The Tri Glide Ultra Classic is the first three-wheeled motorcycle produced by Harley-Davidson since the Harley-Davidson Servi-Car, which was manufactured from 1932 to 1973.

The Tri Glide is based on the Harley-Davidson Electra Glide Ultra Classic, a conventional two-wheeled touring motorcycle. Harley-Davidson entered into an agreement in 2008 with Lehman Trikes of Spearfish, South Dakota to provide parts and "conversion services", and final assembly of the Tri Glides was initially completed at Lehman's facility. Company owner John Lehman died in January, 2012, and the Tri Glides are now assembled at the Harley-Davidson plant in York, Pennsylvania. Shortly after the product introduction, a Tri Glide led the way in the parade at the Inauguration of Barack Obama on January 20, 2009.

Harley-Davidson briefly offered a second trike model called the Street Glide with fewer standard features, starting in the 2010 model year. The Street Glide is no longer manufactured.