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.
Crafted in the Florida Keys
In the Florida Keys, there’s time and head space for extraordinary creativity to thrive, and scores of freethinking spirits indulge their talent for crafting wares as individualistic as they are.
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Fischer and Sons Jewelers
Family‑owned jewelers offering custom designs, repairs, and gifts since 1954.
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.
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.
Natacha's Boutique
Natacha’s Boutique in Islamorada offers island clothing, handmade jewelry, coastal decor, hammocks, and hair braiding services.
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.
General Store At Caloosa Cove Marina
Oceanfront resort in Islamorada with suites, marina, pool, and on-site dining.
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.
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.
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.
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.
Divers Direct - Key West
Key West's largest, best-stocked dive shop - top brands, best prices.
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.
Cool Guy Stuff
Cool Guy Stuff LLC is a quirky, offbeat shop in Marathon, Florida, offering an eclectic mix of unique and humorous items.