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

Tucker's Provisions

Tucker’s Provisions — classic Key West boutique on Duval Street offering curated men’s, women’s & kids’ apparel, accessories and island-style gifts.

Key West

JAG Gallery

Key West's Jag Gallery: dynamic art, open exhibits, top artists.

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.

Key West

Saltwater Angler

The Saltwater Angler — Key West’s premier outfitter for fishing charters, technical gear, and apparel.

Key West

West Marine

West Marine – Key West — full-spectrum marine supply store at 951 Caroline St., Key West, FL.

Islamorada

Sea Dragon Fine Furnishings

Island-inspired Bali décor & furnishings from reclaimed teak, bamboo, and sustainable materials in Islamorada.

Key West Legal Rum

Key West Legal Rum Distillery offers free daily tours and tastings of small-batch, salt-cured rums crafted by chef-distiller Paul Menta. Located at 105 Simonton St, it's a must-visit for rum enthusiasts and curious travelers alike.

Islamorada

Otherside Boardsports

Otherside Boardsports in Islamorada offers lessons, rentals, and retail gear for paddleboarding, kiteboarding, winging, wake, foil & more.

Islamorada

Old Road Gallery

Discover handcrafted pottery, bronze, and copper sculptures in a tranquil Keys setting.

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.

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 Largo

Stream2Sea SPF

Stream2Sea — environmentally responsible, reef-safe skincare and body care for ocean lovers.

Key West

Magie Ruley-Island Inspirations

Bright, tropical acrylic art by Key West painter Maggie Ruley — bold colors, island scenes, and happy vibes.

Key West

Key West Swimwear

Key West Swimwear offers stylish bikinis, one-pieces, tankinis, cover-ups, and accessories from top brands—perfect fits for beach days, vacations, and summer looks.

Key West

Playtime Apparel

Children's apparel and gifts.