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

Kids Outlet

Children's clothing store

Key West

Sunset Waterfront Shoppes

Sunset Waterfront Shoppes — boutique shopping destination with waterfront vibes in Key West’s historic harbor.

Key West

Beached Bum Life

Beached Bum Life — laid-back beachwear, sunglasses & coastal essentials for seaside living.

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 West

Key West Island Bookstore

Key West Island Books is a beloved independent bookstore in Old Town offering new, used, rare, & antiquarian books—including a strong selection by local authors, bestsellers & literary treasures.

USCGC Ingham Maritime Museum

USCGC Ingham Memorial Museum — historic Coast Guard cutter & floating maritime museum in Key West, where legends of service meet immersive history.

Islamorada

Amara Cay Resort

Escape to Amara Cay Resort for luxe island vibes, ocean views, and pure relaxation.

Meetings Max
65
Total Space
575 sq ft
Largest Room
575 sq ft

Key West

Island Style Gallery

A Duval Street storefront of American craft rather than framed art: hand-painted furniture, pottery, glass, jewelry, tiles and sculpture, most of it one of a kind. Owner Dyan Stuglin buys primarily from Florida artists.

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 Largo

Grindhead Coffee Company

Bold island coffee & tropical vibes in the heart of the Keys.

Marathon

Alo Jewelers

Alo Jewelers: A family‑owned jewelry shop in Marathon, Florida Keys — since 1986.

Key West

West Marine

The Key West store sits at 951 Caroline Street in the Historic Seaport, inside Conch Harbor Marina, so you can walk up from your slip. Open 8 to 6 most days and 9 to 5 Sundays, for the part that broke this morning.

Key West

Hands On Clothing

Wearable art, jewelry & confident-style fashion in Key West’s Duval Street boutique.

Islamorada

Bella Sol

Bella Sol Fragrance Bar & Gifts — custom fragrance bar and artisan gifts in Islamorada, where personalized scents meet island charm.