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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Islamorada

T-Shirt City

Clothing store in Islamorada, Florida

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.

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 Largo

Island Garden

Boutique store in Key Largo

Key West

Lucy Hawk Art

Whimsical hand-cut papercut art; explore Lucy Hawk's Key West gallery.

Key West

Mattheessen's

Mattheessen’s on Duval Street serves homemade cookies, ice cream, key lime pie & marble slab fudge made with the finest ingredients.

Marathon

Shady Palm Art Gallery & Frame Shop

Discover unique local Florida Keys art, jewelry, and custom framing at Shady Palm!

Islamorada

Keys Deep Apparel

Florida Keys performance fishing apparel — shirts, hats, hoodies, neck gaiters & more, designed locally and made in the USA.

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.

Islamorada

Islamorada Mercantile

Lifestyle boutique with resort wear, gifts & island essentials.

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.

Key West

Happy Rooster Gifts & More

Key West gift & apparel shop with 3 stores.

Key West

Mel Fisher's Treasures

Authentic shipwreck treasure, jewelry & rare coins — shop the official Mel Fisher store for Atocha, Margarita, and historic finds.

Islamorada

Coconuts Art Studio

Art by Arana is an art studio in Islamorada offering a vibrant range of paintings, prints, apparel, accessories, and home décor inspired by Florida Keys themes.