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.
Crafted in the Florida Keys
In the Florida Keys, there’s time and head space for extraordinary creativity to thrive, and scores of freethinking spirits indulge their talent for crafting wares as individualistic as they are.
Filters
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
Lazy Days Islamorada
Award-winning oceanfront dining with fresh seafood, steaks, and stunning views.
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.
Key West
Searstown Shopping Center
Shopping center featuring Sears, a Publix grocery store, and a Wendy's.
The Lower Keys
Artists In Paradise Gallery
Artists in Paradise Gallery is a vibrant co-op gallery on Big Pine Key, showcasing original works by over 40 local artists, including paintings, pottery, glass, and fine crafts.
Islamorada
Florida Bay Forever
Non-profit dedicated to preserving Florida Bay through restoration, advocacy, and education.
Key West
Fausto's Food Palace
Key West’s oldest grocery store since 1926, offering gourmet groceries, deli, seafood, and home delivery.
Key West
The Green Pineapple
The Green Pineapple — eco-conscious lifestyle boutique & wellness café in the heart of Key West.
Key West
TooKEY's Gallery
TooKEY’s Gallery by Jessica Tookey — expressive fine art, mixed media and photography studio in Key West with custom commissions and lessons.
Islamorada
Sway Islamorada
Discover Sway Islamorada – a chic women's boutique in the Florida Keys offering curated fashion, jewelry, and gifts. Shop coastal vibes with style.
Islamorada
Backcountry Cowboy Outfitters
Explore the Florida Keys with kayak, bike, and paddleboard rentals for unforgettable adventures!
Islamorada
Robbie's of Islamorada
Robbie’s of Islamorada offers thrilling tarpon feeding, fishing, water sports, and vibrant local dining in the heart of the Florida Keys.
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.
