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