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 Largo

Fischer and Sons Jewelers

Family‑owned jewelers offering custom designs, repairs, and gifts since 1954.

Key West

Millionaire Gallery

Signed guitars, Hollywood wardrobe, and autographed sports and music pieces, built into shadowbox displays and certified by third-party authenticators. The Duval Street gallery opens in the afternoon and stays open into the evening.

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.

Islamorada

Natacha's Boutique

Natacha’s Boutique in Islamorada offers island clothing, handmade jewelry, coastal decor, hammocks, and hair braiding services.

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.

Islamorada

General Store At Caloosa Cove Marina

Oceanfront resort in Islamorada with suites, marina, pool, and on-site dining.

Key West

Cariloha

Cariloha Key West offers luxuriously soft, eco-friendly bedding, clothing, and bath goods made from sustainable bamboo, providing a unique shopping experience in the heart of Old Town.

Key West

La Rubia Panama Hats

Premium Panama hat boutique in Old Town Key West.

Marathon

Coco's Deli & General Store & Tackle

A deli, a grocery and a bait counter in one small building on Coco Plum Drive, just off US-1 at mile marker 52. Order a Cuban, grab a bag of ice and some bait, and you are provisioned for the whole day.

Islamorada

Sea La Vie Beach Boutique

Se La Vie Beach Boutique is your go-to island-vibe boutique for chic, seaside-inspired fashion and lifestyle essentials.

Islamorada

Amiga Mia Home - Boutique

Amiga Mia Home is a women-owned boutique in Islamorada built inside a redesigned vintage travel trailer. It stocks artisanal, boho-chic home decor and personal accessories, from ceramic planters to woven macrame crossbody bags and other handcrafted pieces.

Key West

Divers Direct - Key West

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

Islamorada

Scuba Town USA

Scuba Town USA in Islamorada offers an all-in-one dive and vacation experience with lodging, dining, pools, a private beach, and access to multiple dive-related businesses, all set within Three Waters Resort & Marina.

Marathon

Cool Guy Stuff

Cool Guy Stuff LLC is a quirky, offbeat shop in Marathon, Florida, offering an eclectic mix of unique and humorous items.