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

Mangia Mangia

Mangia Mangia — Italian & Mediterranean dining with fresh pastas, wood-fired pizzas, and warm Key West ambiance.

The Lower Keys

Low Key Tye Dye

Low Key Tye Dye: unique clothing & goodies in the Lower Keys.

Key West

Harry S. Truman Little White House

Presidential museum in Key West.

Weddings Max
300
Meetings Max
50
Total Space
572 sq ft
Largest Room
572 sq ft

Key West

KINO Sandals

Handcrafted leather sandals, made in Key West since 1966 — classic styles for men, women & kids.

Key West

Beach Weekend

Pontoons with waterslides, including a 30 footer with three of them, plus panga and Everglades fishing boats, all tied up on the ocean side of US-1 on Stock Island. Fuel, bait, ice, snacks and a full ship's store are right there at the dock, so you load up once and go.

Key West

Maggie Ruley - Island Inspirations

Maggie Ruley has been painting Key West since the mid-1980s, starting from a corner of Blue Heaven. Her Fleming Street studio is open ten-ish to five-ish most days, and she is usually in it, working.

Key Largo

Sandpiper

Curated women’s, men’s, and children’s fashion and unique gifts in the Ocean Reef community.

Key West

Ocean Blue Galleries Key West

Ocean Blue Art Gallery features fine art inspired by the sea — paintings, photography, and sculptures by coastal artists in Key West.

Marathon

La Fe Cigars Corp.

La Fe Cigars Corp.: Marathon's go-to for top cigars - learn more.

Key West

Red Door Gallery

Next door to Pepe's, which has been feeding Key West since 1909, and a few steps from the Historic Seaport. A small gallery of island and Caribbean work by Key West artists, priced to actually buy.

Key West

Key West Island Bookstore

Key West Island Books is a beloved independent bookstore in Old Town offering new, used, rare, & antiquarian books—including a strong selection by local authors, bestsellers & literary treasures.

Key West

Key West Candle & Bath Co.

Key West Candle & Bath Co. offers hand-poured candles, bath essentials, and seaside-inspired gifts crafted in Key West, Florida Keys.

Key West

La Rubia Panama Hats

Premium Panama hat boutique in Old Town Key West.

Islamorada

Ocean Gardens

Ocean Gardens & Gifts is a nautical gallery in Islamorada selling marine antiques, shells, coral, jewelry & coastal décor treasures.

Marathon

Marathon Mermaid Coffee Co.

Marathon Mermaid Coffee Co. is a specialty coffee roastery based in Marathon, Florida, offering small-batch coffees, teas, coffee pods, and branded apparel shipped directly to your door, with a portion of every purchase donated to Heroes, Cowboys & Companions — a nonprofit dedicated to supporting the resilience and wellbeing of active duty military and veterans.