5. Serendipity3 – Upper East Side

This iconic Upper East Side restaurant was birthed by Stephen Bruce in 1954, where it quickly gained the attention of Marilyn Monroe, Andy Warhol and Jackie O, who requested the frozen hot chocolate recipe for a party, only to be denied by Bruce, who offered to come make them for her instead. Still popular today, customers  can sit under large hanging lamps while ordering quirky items like Cleopatra’s Barge, Aunt Buba’s Sand Tarts and the Guinness Book of World Records Most Expensive Dessert, Golden Opulence Sundae for a whopping $1,000. Be prepared to wait between 1-3 hours as they only accept a limited amount of reservations.