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

Key West Collective | Art Gallery

Key West Collective is a curated art gallery in Old Town’s Historic Seaport featuring local and contemporary artists in a bright, welcoming space.

Key West

Garlic Grater with Love

Garlic Grater with Love is a 14-year-old artisan brand crafting distinctive handmade ceramic garlic grater bowls and eco-friendly scrubbie sponges, found at the Key West Artisan Market at Higgs Beach and available online for those who want to bring a piece of handmade artistry home from the Keys.

Key West

Sloppy Joe's Bar

A legendary Key West bar & live-music venue—Sloppy Joe’s offers tropical nightlife, cocktails, and island vibes since 1933.

Key West

OverAchieving Tea

OverAchieving Tea is a premium handcrafted yerba maté and wellness shot brand crafting better-tasting, better-quality functional herbal blends, found at the Key West Artisan Market and local Florida Keys events.

Key West

Key West Flags LLC

Key West Flags — online store specializing in Conch Republic and Key West–branded flags, accessories and custom design goods.

Key West

Key West Garden Club at West Martello Tower

Tropical garden paradise by the sea at the historic West Martello Tower—free-admission gardens, beach views, volunteer-run, perfect for nature lovers in Key West.

Key West

E11DROPS

E11DROPS is a Key West sustainable luxury skincare boutique at the Shops at Mallory Square where owner Mariam handcrafts eco-friendly soaps, lotions, balms, deodorants, and bath products from premium natural ingredients — with a Key West-inspired soap collection, a zodiac gift series, and soap-making classes that make self-care feel like an island adventure.

Key West

Sacred Space Gallery

Gallery & studio of women artists—expressive art in Key West

Key West

Guild Hall Gallery

Twenty-seven local artists rent individual stalls across two floors here, and each one works the floor five hours a week, so the person selling you a painting is often the person who painted it. The gallery has occupied the same Duval Street building since 1976.

Key West

Holle Fine Art Gallery

Holle represents Tom Everhart, the only artist Charles Schulz ever taught and legally authorized to paint Peanuts as fine art. The gallery sits on Duval and stays open until ten every night, so it fits into an evening rather than competing with your beach day.

Key West

Captain Hook's Dive Key West

A NOAA Blue Star dive operator running two trips a day out to the Vandenberg, Sand Key Lighthouse and the reefs off Key West, with a divemaster in the water on every dive. Snorkelers get their own departures and all the gear, and no experience is required.

Key West

Effusion Gallery

Four thousand square feet over two floors, hung with hyperreal candy wrappers the size of a door and portraits set with Swarovski crystals. It is also open late, which makes it the one gallery on Duval you can walk into after dinner.

Key West

Native Colors Inc

An owner-run gallery of contemporary work, metal and sculpture, tucked into the Shops at Mallory Square. Tony Klaesius has been part of the Key West art scene long enough to have chosen everything in the room himself.

Key West

Clinton Square Market

Clinton Square is a small indoor mini-mall in Key West featuring souvenir shops, name-brand sunglasses, clothing, and more.

Key West

Mac's Sea Garden

Mac’s Sea Garden is a historic gift shop in the Seaport offering souvenirs, local art, decor, and quirky Key West finds.