3 Day Trips from Key West: Islamorada, Dry Tortugas & Key Largo | Condé Nast Traveler

"The Holiday Isle Tiki Bar, which opened in 1969, is a bit like a time machine. Though it underwent a massive renovation (the establishment sustained a lot of damage following Hurricane Irma), it still maintains much of its original charm, and many of its original features—including floorboards with the names of some of its many visitors carved into them and a neon sign that serves as a sort of beacon to kitsch and cocktail fans. The space has all the requirements of a great tiki bar: soft lighting, beach views, a friendly, if raucous, crowd ( usually a mix of scuba divers, anglers, and hotel guests from the nearby Postcard Inn Beach Resort ); and a menu full of frozen drinks themselves seemingly frozen in time as the craft cocktail world has evolved around them. The bar is also supposedly the original home of the Rum Runner—rum, blackberry brandy, banana liqueur, lime juice, and grenadine—making it a destination for those with a cocktail bucket list." - Jennifer M. Wood, Terry Ward