Sure, it’s number two now, but the Empire State Building owns the cultural trophy. When King Kong climbed it, when Cary Grant waited for Deborah Kerr, when every rom-com hero runs late—that’s the Empire State. It was the tallest in the city from 1931 until 1972, then lost the title to the Twin Towers, then reclaimed it after 9/11, then lost again in 2013. It’s the Beyoncé of skyscrapers: always relevant, always photographed.
Fun Fact: The Art Deco Lobby Is a Secret Museum
Before you head up, linger in the Fifth Avenue lobby. The ceiling mural—“Time and the Fates of Man”—is a Depression-era masterpiece showing astrological symbols and industrial might. It’s free, it’s quiet, and it makes you feel like a 1930s power broker. Pair it with a martini at the swanky Bar SixtyFive upstairs for a retro date night.