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
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.
Islamorada
Purple Pineapple Boutique
Walk into Purple Pineapple Boutique in Islamorada and you'll immediately feel like you've found your people. Owner Lisa has filled this Village Square gem with breezy resort wear, dresses, rompers, two-piece sets, the best denim in the Keys, tarnish-free waterproof jewelry with select locally made styles, exclusive Purple Pineapple candles, Marlin's Cocktail Co. products, and a heartfelt Crafts Against Cancer collection handmade by Lisa's mom Peggy — all in a warm, kid-friendly space with a play area for little ones and a shave ice truck just steps away.
Key West Artisan Market
The Key West Artisan Market is a seasonal Sunday outdoor market held at Higgs Beach from October through April, showcasing local jewelry, art, crafts, textiles, culinary goods, live music, and fresh produce with a rotating weekly theme celebrating island living.
Key Largo
Stream2Sea SPF
Stream2Sea — environmentally responsible, reef-safe skincare and body care for ocean lovers.
Key West
Hammerhead Surf Shop
Style + surf gear in Key West’s Historic Seaport — top apparel, shades & beach vibes.
The Lower Keys
Keys Custom Apparel
Keys Custom Apparel helps Florida Keys businesses bring their brand to life with custom gear, from performance shirts and polos to hats, drinkware, and towels. Owned by Bruce Wiggins, it is a local, direct way to outfit your team or event in the Keys.
Key West
Wyland Gallery of the Florida Keys
Wyland has painted more than a hundred life-size whale murals around the world and has run an ocean conservation foundation since 1993. His Key West gallery is on Duval, open until ten most nights and eleven at weekends.
The Lower Keys
Washed Up Key West
Washed Up Key West — sustainable hardwood art & furniture studio in Key West, where fallen trees become island treasures.
Key West
Effortless Creations
Effortless Creations — curated gift boxes and custom handcrafted presents in Key West & the Florida Keys for weddings, corporate events, celebrations, and special occasions.
The Lower Keys
The Perry Hotel & Marina
The Perry Hotel Key West is a modern, pet-friendly waterfront retreat located on Stock Island, just minutes from downtown Key West.
Weddings Max
150
Meetings Max
40
Total Space
960 sq ft
Largest Room
960 sq ft
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
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.
Key West
Shade Ceramics & Shutter Photography
Gallery & studio in Key West specializing in ceramics, fine art photography, and custom works.
Islamorada
Bass Pro Shops - World Wide Sportsman
Bass Pro Shops Islamorada: outdoor gear, fishing essentials, and adventures.
Key Largo
ALDI
ALDI Key Largo is a newly opened grocery store on Overseas Highway offering convenient food and household shopping for residents and Florida Keys visitors.
