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

Islamorada Dive Center

Explore Florida Keys' reefs and wrecks with expert guides at Islamorada Dive Center!

The Lower Keys

Veterans Dive Center & Retreat

Veterans Dive Center & Retreat — dive shop and veteran-friendly retreat in Summerland Key, Florida.

Key West

Date & Thyme Organic Cafe and Market

Date & Thyme is an organic cafe and market on Fleming Street in Key West, serving fresh juices, smoothies, and vegan and gluten-free friendly plates. Short: Date & Thyme is an organic cafe and market at 829 Fleming Street in Key West, serving fresh juices, smoothies, breakfast, and lunch with plenty of vegan and gluten-free friendly options. Certified Plastic Free 305, it is a wholesome stop for grab-and-go island fuel.

Key West

Fit2Run

Fit2Run — The Runner's Superstore is a specialty running retailer located on Duval Street in Key West, offering running shoes from top brands including Hoka, On, Brooks, Asics, and Nike alongside running apparel, accessories, and expert in-store gait analysis.

Key Largo

Sandy Dreamz Boutique

A unique beach boutique offering "Beach to Bar" styles for her, boating adventure wears for him plus fun time items for the little ones and charming memorabilia to take home.

Islamorada

Amber Waves Boutique

Amber Waves Swim is a boutique in Islamorada's Art District offering chic, functional swimwear and accessories designed to flatter every figure.

Key West

Abstracta

A small Duval Street gallery stocked with work that does not look like anybody else's on the street, including sculpture built out of reclaimed metal. It stays open into the evening, which makes it one of the few galleries you can browse after dinner.

Key West

Low Key

Low Key Fashion House is a Key West luxury boutique offering curated designer fashion, handbags, accessories, fragrances, and coastal style.

Islamorada

Old Road Gallery

Dwayne and Cindy King throw pottery and cast bronze in a workshop you can stand and watch, then set the results loose in a hardwood garden of winding paths, sculpture and free-range peacocks. It is at mile marker 88.8 and ranks among the top ten things to do in Islamorada.

Key West

Whimsy Key West

Whimsy Key West — custom illustration & whimsical art in Key West, where imagination becomes keepsake.