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.
Filters
Key West
Key West Sunshine Club
Key West Sunshine Club is a Bahama Village boutique with curated apparel & accessories (women, men, kids), local-artist pieces, and its own clothing line.
Islamorada
Islamorada's Art on a Whim Gallery
Judith Chesher stocks her shop with work from around thirty Keys artists, and as she puts it, the Keys are full of artists doing all kinds of weird things. It sits in Rain Barrel Village, a few steps from a forty-foot lobster.
Islamorada
NIKNAX Antiques And Collectibles
Antique store in Islamorada, Florida located at Robbie's.
Key Largo
Anthony's Ladies Apparel-Key Largo
Anthony’s Ladies Apparel in Key Largo offers a curated selection of resort wear, swimwear, and casual-chic fashion for women, featuring exclusive brands like Anthony’s Resort Wear and Coconut Row.
Key West
OurKeyWest Galleria - Gifts, Art, Shopping
Discover Key West like a local with free concierge, tours, and unique adventures!
Key West
Zazoo Fine Art Gallery
Rock photography, animation art and signed collectibles fill this Duval Street gallery, where the artist list runs from John Lennon and Ringo Starr to Sylvester Stallone. Owner Don Oriolo, who ran the Felix the Cat franchise from 1985 until 2014, paints on site.
Key West
Jeff's Gems & Nautical Designs
Handcrafted nautical jewelry & expert repairs in Key West since 40+ yrs.
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.
The Lower Keys
The Perry Hotel & Marina
The Perry Hotel Key West is a modern, pet-friendly waterfront retreat located on Stock Island, just minutes from downtown Key West.
Weddings Max
150
Meetings Max
40
Total Space
960 sq ft
Largest Room
960 sq ft
Key West
Nu Shuz
A Top Seller Poshmark boutique out of Key West, specializing in bold, statement footwear and accessories.
Key West
Bliss Jewelers
Bliss Jewelers is a family-owned luxury jewelry boutique in Key West, offering a curated selection of fine jewelry and timepieces from renowned brands like Omega, Breitling, and Tag Heuer.
Key West
Hemingway Distillery
Slip into the Hemingway Social Club, a cool, air-conditioned speakeasy hidden inside Papa's Pilar Rum Distillery on Simonton Street in Old Town Key West. Pull up a stool for craft rum and whiskey cocktails in a room that practically hums with Ernest Hemingway's island spirit.
