Here is the full list of all 28 Massive Chalice achievements.
Completed the game on Normal Difficulty
Completed an IRON game (any Difficulty)
Survived 300 years (Reached year 301)
Deployed a Vanguard of 5 different classes
Survived 150 years (Reached year 151)
Kill 4 or more enemies with one attack
Adopted multiple children into the same Keep
Received your first Relic
Killed 5 or more enemies with a drunk hero in one tactical battle
Survived 50 years (Reached year 51)
Appointed a Standard
Your first hero came of age
Appointed a Sagewright
The first baby was born
Arranged your first Marriage
Defended your first Keep
Killed an enemy with a Burst Bush
Completed the game on Hard Difficulty
Completed the game on Brütal Difficulty
Completed an IRON game (Brütal Difficulty)
Built a building in every Region
Beat a tactical battle where every hero is over 60 years old
Beat a tactical battle without taking any damage
Progressed a Relic to its maximum level
Deployed a Vanguard with only Cadence Weapons, Armor, and Items
Killed 50 or more enemies with one hero
Took at least 3 of your 5 initial Vanguard Bloodlines all the way to the Final Battle
Defeated an enemy from the past