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Derivatives (Additional Collateral) (Details) (White Mountains Life Re, USD $)
In Millions, unless otherwise specified
Dec. 31, 2014
Dec. 31, 2013
Dec. 31, 2012
Credit risk on derivative instruments      
Collateral Cash and Investments $ 33.2wtm_CollateralCashAndInvestments $ 81.3wtm_CollateralCashAndInvestments $ 393.6wtm_CollateralCashAndInvestments
Cash
     
Credit risk on derivative instruments      
Derivative Collateral Right to Reclaim 23.7wtm_DerivativeCollateralRightToReclaim
/ us-gaap_InvestmentTypeAxis
= us-gaap_CashAndCashEquivalentsMember
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
56.1wtm_DerivativeCollateralRightToReclaim
/ us-gaap_InvestmentTypeAxis
= us-gaap_CashAndCashEquivalentsMember
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
 
Short-term investments
     
Credit risk on derivative instruments      
Derivative Collateral Right to Reclaim 0wtm_DerivativeCollateralRightToReclaim
/ us-gaap_InvestmentTypeAxis
= us-gaap_ShortTermInvestmentsMember
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
2.0wtm_DerivativeCollateralRightToReclaim
/ us-gaap_InvestmentTypeAxis
= us-gaap_ShortTermInvestmentsMember
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
 
Fixed maturity investments
     
Credit risk on derivative instruments      
Derivative Collateral Right to Reclaim $ 9.5wtm_DerivativeCollateralRightToReclaim
/ us-gaap_InvestmentTypeAxis
= us-gaap_FixedMaturitiesMember
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
$ 23.2wtm_DerivativeCollateralRightToReclaim
/ us-gaap_InvestmentTypeAxis
= us-gaap_FixedMaturitiesMember
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember