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

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.

Key Largo

Island Garden

Boutique store in Key Largo

Key West

Sigsbee Marina

Navy MWR Key West: Your go-to hub for family recreation, fitness, dining, lodging, and tickets on Naval Air Station Key West.

The Lower Keys

Low Key Tye Dye

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

Marathon

Keys Vacation Supply Rentals

Trusted Florida Keys rentals delivered to you—bikes, beach gear, baby & more!

Key West

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.

Islamorada

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.

Key West

Island Memories

Island Memories is a quaint establishment nestled in the heart of Key West, FL, offering a unique experience for visitors and locals alike.

Islamorada

Old Road Gallery

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

Islamorada

Islamorada Candle Co.

Hand-poured vegan, clean-burning candles made in Islamorada.

The Lower Keys

Island Deli

Island Deli — popular sandwich shop in Big Pine Key serving hearty subs, Cuban sandwiches and breakfast favorites since the morning hour.

Key West

Overseas Market

Shop, dine & explore at Key West’s vibrant Overseas Market Plaza

Key West

Hammerhead Surf Shop

Style + surf gear in Key West’s Historic Seaport — top apparel, shades & beach vibes.

Key West

Stone Soup Gallery & Frame Shop

Stone Soup Gallery — Key West’s gallery of fine art, crafts & local expressions in a cozy, creative space.

Key West

The Key West Shell Warehouse

Key West Shell Warehouse — one of the largest shell & gift shops in Key West with treasures from sea to shore.