Island Antiques is a little slice of vintage heaven tucked away on Fleming Street—think old Key West charm with a side of chandelier drama. Whether you’re a seasoned queen of collectibles or just cruising for something shiny, their curated treasures (and expert advice) will absolutely seduce you. They refurbish chandeliers like they’re prepping them for a comeback tour, and their estate sales are handled with the grace of a seasoned drag emcee. Stop by, flirt with history, and maybe take something fabulous home (besides a sunburn).

Cuban Coffee Queen is the patron saint of island caffeine, serving up divine café con leche and pressed Cuban sandwiches that could raise the dead. Snap your obligatory selfie at the waterfront location’s famous “Greetings from Key West” mural, then head to the downtown outpost to stock up on beans, merch, and main character energy. Their secret courtyard is pure tropical magic, shaded by trees and fueled by espresso so strong it could rewrite your weekend. Come for the cafecito, stay because you suddenly believe in love again.

The Greeen House (yes, with three E’s—get into it) is where your Key West trip goes from “fun” to “full-send.” No med card? No problem. This place serves up real-deal THC products stronger than your ex’s opinions, with a vibe that’s part wellness retreat, part wild night out. Whether you’re chasing pain relief or party fuel, their dreamy, no-judgment staff will match you with the perfect buzz—plus, there’s a money-back guarantee, so honestly, what are you waiting for?

Yes, that Judy Blume has a bookstore in Key West—and it’s every bit as iconic as you’d hope. Books & Books @The Studios of Key West is a nonprofit, indie lit haven nestled inside a former Masonic temple turned arts center (because, of course it is). Come for the hand-picked reads, stay for the literary legacy—this is the spot where Hemingway’s ghost and Judy’s fanbase could absolutely co-host a book club. Bonus: it’s the smartest kind of shopping spree you’ll have on the island.

Tucker’s Provisions is where old Key West charm meets Instagram-worthy general store fantasy. Think vintage Americana with a beachy twist—dark wood floors, driftwood ceilings, and enough tongue-and-groove action to make your architect friend swoon. It’s giving retro mercantile realness, but make it fashion. Swing by to browse or just to pretend you’re starring in a coastal period drama—shirt optional, obviously.

Lost Boy Creations is what happens when Peter Pan grows up, gets into woodworking, and moves to Key West. This shop is pure wanderlust vibes—surfboard art, laid-back apparel, and island style that screams “I took a left at Neverland and never looked back.” Bonus points: they drop a fab Pride collection every year with the Key West Business Guild, and all proceeds go to supporting the local queer community. Adventure, style, and a little gay magic? Yes, please.

In Touch is a delightfully queer treasure chest—part classy, part tacky, a splash of naughty, and 100% fabulous. From glittery mermen to cheeky cards and shiny things you didn’t know you needed, this gay-owned shop is pure Key West magic. Come for the gifts, stay for the sass.

Graffitti Menswear is your one-stop shop for skimpy swimwear, tight tanks, and the kind of underwear that gets you noticed (and maybe undressed). Oh, and yes—they’re also the discreet purveyor of Bone Island solvent cleaner, if you know, you know.