What are Frank Sinatra’s most iconic songs?
Posted on Dec 03, 2025 / Celebs
Sinatra had so many hits that picking only a few is tough, but some stand above the rest. “My Way” is basically his signature, a life anthem about doing things on your own terms. “Fly Me to the Moon” is another classic that later became tied to NASA’s Apollo missions. “New York, New York” is the ultimate city anthem that still plays at Yankee games. “Strangers in the Night” and “The Lady Is a Tramp” show his charm and swagger. He also nailed heartbreak songs like “One for My Baby” and smooth romantic tracks like “I’ve Got You Under My Skin.” Sinatra didn’t just sing songs—he defined how those songs would be interpreted forever.
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