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Derivatives Realized and Unrealized Gains (Losses) (Details) - White Mountains Life Re - USD ($)
$ in Millions
3 Months Ended
Mar. 31, 2016
Dec. 31, 2016
Dec. 31, 2015
Variable Annuity Reinsurance [Line Items]      
Derivative, Fair Value, Amount Offset Against Collateral, Net $ 13.1    
Realized and unrealized derivative gains (losses) recognized in other revenues and carrying values of instruments      
Realized and unrealized gains (losses) (1.7)    
Derivative, fair value, net 13.1 $ 0.0 $ 20.1
Derivative Transfers In (Out), Net 0.0    
Fair Value Derivatives Measured on Recurring Basis, Asset Sales and Settlements 5.3    
Fixed income/interest rate      
Realized and unrealized derivative gains (losses) recognized in other revenues and carrying values of instruments      
Realized and unrealized gains (losses) 1.8    
Derivative, fair value, net   0.0  
Foreign exchange      
Realized and unrealized derivative gains (losses) recognized in other revenues and carrying values of instruments      
Realized and unrealized gains (losses) (4.2)    
Derivative, fair value, net   0.0  
Equity      
Realized and unrealized derivative gains (losses) recognized in other revenues and carrying values of instruments      
Realized and unrealized gains (losses) 0.7    
Derivative, fair value, net   $ 0.0  
Level 2 Inputs      
Realized and unrealized derivative gains (losses) recognized in other revenues and carrying values of instruments      
Realized and unrealized gains (losses) 1.1    
Derivative, fair value, net 10.3   16.5
Derivative Transfers In (Out), Net 0.0    
Fair Value Derivatives Measured on Recurring Basis, Asset Sales and Settlements 7.3    
Level 1 Inputs      
Realized and unrealized derivative gains (losses) recognized in other revenues and carrying values of instruments      
Realized and unrealized gains (losses) (4.0)    
Derivative, fair value, net 0.2   0.9
Derivative Transfers In (Out), Net 0.0    
Fair Value Derivatives Measured on Recurring Basis, Asset Sales and Settlements (3.3)    
Fair Value, Inputs, Level 3 [Member] | Variable Annuity      
Variable Annuity Reinsurance [Line Items]      
Fair Value, Measurement with Unobservable Inputs Reconciliations, Recurring Basis, Liability Value 0.1   (0.3)
Realized and unrealized derivative gains (losses) recognized in other revenues and carrying values of instruments      
Fair Value, Measurement with Unobservable Inputs Reconciliation, Recurring Basis, Liability, Gain (Loss) Included in Earnings (0.4)    
Fair Value, Measurement with Unobservable Inputs Reconciliation, Recurring Basis, Asset, Transfers 0.0    
Fair Value Measurement with Unobservable Inputs, Reconciliation, Recurring Basis, Liability Sales or Settlements 0.0    
Fair Value, Inputs, Level 3 [Member] | Derivative [Member]      
Realized and unrealized derivative gains (losses) recognized in other revenues and carrying values of instruments      
Realized and unrealized gains (losses) 1.2    
Derivative, fair value, net 2.6   $ 2.7
Derivative Transfers In (Out), Net 0.0    
Fair Value Derivatives Measured on Recurring Basis, Asset Sales and Settlements $ 1.3