Tony Bennett, 90, Is Not Slowing Down

 Photo by Amy Lombard

Photo by Amy Lombard

For years, he has lived with his third wife in a Trump building on Central Park South, but the couple spent the night in a Madison Avenue hotel to avoid the security gridlock surrounding the staging areas of the Macy’s Thanksgiving Day Parade, which, like Mr. Bennett, turned 90 this year.

This day, roughly 70 years into a career that began as a singing waiter in Astoria, Queens, Mr. Bennett would be riding on the penultimate parade float — taking second billing only to Santa and his sleigh — and singing “Santa Claus Is Coming to Town” with Miss Piggy. While his live performance with a Muppet would not be a career highlight, a stumble as the float lurched back into motion and a steadying hug from the famous pig would go viral, and punctuate a year when it already seemed like All Tony, All the Time.

Mr. Bennett began 2016 by winning his 19th Grammy. The Empire State Building was lit in his honor, the switch thrown by his seemingly unlikely buddy and recording partner Lady Gaga. HarperCollins released a new book of his reminiscences of important people in his life. And on Tuesday, Dec. 20, NBC will broadcast a two-hour prime-time special commemorating his birthday.

“I can’t believe that all this is happening,” Mr. Bennett said. “I’m 90.”

Since NBC broadcast the last Bob Hope special in 1996, when the comedian was 93, prime-time network television has hardly been welcoming country for old men. Doug Vaughan, the executive vice president for special programs and late night at NBC, said, “Not that every 90-year-old doesn’t deserve marking that milestone, but Tony is such an icon and such a beloved American legend” that giving him a big block of prime time wasn’t a difficult decision. (It didn’t hurt that his last NBC special, for his 80th birthday, won seven Emmy Awards.)

“Tony Bennett Celebrates 90: The Best Is Yet to Come” is built around a September concert at Radio City Music Hall that featured singers such as Stevie Wonder, Michael Bublé, Leslie Odom Jr. and Lady Gaga saluting him. Taped performances came in from Billie Joel, Elton John and Bob Dylan. There are interview segments with Mr. Bennett scattered in, and a show-within-a-show comedy sketch starring Alec Baldwin, who reprises his “Saturday Night Live” impersonation of a blithely clueless and hyper-ebullient Tony Bennett.

Mr. Baldwin said that the key to capturing Mr. Bennett, beyond the caricature, was portraying “a guy for whom there are no bumps in the road.”

“The thing about this guy,” Mr. Baldwin said, “is that he’s so positive — if I were as talented as him, I’d be positive, too — and so old-school, meaning the lesson you get under everything Tony does is that performing should be fun. ”

Indeed, it seems quite fun to be Tony Bennett. In public, Mr. Bennett’s vocabulary is dominated by three exclamations: Great, Wow and Fantastic, the last of which he proclaims with a strong punch to the second syllable. And those words seem fitting, given his thrill ride of a career.

In his ninth decade alone, Mr. Bennett has sold 10 million recordings, including two best-selling albums of duets with myriad other singers. Two years ago, he became the oldest performer to have a No. 1 album, when he paired with Lady Gaga on the standards-only recording “Cheek to Cheek.” He has pulled off the neat trick of constant career rejuvenation while staying exactly the same.

“I could have retired 16 years ago,” Mr. Bennett said one night last month, “but I just love what I’m doing.”

“We’re sold out everywhere I’m playing,” Mr. Bennett said. “The audiences are going crazy for the show. They know that I’m 90, and I come out and I’m in top shape. After the third or fourth song, they start flippin’ out. I’m getting five or six standing ovations a night. When they start acting like that, I just go home very pleased.”

But while there are signs of age, Mr. Bennett also displays a voracious curiosity. “I still insist that I can get better as I go along,” he said. He recently started learning the basics of jazz piano with Bill Charlap, his accompanist on the record “The Silver Lining,” a collection of Jerome Kern songs that won him his latest Grammy. His got his first in 1962.

“It’s the same way with painting,” he said. “I paint every day. And just by doing it every day, you get better.”

Even after the blitz of performances and products tied to his extended birthday celebration, Mr. Bennett plans to keep working. He has 30 dates on his schedule for the first half of 2017 and is thinking of recording a new album dedicated to the songs of the husband-and-wife songwriters Alan and Marilyn Bergman. “I might do it with Gaga,” Mr. Bennett said, “or maybe just with Bill Charlap.”

“Tony’s all about moving forward,” his son Danny said. “He tells me, ‘Hey, as long as my voice doesn’t wobble and people like me, I’m going to keep singing until I die.’”

On the morning he awoke in the hotel room on Madison Avenue, Mr. Bennett bundled up for the Macy’s parade on what was predicted to be a raw and blustery day, putting on a heavy gray wool suit and a blue overcoat. He’d shopped with his wife for ear muffs, and she’d stuffed hand warmers into his coat pockets.

Waiting in an S.U.V. to board the float, Mr. Bennett seemed tired and was mostly quiet. What little he talked about was either far in the past — anecdotes about Cary Grant, Dean Martin and Charlie Chaplin — or completely in the moment, as when he lowered the tinted side window to scan Central Park. “The trees are beautiful,” he said.

Then a woman bustled up to his side of the S.U.V. and presented Mr. Bennett a paper plate piled with cannoli. “They’re homemade just for you,” she told him. “You’re even more handsome in person.”

“Wow,” Mr. Bennett said, “let me see that.” He bit into a vanilla cannoli.

“Oh my God,” the woman shouted, “wait till I tell everybody that Tony Bennett ate my cannoli!”

- John Marchese via The New York Times