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In March 2017, Day toured in Grease in the role of Teen Angel, a revival of the show in which he had previously played Danny Zuko. In October 2017, he joined the cast of the Sky 1 show, Stella, playing new family member Will Morgan.

On 5 January 2016, Day entered the Celebrity Big Brother house as a housemate. On 5 February, he reached the final and finished in third place. On 27 July 2016 it was announced that Day would head the cast of the new Robert J. Sherman musical Bumblescratch at the Adelphi Theatre on 4 September 2016. The event was in aid of Variety and Day was named a Celebrity Ambassador for the charity.

In February 2016, Day released This is the Moment, an album of his favourite musical theatre songs. He joined the tour of Priscilla, Queen of the Desert in the same month, sharing the role of Tick/Mitzi with Duncan James and Jason Donovan. The feature film White Island in which he plays villain Rik Searle was premiered in London on 10 October 2016.

A regular in pantomime, in 2016 he played Captain Hook at the Alhambra Bradford, and reprised the role in 2017 at the Hull New Theatre.

In early 2012, Day took on the role of American author Paul Sheldon in a production of Misery. The production was nominated for a Time Out Theatre Award. In Autumn 2012, he played HIV-positive gospel singer Gideon in the European premiere of the award-winning USA musical The Last Session, for which he was nominated for Best Actor in the Off West End Awards ("The Offies"). In September 2013, he starred in the new musical comedy "Stand Up" with Lionel Blair and Billy Pearce. In 2014, he revisited his cabaret roots when he stepped in for his old friend, Joe Longthorne, who was ill. He then guested on the Holby City Christmas Special, playing panto dame Michael Evans. In 2015, he toured his solo cabaret internationally.

In April 2010, Day was found guilty of possessing an offensive weapon, namely a kubotan-style keyring, by a court in Edinburgh.

Day has appeared in many touring stage musicals, including Summer Holiday, Grease, The Rocky Horror Show, Hello Dolly and Great Expectations. In 2007, Day made a guest appearance in July on ITV's police drama The Bill.

In 2007, Day returned to pantomime at the Lowry, Salford as King Rat in Dick Whittington. In 2009 he changed management and was then cast in the musical, We Will Rock You, alongside Kevin Kennedy, which toured the UK. From October 2010 to January 2011, Day played soap villain Danny Houston in the popular series Hollyoaks.

In 2001, he appeared in Lily Savage's Blankety Blank, and in 2002, he appeared in the first series of the reality television show I'm a Celebrity... Get Me Out of Here!

Day made his breakthrough as an actor in London's West End theatre, starring in Joseph and the Amazing Technicolor Dreamcoat when he replaced the departing Phillip Schofield. He then starred in many West End shows, such as Grease, Summer Holiday and Godspell and went on to develop a career as a television presenter, presenting programmes such as You Bet!, and Don't Try This at Home!. In 1991, Day presented the Classic Nursery Rhymes video.

Day started his career as part of a comedy cabaret trio when he was 17. He also worked as a Butlin's redcoat for a season. He later went solo and auditioned for BBC's talent show Opportunity Knocks in 1987 and appeared on the show in 1988, introduced by host Bob Monkhouse. He won several heats and came fourth in the final.

Darren Day (born Darren Graham; 17 July 1968) is an English actor, singer and television presenter, well known for his West End theatre starring roles.