On 1 April 1989, Whittaker's parents (still living in Kenya) were subjected to a brutal attack by a gang of four men in which his mother was tortured for eight hours and his father was murdered. His mother moved back to England after the incident. Roger Whittaker said about the incident, "It will affect me for the rest of my life, but I believe we should all live without hate if we can".
In 1964, Roger met Natalie O'Brien, and they married in August. She has been Whittaker's manager since 1989. They have five children: two sons and three daughters (Emily, Lauren, Jessica, Guy and Alexander). Jessica became a presenter on VH-1. They now have 11 grandchildren. In 1986, he published his autobiography, So Far, So Good, co-written with his wife.
In recent years he had been living in Eyrecourt, County Galway, Ireland, close to the River Shannon. He moved to France in 2012. In 1976, Whittaker undertook his first tour of the United States. In 2003, he again toured Germany. After recovering from heart problems at the end of 2004, he started touring in Germany in 2005, and then in the UK from May to July.
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