VSS Enterprise (tail number: N339SS) was the first SpaceShipTwo (SS2) spaceplane, built by Scaled Composites for Virgin Galactic. As of 2004, it was planned to be the first of five commercial suborbital SS2 spacecraft planned by Virgin Galactic.

It was also the first ship of the Scaled Composites Model 339 SpaceShipTwo class, based on upscaling the design of record-breaking SpaceShipOne.

The VSS Enterprise's name was an acknowledgement of the USS Enterprise from the Star Trek television series. The spaceplane also shared its name with NASA's prototype Space Shuttle orbiter, as well as the aircraft carrier USS Enterprise.

It was rolled out on 7 December 2009.SpaceShipTwo made its first powered flight in April 2013. Richard Branson said it "couldn't have gone more smoothly".Enterprise was destroyed during a powered test flight on 31 October 2014, killing one pilot, Michael Alsbury, and seriously injuring another, Peter Siebold. This was the first spacecraft-related accident in which part, but not all, of the crew survived. An investigation revealed the accident was caused by premature deployment of the "feathering" system, the ship's descent device; the NTSB also faulted the spacecraft's design for lacking fail-safe mechanisms that could have deterred or prevented early deployment.