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
5 Brothers Grocery & Sandwich Shop
5 Brothers Grocery & Sandwich Shop: Fresh Cuban sandwiches, coffee, and community vibes.
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.
Key West
Gallery on Greene
Gallery on Greene is a premier fine art gallery in Key West’s Historic Seaport, specializing in representational works by renowned Key West and Cuban artists, with offerings spanning paintings, sculptures, and reproductions.
Weddings Max
100
Meetings Max
50
Total Space
2000 sq ft
Largest Room
2000 sq ft
Key West
Backyards of Key West Gallery
Key West cottages, roosters, bar fronts and beaches, photographed around the island and then painted over by hand, stroke by stroke, on a tablet. Mark Baratto's gallery is tucked into the Shops at Mallory Square, across from Cuban Coffee Queen.
Key West
Whimsy Key West
Barb Sage paints roller skates, lamps, vintage mannequins and wooden signs in colors you can spot from across the room. Whimsy Key West works out of Sacred Space on Stock Island, a collective of nine local women artists.
Marathon
Surf Style
Surf Style — beachwear, swimwear & accessories in Florida & online, where vacation vibes meet surf-lifestyle style.
Key West
Mac's Sea Garden
Mac’s Sea Garden is a historic gift shop in the Seaport offering souvenirs, local art, decor, and quirky Key West finds.
Key Largo
Reefhouse Resort & Marina
Escape to Reefhouse Key Largo: luxury bayside resort with beach, spa, and marina.
Weddings Max
250
Meetings Max
200
Total Space
16000 sq ft
Largest Room
3000 sq ft
Key West
Magie Ruley-Island Inspirations
Maggie Ruley paints Key West in acrylic, sometimes from a picnic table at Fort Zachary Taylor with a water bucket and a stack of snacks. Her Fleming Street studio sells the paintings and teaches you to make your own on Tuesdays.
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.
Key West
Keyfillery
Keyfillery is Key West's first and only refillery at 830 Fleming Street, offering non-toxic, eco-friendly liquid laundry detergent, soaps, shampoo, conditioner, cleaners, and zero-waste accessories in reusable containers — available in-store, by local delivery, pickup, or shipping nationwide.
Islamorada
Lazy Days Islamorada
Award-winning oceanfront dining with fresh seafood, steaks, and stunning views.
Islamorada
Hillbilly Candle Company
Hillbilly Candle Company — hand-poured, strongly scented candles made in the Florida Keys by a family-owned company, where rustic charm meets premium fragrance.
