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.

Filters
Keys Season Deals
Destination
Category
Key West

Southernmost Trolley Stop

The southernmost trolley stop is in Key West, Florida, located at the iconic Southernmost Point buoy.

Islamorada

T-Shirt City

Clothing store in Islamorada, Florida

Key Largo

Sandy Dreamz Boutique

A unique beach boutique offering "Beach to Bar" styles for her, boating adventure wears for him plus fun time items for the little ones and charming memorabilia to take home.

Key West

Lilly Pulitzer

Lilly Pulitzer – Key West — signature resort-wear boutique in Key West, where bold tropical prints and timeless style meet island flair.

Islamorada

La Jolla Resort

La Jolla Resort: Classic Keys charm, beachfront views, family fun!

Islamorada

Seaside Glassworks

Handcrafted glass art inspired by coastal beauty—discover unique creations!

Key West

Ron Jon Surf Shop

Key West’s surf & beach gear paradise — Ron Jon Surf Shop

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

Mama's Garden Center

Mama’s Garden Center: the largest nursery in the Florida Keys, offering native plants, palms, trees, hardscaping, design & installation services.

Key West

Key West Sunsets

KWSunsets showcases vibrant Key West-inspired artwork, featuring original paintings and prints of island sunsets.

Key Largo

Key Largo Fisheries Backyard Cafe

Fresh-caught seafood market, waterfront café & wholesale since 1972 in Key Largo.

Key West

Mzoe Arts

Mzoe Arts is a Key West ceramics studio and artisan brand by South African-born potter Thabane Mpofu, crafting one-of-a-kind hand-built ceramic creations inspired by his late father's artistry and a mission to employ and mentor fellow artisans from his community.

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.