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In 2003, O'Donnell and Carpenter partnered with travel entrepreneur Gregg Kaminsky to launch R Family Vacations catering to LGBT families, "the very first all gay and lesbian family vacation packages" where "gays and lesbians can bring their kids, their friends, and their parents."
- Parker Jaren O'Donnell, 28. O'Donnell adopted her first child, Parker O'Donnell, in 1995. He was born on May 25, 1995. The comedian was initially a single mother to Parker, but her former wife Kelli Carpenter later became his legal parent, too.
- Chelsea Belle O'Donnell, 26. Chelsea Belle O'Donnell was born on Sept. 20, 1997, and was adopted by O'Donnell and Carpenter as a baby. Although they appear to have reconnected, The View alum and her eldest daughter haven't always had the easiest relationship, as they were estranged on and off throughout Chelsea's teenage and early adulthood years.
- Blake Christopher O'Donnell, 24. The youngest boy of the O'Donnell bunch, Blake keeps his life very private. Born on Dec. 5, 1999, he was the third child that O'Donnell and Carpenter adopted together during their relationship.
- Vivienne Rose O'Donnell, 21. Vivienne is the fourth child O'Donnell shares with ex-wife Carpenter. She was born on Nov. 29, 2002, and is now enrolled at the University of Delaware.
In 2003, Rosie O'Donnell and her then partner Kelli Carpenter-O'Donnell partnered with travel entrepreneur Gregg Kaminsky to launch R Family Vacations catering to both gays and lesbians, "the very first all gay and lesbian family vacation packages" where "gays and lesbians can bring their kids, their friends, and their parents."
The film follows the maiden voyage of R Family Vacations, the travel company founded by Rosie and Kelli O'Donnell which specializes in gay family vacations. The cruise starts in New York City on July 11, 2004, and sails along the U.S. East Coast, stopping in Key West, Florida, and then in Nassau, Bahamas.
- Documentary
Oct 27, 2021 · Since coming out as a lesbian in 2002, O'Donnell has been a vocal proponent of LGBTQ+ rights, particuarly same-sex marriage and adoption, the latter being one of the reasons she decided to come out. A few years later, she became a partner in R Family Vacations, a cruise line for same-sex couples
- Jay Moreno
Sep 2, 2021 · O'Donnell and Carpenter married in 2004 but split just months later. In 2012, O'Donnell fell for Michelle Rounds. They didn't wait long to wed, and they adopted one more child, Dakota, in 2013.
Jan 25, 2010 · For the first time in 13 years, Rosie returns to The Oprah Show to reflect on love, life and the ever-evolving definition of family. Since she walked off The View, Rosie says she's been at home, trying to figure out what to do with the second chapter of her life.