Founded in 1994, the team was under the ownership of Chuck Jacob, who at the time also owned the men's Long Island Rough Riders up until 1997 before selling it to Frank Boulton.

Established in 1994, the Long Island Women's Rough Riders participated in the United Soccer League W-League.

During the championship playoff series, Wyant and the Rough Riders shut out defending champions Maryland Pride, and defeated California Storm, 3-2, after winning 1-0 in the penalty shootout.

During the championship match against the Chicago Cobras, the Rough Riders took the lead in the 48th minute on a goal by Jen Bauman.

The Cobras scored an equalizer a few minutes later and both teams battled through overtime where the game was decided in a penalty shootout.

Debbie Johnson scored the first goal for the Rough Riders and Teresa Petruccelli secured the game winner, leading the team to their second W-League Championship.

During the 1997 offseason, Chuck Jacob, the owners of both the men's and women's Rough Riders, sold the teams to Frank Boulton, founder/CEO of the Long Island Ducks.

Under the leadership of co-head coaches John Fitzgerald and Declan McSheffrey, the team finished in sixth place in the Northeast Division at 5-7-2 (17 points).

After a two-year playoff absence, the Rough Riders lost 2-1 in the Conference Semifinal against the Charlotte Lady Eagles.

In the offseason, former Rough Riders standout Crystal Dunn become a U-20 World Cup Champion as she helped lead the United States to victory against Germany.

Dunn, a Mac Hermann Trophy finalist, also guided the University of North Carolina to its 22nd NCAA Championship.

In April, Vaila Barsley, a former player during the 2009–10 and 2012 seasons, signed a professional contract with Sweden's Eskilstuna United.

Rough Riders defender Gabrielle Charno and midfielder Grace Hawkins were named to the W-League All-Conference Team.

Former players Crystal Dunn and Kim DeCesare were drafted to the National Women's Soccer League by the Washington Spirit and Boston Breakers, respectively.

Former Wales national football team member and recent Middle Tennessee State graduate Shan Jones joined the squad in 2015.

In September, former Rough Rider Crystal Dunn was voted the MVP of the National Women's Soccer League, scoring 15 goals in 20 matches.