archeo Gallery

Archeo Gallery is a longtime Duval Street gallery showcasing story-driven art, bespoke rugs inspired by the Florida Keys, fine local jewelry, and rare ancient fish fossils.

Key West

JAG Gallery

Key West's Jag Gallery: dynamic art, open exhibits, top artists.

Key West

Steve Diossy Marine Art Gallery

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

Islamorada

Rain Barrel Village

Explore Rain Barrel Village: Florida Keys' vibrant artisan shops, tropical gardens, and iconic Betsy the Lobster!

Key West

Harrison Gallery

Contemporary fine art gallery in Key West, run by the Harrisons.