After 50 years of live performing, the musician announced his upcoming tour will be his last.
The Newark-born Simon, 76, says he experienced a range of emotions in coming to the decision to retire from touring.
"I've often wondered what it would feel like to reach the point where I'd consider bringing my performing career to a natural end," he wrote in a statement released Monday. "Now I know: it feels a little unsettling, a touch exhilarating and something of a relief."
He said the recent death of his longtime guitarist Vincent N'guini played a part in his decision, but it wasn't the only factor.
"I feel the travel and the time away from my wife and family takes a toll that detracts from the joy of playing," he said.
Paul Simon - vintage photos
Paul Simon - vintage photos
UNITED STATES - CIRCA 1960: Photo of Paul Simon (Photo by Paul Ryan/Michael Ochs Archives/Getty Images)
UNSPECIFIED - JANUARY 01: Photo of Art GARFUNKEL and Paul SIMON and SIMON & GARFUNKEL and SIMON AND GARFUNKEL; Posed portrait of Paul Simon and Art Garfunkel, (Photo by RB/Redferns)
NEW YORK - CIRCA 1964: Singer/songwriter Paul Simon (right) and singer Art Garfunkel of the folk rock duo Simon & Garfunkel in a Columbia Records publicity still circa 1964 1966 in New York, New York. (Photo by Columbia Records/Michael Ochs Archives/Getty Images)
NEW YORK - 1966: Singer/songwriter Paul Simon (right) and singer Art Garfunkel of the folk rock duo Simon & Garfunkel in the Columbia Records office in 1966 in New York, New York. (Photo by Don Paulsen/Michael Ochs Archives/Getty Images)
American folk and pop performers Art Garfunkel (left) and Paul Simon stand on a street during the filming of a televison special called 'Songs of America,' which aired on November 30, 1969. (Photo by CBS Photo Archive/Getty Images)
UNSPECIFIED - JANUARY 01: (AUSTRALIA OUT) Photo of Paul SIMON (Photo by GAB Archive/Redferns)
1971 GRAMMY AWARDS - The 13th Annual Grammy Awards - Airdate: March 16, 1971. (Photo by ABC Photo Archives/ABC via Getty Images) L-R: ART GARFUNKEL;PAUL SIMON
Paul Simon (Photo by Ron Galella/WireImage)
NEW YORK CITY - APRIL 18: Paul Simon attends the premiere of 'Manhattan' on April 18, 1979 at the Ziegfeld Theater in New York City. (Photo by Ron Galella, Ltd./WireImage)
Paul Simon during Paul Simon and Buck Henry sighting during a Bastille Day Celebration - July 14, 1979 at George Plimpton's Rented House in Wainscott, New York, United States. (Photo by Ron Galella/WireImage)
NEW YORK - SEPTEMBER 19: Singer-songwriter and musician Paul Simon (R) and singer Art Garfunkel (L) of the duo Simon and Garfunkel recording their live album, 'The Concert in Central Park' on September 19, 1981 in Central Park, New York City. (Photo by Waring Abbott/Getty Images)
(GERMANY OUT) Paul, Simon *13.10.1941- Musiker, ('Simon & Garfunkel'), Komponist, USA - Auftritt mit Art Garfunkel (l., Simon and Garfunkel) in der Berliner Waldbuehne - 1982 (Photo by Harry Hampel/ullstein bild via Getty Images)
Simon and Garfunkel perform on stage at Feyenoord Stadium, Rotterdam, Netherlands, 12th June 1982. Left to right: Art Garfunkel and Paul Simon. (Photo by Gijsbert Hanekroot/Redferns)
NEW YORK CITY - OCTOBER 4: Paul Simon attends New York Film Festival Party on October 4, 1982 at Radio City Music Hall in New York City. (Photo by Ron Galella, Ltd./WireImage)
19th April 1982: Paul Simon (right) and Art Garfunkel the famous songsters give a press conference at the Carlton Tower Hotel, London prior to a reunion concert at Wembley. (Photo by Rob Taggart/Central Press/Getty Images)
NEW YORK, NY - CIRCA 1983: Carrie Fisher and Paul Simon circa 1983 in New York City. (Photo by Images Press/IMAGES/Getty Images)
Paul Simon and Harper Simon (Photo by Ron Galella/WireImage)
Art Garfunkel and Paul Simon during Children's Health Fund at Watt's Health Center in Los Angeles, California, United States. (Photo by Ron Galella, Ltd./WireImage)
Paul Simon during Children's Health Fund at Watt's Health Center in Los Angeles, California, United States. (Photo by Ron Galella, Ltd./WireImage)
Paul Simon during Paul Simon Performs at the Gorge in George - June 13, 1999 at The Gorge in George in George, WA. (Photo by Dana Nalbandian/WireImage)
Paul Simon during 15th Annual Rock and Roll Hall of Fame Induction Ceremony, 2000 at Waldorf=Astoria in New York, New York, United States. (Photo by KMazur/WireImage)
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Simon, who kicks off his "Homeward Bound — Farewell Tour" on May 18 in Vancouver — noted he still plans to perform live occasionally at an "acoustically pristine hall" after the tour, with the goal of donating the proceeds to organizations devoted to environmental conservation.
Simon currently has tour dates scheduled from May through July that include stops in Canada, the United States and Europe.
He does not have any New York concerts listed on his website currently, though the tour does include nearby stops in Boston (June 15) and Philadelphia (June 16).