Vreeland worked as a waitress and bartender in Los Angeles while pursuing a career in music. When she was twenty-one she filmed a reality television show pilot episode produced by Ryan Seacrest. The show didn't make it past production. In 2013, she was a contestant on the twelfth season of American Idol but was dismissed from the competition once it was revealed that she had previously worked with Seacrest.[7]
In 2014, Vreeland was signed with boutique music label BlessandSee and began making music full-time. She began working on her EP in 2015.[9] She released a single, Unbreakable Love. Her six-song EP titled Like a Woman Like a Drunkard Like an Animal, which she produced on her own, was released in 2018.[10][11][12] She has cited Fiona Apple and Portishead as musical influences.[13] She began working on a second musical project, titled Please Feel, in 2018.[11]
In February 2019 Vreeland performed at the 21st amfAR New York City Gala, which opens New York Fashion Week and raises money for AIDS research.[14]
Vreeland is signed with Next Models and had her first modeling job in an editorial spread for Vogue Italia.[15] After her work with Vogue Italia she was discovered by Carine Roitfeld, the former editor-in-chief of Vogue Paris, who invited her to model in an editorial in CR Fashion Book.[6][16] In 2018 Vreeland began working at CR Fashion Book as a writer with her own column, Going to Bed with Caroline Vreeland.[17][18][19] In June 2016, she was featured on the cover of Harper's Bazaar Russia. In 2019 she walked the runway for Marco De Vincenzo's Autumn/Winter 2019/20 collection at Milan Fashion Week.[20]
Vreeland made her acting debut in the 2007 thriller film Children of Moloch. In 2016 she starred in the French short film Diary. In 2018, she landed a recurring role on the television series Star.[21][22][23]
In 2019, Vreeland met Nicolas Rico, a Canadian arts festival organizer, at Art Basel.[32] They married in a small, private ceremony on December 7, 2020 in the penthouse of the Ludlow Hotel on the Lower East Side of Manhattan.[32] Due to the COVID-19 pandemic in the United States, there were only ten guests in attendance at the wedding.[33] They welcomed their first child, a son, in February 2022.[34] Their second son was born in November 2023.[35]
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