WWGR signed on in 1969 as WHEW-FM, and was a station that targeted the greater Fort Myers area as a Country station during the 1970s and 1980s. During that time, the station struggled to find a strong hold on the market's country music listeners. That coupled with the increased competition from WCKT made it a very tough course for the station to sustain.
In the 1990s, WHEW-FM transformed to what is currently WWGR when the station was bought by Renda Broadcasting. Immediately following the sale of the station, the station took over the name Gator Country 101.9, "Southwest Florida's Country Station".
In April 2013, two presenters at WWGR told listeners dihydrogen monoxide, a scientific description of water, was coming out of their water taps as part of an April Fool's Day hoax and were suspended for a few days by the station's general manager, Tony Renda. Renda later told NewsPress: "It is one thing when radio stations change their format or other crazy things they do. But you are messing with one of the big three, food, water or shelter. They just went too far; I just knew I didn't like that." The prank resulted in several calls by consumers to the local utility company, which sent out a release stating that the water was safe.
In 2005, WWGR moved from its home in Fort Myers to Bonita Springs just across the street from the Naples-Fort Myers Greyhound Track. This new building houses WWGR and sister stations WSGL, WJGO, and WGUF.