Starting in Toronto, racers travelled through Ontario, British Columbia, Alberta, the Northwest Territories, Saskatchewan, Quebec, and Nova Scotia before finishing in Muskoka.
[4] Similar to the previous season, the show broadcast the start of filming on its social media pages on April 23, 2019, with SportsCentre anchor Kayla Grey interviewing host Jon Montgomery and revealing the "Canada's Choice" returning team.
[1] The show also posted clips during filming to their social media pages that offered hints about the locations visited by the season as part of the "Jon on the Road: Presented by Chevrolet" series.
[12] The finale was dedicated in memory of season 5 contestant Kenneth McAlpine who died in a hiking accident on Mount Gimli in the West Kootenay region of British Columbia on August 26, 2019, at the age of 28.
During a Facebook Live event on December 17, 2018, about casting for the new season, producer Mark Lysakowski commented that they were "looking for people that want to share a story that is a new lease on life.
[17] On March 21, 2019, the show announced on its social media pages that fans would be able to vote for one of three previous teams to return for a second chance.
[19][20][21] This season's cast included Lethwei World Champion Dave Leduc; writer, actress, and model Irina Terehova; Olympic hurdler Sarah Wells; sprinter Sam Effah; and noted two-spirit Indigenous doctor James Makokis.