She expanded her career into reality television talent shows as a presenter on Star for a Night (2002), Pinoy Pop Superstar (2004), and The Clash (2018), and as a judge on StarStruck (2015) and Idol Philippines (2019).

[14] She worked with Louie Ocampo on the album's lead single "Narito Ako",[19] which was originally recorded and performed by Maricris Bermont and written by Nonong Pedero for the 1978 Metro Manila Popular Music Festival.

[39] The title track, which was written by Southern Sons vocalist Phil Buckle,[39][40] was described by Gonzales as a "triumph [and] an outstanding vehicle, containing a strong melody and hook in the chorus".

[41] The album's only original track, "Fly", is credited to Earth, Wind & Fire members Maurice White, Al McKay, and Allee Willis because the song interpolates the melody of their single "September".

[52][53] On December 31, 1999, Velasquez was a featured musical act in 2000 Today,[51] a BBC millennium television special that attracted a worldwide audience of more than 800 million viewers with its core program broadcast across the world's time zones,[54] which began with Kiribati Line Islands and ended in American Samoa.

[82] Unlike its predecessor, it contains songs by foreign artists, including Alanis Morissette's "Head Over Feet", Blondie's "Call Me", and Elvis Presley's "Blue Suede Shoes".

[103] On November 16, Velasquez performed a concert titled Silver at the Mall of Asia Arena, which was cut short after she lost her voice due to a viral infection.

[106][107] The concert received generally favorable reviews; Manila Bulletin's Jojo Panaligan called it a "redemption of reputation",[108] while Dolly Anne Carvajal of the Philippine Daily Inquirer said Velasquez did not fail to make up for the initial cancellation of the show.

[170][171] After a two-year hiatus from headlining a live event, Velasquez staged a four-date concert residency, entitled Solo, at the Samsung Performing Arts Theater from February 17–25, 2023.

[177] On October 13, 2023, Velasquez released a cover of Roxette's "It Must Have Been Love", the lead single from her upcoming studio album, Reginified, which would feature remakes of songs she performed in previous concerts and televised appearances.

[142][185] In 1995, she worked with composer Ryan Cayabyab on the musical theater version of José Rizal's Noli Me Tángere, where she played the female lead, María Clara.

[187][189] Velasquez continued to play leading roles in romantic comedies, appearing in Honey Nasa Langit Na Ba Ako (1998) with Janno Gibbs and Dahil May Isang Ikaw (1999) with Aga Muhlach.

[58] The film critic Noel Vera dismissed its plot as the "nth variation of Roman Holiday", but credited Velasquez for showcasing "her own public persona and charisma and sense of humor" to her character.

A writer for The Philippine Star considered the pair's "unmistakable chemistry" to be the film's prime asset,[191] while Vera was impressed with its direction and writing, and described Velasquez's performance as "sunny good nature [with a] light comic touch".

[199][200] Terming the film formulaic, Francisco believed that Velasquez was brilliant in "dramatic moments", in a performance he described as a "crowd pleaser", though he found her comedic delivery superfluous.

[202] Although Velasquez did not make any film appearances in 2004, she made her prime time television debut in the drama series Forever in My Heart, in which she played a wedding planner caught in a love triangle with Gomez's and Ariel Rivera's characters.

[187] She next starred in romantic dramas, reuniting with Padilla in Till I Met You (2006) and with Pascual in Paano Kita Iibigin (2007);[203][204] the latter earned her FAMAS and Luna Award nominations for Best Actress.

[205][206] In 2008, she played the titular character in the comedy series remake Ako si Kim Samsoon, based on the original South Korean television show.

[210][211] She initially turned down an offer to star in the drama series Totoy Bato (2009) in favor of a musical-themed television project, but agreed after the latter production faced significant delays.

[214] After the project was greenlit,[212] Velasquez was cast as Sampaguita, the lead in Dominic Zapata's 2010 musical comedy series Diva,[215] a loosely adapted version of the 2006 film 200 Pounds Beauty.

[222] To play the dual roles of Tonya and Tonette, she created a backstory for her female character; and to get into the drag alter ego's physical and mental space during filming, modelled nuances and mannerisms on Ranay, who is openly gay.

[228] The director Dante Nico Garcia wanted Velasquez to play the part of a single mother by deglamorizing—aspects that he felt were missing from performances she had done in the past—and thus asked her to dissociate from her "well-coifed" persona.

[231] In his review for the Philippine Daily Inquirer, Nestor Torre Jr. found her to be "perfectly cast" as the anti-hero, praising Velasquez for "opting to set her own pace, vocal placement, and tempo" in her portrayal.

[241][242] Velasquez has also been influenced by many Filipino artists; early in her career, she cited Kuh Ledesma, Joey Albert, Gary Valenciano, Martin Nievera, and Pops Fernandez as her role models.

"[245] Her debut album Regine includes ballads and bubblegum pop love songs;[244] its themes revolve around feelings of "excitement and uncertainty", as well as "missed chances and regrets".

[246] Velasquez began working with foreign songwriters while planning her first regional album Listen Without Prejudice,[36][37] which according to AllMusic is "oriented towards easy-listening love songs with adventurous, contemporary touches".

[255] Media critic Boy Abunda wrote, "Most of the young female singers currently making waves in the industry are cut from the same biritera [belter] cloth as Regine Velasquez.

[271] One of Velasquez's highest-profile benefit concert appearances was in One Night with Regine,[69] which she performed at the National Museum of the Philippines in support of the Bantay Bata Foundation, a child welfare organization.

[69] In 2005, Velasquez appeared in an episode of the lifestyle talk show Mel and Joey, and donated proceeds from an auction of her gowns to the GMA Kapuso Foundation's Christmas Give-a-Gift project.

[275][99] In November 2013, proceeds from the sales of her album Hulog Ka Ng Langit were donated to the Philippine Red Cross in support of the Typhoon Haiyan (Yolanda) relief.