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

DePaula Jewelers

DePaula Jewelers, a trusted family-run jeweler in the Florida Keys for over 35 years, offers handcrafted nautical and island-inspired jewelry—including fish hook, treasure coin, and opal pieces—designed by GIA-certified gemologists and master artisans.

Key West

LIK Fine Art

Peter Lik photographs Key West water, and the gallery on Duval hangs those images alongside the panoramas that made his name. Open until nine every night, with Brazilian ebony underfoot and the lights turned down so the prints do the work.

Key West

Jeff's Gems & Nautical Designs

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

Islamorada

Caloosa Cove Resort

Fifteen acres on the ocean at mile marker 73.5, with 30 suites that all have kitchens, balconies and water out the front door, plus a heated pool and a sandy beach. Tie your boat up out back, walk over to Habano's for Cuban food, and never move the car.

Islamorada

Coconuts Art Studio

Arana Glass has been painting faces onto coconuts for more than thirty years, and since 2020 she and her husband have been hiding them around the Keys for strangers to find and keep. Her studio at mile marker 86.7 in Islamorada has the originals, the prints, and a good deal more.

Key West

Pirate Paradise

This store has a wide variety of everything Key West. They have shirts, dresses, kids clothes, magnets, keychain, and anything else you might need.

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.

Islamorada

Islamorada Sun & Fun

Gift shop in Rain Barrel Village in Islamorada.

Islamorada

Michelle Nicole Lowe, Artist

Michelle Nicole Lowe painted the cover of the 2023 Keys Traveler, a watercolor marking two hundred years of the Florida Keys. She is a fifth-generation Conch whose great-grandfather sailed over from Green Turtle Cay, and she paints the fish, birds and old bridges she grew up around.

Key West

Divers Direct - Key West

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

Key Largo

Keys Re-Treats

Keys Re-Treats crafts hand-made, healthy dog treats in Key Largo, Florida, using upcycled, locally-sourced ingredients that reduce food waste and support sustainable pet nutrition.

Marathon

Florida Keys Kiteboarding and Stand Up Paddleboarding

Guided paddleboarding tours and rentals in the Florida Keys, offering eco-friendly adventures.

Key West

Salty Dog Key West

Salty Dog Key West – iconic apparel & gift shop on Simonton Street, offering unique coastal gear, island-themed fashion, and pet merchandise.