R Family Vacations

The Norwegian Dawn docked in Saint Thomas, US Virgin Islands.

On July 11, 2004, the first cruise was held aboard Norwegian Cruise Lines's Norwegian Dawn with 1600 passengers including 600 children.[6] By the third year, the cruise was selling out to a maximum capacity of 2,600 passengers. In addition to traditional entertainment and recreational activities, the company partnered with Provincetown’s Family Pride, a 25-year-old Washington, D.C.-based organization that advocates for GLBT families,[7] to host discussions on "adoption, insemination, surrogacy, and everything else that would be helpful to gay parenting. Metropolitan Community Church, the predominantly GLBT Christian denomination, had clergy on board to perform wedding ceremonies and conduct interfaith services and there was also discussion groups for kids and a panel discussion where teens could share their experiences of growing up with gay and lesbian parents.[7]

In 2007, the company considered making Bermuda one of its stops. Recalling a 2004 incident between Norwegian Cruise Lines' all gay cruises and Christian "protesters chanting anti-gay slogans" in Nassau, Bahamas,[8] Kaminsky claimed that Bermuda, which he incorrectly believed had tourism as its main industry, would face economic repercussions if a similar event occurred in the British overseas territory,[9] which has long held a reputation for being anti-gay[10] and only the year before the local legislature refused to even consider outlawing sexuality-based discrimination.[11] While the trip was supported by Premier and Minister of Tourism and Transportation Dr. Ewart Brown,[12] it was opposed by one of his close political allies, Andre Curtis, the organiser of a controversial "Faith-Based Tourism" initiative,[13] who organised some eighty churches into an interfaith group called "United by Faith" to oppose the planned visit[9] alongside local African Methodist Episcopal churches.[14] R Families decided to change the itinerary to replace Bermuda with two stops in Florida and a private island. Kaminsky stated

"If we didn't have kids on board and there were protesters, we would go, but we did not want to expose kids to that hatred while they were on vacation."[15]

Ross Mathews singing karaoke on R Family Vacations cruise with Rosie O'Donnell, in July 2007.

In January 2008, Pink Pea, a production company, announced that "Dottie", "the star of Dottie's Magic Pockets — the first children's program for kids in gay and lesbian families" will be part of the entertainment. "Dottie", portrayed by actor Jen Plante, appeared on the cruise to the Mexican Riviera, March 15–22, 2008 and marked the first time the LGBT families and friends will be "entertained by the main character of a kids' show that is set in a lesbian household".

The company expanded from cruises to include resort stays, adults-only vacations and a Broadway cruise.[16] As of early 2020, the company had hosted more than twenty thousand guests on its excursions.[17]