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Derivatives (Realized and Unrealized Gains (Losses) (Details) (White Mountains Life Re, USD $)
In Millions, unless otherwise specified
3 Months Ended
Mar. 31, 2015
Mar. 31, 2014
Dec. 31, 2014
Dec. 31, 2013
Realized and unrealized derivative gains (losses) recognized in other revenues and carrying values of instruments        
Realized and unrealized gains (losses) $ (5.5)us-gaap_DerivativeGainLossOnDerivativeNet $ (6.6)us-gaap_DerivativeGainLossOnDerivativeNet    
Derivative, fair value, net 47.0us-gaap_DerivativeFairValueOfDerivativeNet 89.6us-gaap_DerivativeFairValueOfDerivativeNet 56.4us-gaap_DerivativeFairValueOfDerivativeNet 69.2us-gaap_DerivativeFairValueOfDerivativeNet
Fixed income/interest rate        
Realized and unrealized derivative gains (losses) recognized in other revenues and carrying values of instruments        
Realized and unrealized gains (losses) 9.3us-gaap_DerivativeGainLossOnDerivativeNet
/ us-gaap_DerivativeInstrumentRiskAxis
= us-gaap_InterestRateContractMember
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(6.4)us-gaap_DerivativeGainLossOnDerivativeNet
/ us-gaap_DerivativeInstrumentRiskAxis
= us-gaap_InterestRateContractMember
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
   
Derivative, fair value, net 3.7us-gaap_DerivativeFairValueOfDerivativeNet
/ us-gaap_DerivativeInstrumentRiskAxis
= us-gaap_InterestRateContractMember
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
  (1.7)us-gaap_DerivativeFairValueOfDerivativeNet
/ us-gaap_DerivativeInstrumentRiskAxis
= us-gaap_InterestRateContractMember
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
 
Foreign exchange        
Realized and unrealized derivative gains (losses) recognized in other revenues and carrying values of instruments        
Realized and unrealized gains (losses) (12.1)us-gaap_DerivativeGainLossOnDerivativeNet
/ us-gaap_DerivativeInstrumentRiskAxis
= us-gaap_ForeignExchangeContractMember
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(6.5)us-gaap_DerivativeGainLossOnDerivativeNet
/ us-gaap_DerivativeInstrumentRiskAxis
= us-gaap_ForeignExchangeContractMember
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
   
Derivative, fair value, net 35.3us-gaap_DerivativeFairValueOfDerivativeNet
/ us-gaap_DerivativeInstrumentRiskAxis
= us-gaap_ForeignExchangeContractMember
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
  44.1us-gaap_DerivativeFairValueOfDerivativeNet
/ us-gaap_DerivativeInstrumentRiskAxis
= us-gaap_ForeignExchangeContractMember
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
 
Equity        
Realized and unrealized derivative gains (losses) recognized in other revenues and carrying values of instruments        
Realized and unrealized gains (losses) (2.7)us-gaap_DerivativeGainLossOnDerivativeNet
/ us-gaap_DerivativeInstrumentRiskAxis
= us-gaap_EquityContractMember
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
6.3us-gaap_DerivativeGainLossOnDerivativeNet
/ us-gaap_DerivativeInstrumentRiskAxis
= us-gaap_EquityContractMember
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
   
Derivative, fair value, net $ 8.0us-gaap_DerivativeFairValueOfDerivativeNet
/ us-gaap_DerivativeInstrumentRiskAxis
= us-gaap_EquityContractMember
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
  $ 14.0us-gaap_DerivativeFairValueOfDerivativeNet
/ us-gaap_DerivativeInstrumentRiskAxis
= us-gaap_EquityContractMember
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember