2151: USS Enterprise NX-01, the first Warp Five ship of human design, launches. What follows is a new era in human exploration and involvement in affairs of the galaxy. (ENT begins)
2153: The events of the Xindi Incident unfold, in which the Xindi Council launches a surprise attack on Earth that kills seven million people. Earth's response ends in a diplomatic resolution when the Enterprise NX-01 assists in resolving internal Xindi political conflict.
2155: The xenophobic terrorist group Terra Prime attempt an attack on Starfleet Command in an effort to force all aliens from the Sol system. They fail, paving the way to closer human-alien relations. (ENT ends)
2155: The USS Defiant NCC-1764 captured from Tholians by Terran Empire of the Mirror Universe. This results in the founding of the Sato Dynasty
2156: The Earth-Romulan War Begins
2160: The Earth-Romulan War Ends
2161: The Founding of the Federation
Events of Note
2245: The USS Enterprise NCC-1701 is launched from the San Francisco Fleet Yards and named after one of the most famous ships in human history. Captain Robert April assumes command.
2254: Launch of USS Defiant NCC-1764
USS Enterprise NCC-1701 encounters the Talosians. The danger of their mission results in the Federation imposing General Order 7, forbidding anyone from approaching or making contact with the planet, under penalty of death (The Cage)
2256: The First Klingon-Federation War with the Battle of the Binary Stars. Starfleet suffers heavier losses, but the Klingons enter the war with their figurehead T'Kuvma already martyred. (DISCO begins)
2257: The Federation-Klingon War ends
2265: USS Enterprise NCC-1701 crosses the Galactic Barrier (TOS begins)
2268: USS Defiant NCC-1764 vanishes
2269: After a mission to Camus II, the USS Enterprise narrowly averts a mutiny when it is discovered Captain Kirk has been replaced by an impostor (TOS ends)
2279: A mysterious energy cloud later identified as V’ger attacks Federation holdings, but is turned back after diplomatic engagement with the Enterprise (The Motion Picture)
2285: The Genesis Device is stolen by Khan Noonien Singh and detonated inside the Mutara Nebula, forming a new planet, Genesis (Wrath of Khan)
The Genesis planet is found to be highly unstable and tears itself apart soon after its creation (Search for Spock)
USS Enterprise NCC-1701 lost over Genesis
Earth is attacked by a probe attempting to communicate with life in Earth's oceans. A world-ending catastrophe is averted only when their message is responded to by humpback whales (The Voyage Home)
2287: Launch of the USS Enterprise NCC-1701-A
The USS Enterprise visits the Centre of the Galaxy (The Final Frontier)
2293: The detonation of Praxis, a Klingon moon, throws the Klingon Empire into chaos. However, the resulting First Khitomer Accord brings peace between the Federation and Klingons (The Undiscovered Country)
USS Enterprise NCC-1701-A retired
Launch of the Enterprise NCC-1701-B (Generations)
Events of Note
2325: USS Enterprise NCC-1701-B retired
Launch of the USS Enterprise NCC-1701-C
2344: The USS Enterprise assists a Klingon outpost on Narendra III, under attack by the Romulan Star Empire. While the Enterprise was lost, the act of self-sacrifice earned the respect of the Klingon Empire and ushered in a new era of peace and cooperation between the Empire and the Federation.
2347: Hostilities break out between the Federation and the Cardassian Union in the Federation-Cardassian War. These initial conflicts include the Cardassian attack on Setlik III.
2364: The Federation makes first contact with a representative of the Q Continuum (TNG begins)
2366: A truce between the Federation and Cardassia is reached. Though hostilities of the last six years have been on the scale of minor skirmishes, this ends the conflict and begins the several-year process towards a treaty.
2367: The Klingon Civil War begins as the House of Duras challenges the installation of Gowron as Chancellor
2368: Klingon Civil War ends with the defeat of the forces of Duras and the discovery of the House of Duras's Romulan backing
2369: The crew of Deep Space 9 discover a stable wormhole connecting to the Gamma Quadrant in close proximity to the planet Bajor (DS9 begins)