(2218:   First contact with the Klingon Empire. The incident is a disaster, leading to nearly a century of hostilities between the Klingons and the Federation.)

2222:   Montgomery Scott is born.

2227:   Leonard H. McCoy is born.

2230:   Spock is born on Vulcan, son of Sarek and Amanda.

2233:   James T. Kirk is born in Iowa on Earth.

2237:   Hikaru Sulu is born in San Francisco on Earth.

2239:   Uhura is born on Earth.

2243:   Dr. Richard Daystrom invents duotronics, the basis for the computer systems used aboard the Enterprise.

2245:   The first FEDERATION Starship USS Enterprise is launched.  This Starfleet vessel bears the registry number of NCC-1701 and is classifed originally as a Starship class vessel, but is later changed to Constitution class. Captain Robert April commands the ship's first five-year mission of exploration.  Pavel A. Chekov is born.

2249:   Spock enters Starfleet Academy.

2250:   Kirk enrolls in Starfleet Academy.  As a cadet, he serves aboard the USS Republic.

2251:   Christopher Pike assumes command of the Starship Enterprise.  He heads two five-year missions of exploration into the unknown.

2252:   As a Starfleet Academy cadet, Spock begins serving aboard the Enterprise under Captain Pike.

2253:   Spock graduates from Starfleet Academy.

2254:   Kirk graduates from Starfleet Academy, the only cadet ever to beat the infamous "no-win" Kobayashi Maru training scenario.  Kirk is assigned to USS Farragut.  Under the command of Christopher Pike, USS Enterprise encounters the Talosians on Talos IV.

2261:   David Marcus, son of James Kirk and Carol Marcus, is born.

2264:   James T. Kirk begins historic five-year mission in command of the Starship Enterprise. Tuvok is born.

2266:   (TOS1) Romulan forces violate the Neutral zone for the first time in over a century. Captain Christopher Pike, severely injured in a training accident, returns to Talos IV.

2267:   S.S. Botany Bay, the sleeper ship of Khan Nooien Singh, is discovered a drift near the Mutara Sector. Khan and his followers are exiled to planet Ceti Alpha V. Relations with the Klingon Empire deteriorate; open warfare is averted by establishment of the Organian Peace Treaty.
             (TOS2) Spock returns to Vulcan to take T'Pring as his bride, but he is spurned in favor of Stonn.  Coridan is admitted to the Federation after the Babel Conference.

2268:   (TOS3) Klingon-Romulan alliance established, permitting the exchange of spacecraft designs and military technology, including the cloaking device.  Kirk and Spock arrested by Romulan authorities on a covert mission to steal an improved cloaking device.

2269:   Kirk's five-year mission ends.  Enterprise returns to Spacedock for major upgrades.  Kirk is promoted to Admiral and Chief of Starfleet Operations.

2270:   Enterprise senior officers Spock and Dr. Leonard H. McCoy retire from Starfleet.

2271:   (ST1) Enterprise successfully defends Earth from the V'Ger probe.  Spock and McCoy return to Starfleet. Upon request to Starfleet, Admiral Kirk is demoted and assumes command of Enterprise for a second five-year mission of exploration.

2276:   Upon returning to Earth, Captain James T. Kirk and his ship complete another five-year mission of exploration. The successful mission is Kirk's second and Enterprise's fifth since it was commissioned.

2277:   Spock is promoted to Captain, assumes command of the Enterprise, and becomes an instructor at Starfleet Academy.  USS Enterprise is assigned to training duty at the Academy.

2284:   Starfleet begins testing on the experimental vessel USS Excelsior which is registered as NX-2000. As part of the Transwarp Development Project, the vessel is equipped with a transwarp drive and dubbed "The Great Experiment". After having been retired for a number of years, James T. Kirk decides to return to Starfleet. He returns with the rank of Admiral and is given an instructor position at Starfleet Academy.

2285:   (ST2) Khan escapes Ceti Alpha V by hijacking USS Reliant. Also, he steals Project Genesis from its creators at the Regula 1 science station.  USS Reliant is destroyed when the Genesis torpedo is detonated aboard the ship by Khan in his attempt to destroy Enterprise which, is under the temporary command of Admiral Kirk. Spock dies after successfully restarting the ship's warp drive, allowing the ship to escape destruction.
             (ST3) Spock's body is reborn on Genesis Planet.  Starship Enterprise is stolen then destroyed by Kirk and crew as they rescue Spock's body, which is later reunited with his katra on his home planet of Vulcan.

2286:   (ST4) Kirk and company save Earth from an alien probe by bringing two humpback whales from the 20th Century to the 23rd Century. Starfleet launches the second Federation starship to bear the name Enterprise. The vessel is a refitted Constitution class ship and bears the registry number, NCC-1701-A. For disobeying direct orders, Kirk is demoted from Admiral to Captain. He is placed in command of the Enterprise-A.

2287:   (ST5) Starship Enterprise-A is hijacked by Spock's half-brother, Sybok, who pursues his visions of God. The Transwarp Development Project is deemed unsuccessful by Starfleet, but believe that Excelsior has potential and decides to refit the ship with standard warp drive and re-designate it as NCC-2000.

2290:   Refit procedures are completed aboard USS Excelsior. Commander Hikaru Sulu, helmsman of Starship Enterprise, is promoted to Captain and assumes command of Excelsior.

2293:   (ST6) Klingon moon Praxis explodes, crippling the Klingon economy, forcing the Khitomer peace accords. Starship Enterprise-A is retired by Starfleet. The ship's senior officers also retire.
             (STG) The modified Excelsior class starship USS Enterprise, NCC-1701-B, is launched under the command of Captain John Harriman. Captain James T. Kirk reported killed on the maiden voyage of the ship.

2294:   Transporting Captain Montgomery Scott (retired) to the Norpin Colony, USS Jenolen disappears en route.

2298:   Tuvok resigns from Starfleet.