Crystal Exarch G'raha explains the process of Rejoining in detail after you collect Alphinaud and Alisae for the Shadowbringers campaign, but to put it shortly, there is no singular event on the Source or Shard that signifies the barriers as having cracked. Finding this out is simply a matter of observing aetherial activity, as the excess elemental aether creates disturbances on the shard and Source both. The excess Light on the First led to the Flood of Light (a century ago), the infestation of Sin Eaters, and the perpetual daytime that lasts until the Lightwardens are vanquished; on the Source it was observed by the thinning of aether, evidenced by deaspected crystals popping up (as excess Light aether essentially nullifies aetherial activity). The effects of that elemental aether are also magnified on the Source while the shard is imbalanced, which is why the Black Rose poison was so potent in the bad future Crystal Exarch G'raha hails from.
"Cracking" the barrier between Source and shard is simply a matter of letting the excess elemental aether from a shard trickle into the Source for long enough. This eventually causes a Calamity on the Source, which is a result of the shard collapsing and all the excess elemental aether being unleashed upon the Source.
This is the clearest picture we have of the process of Rejoining.Originally Posted by Crystal Exarch G'raha