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Derivatives (Pre-Tax Operating Results of WM Life Re) (Details) (USD $)
In Millions, unless otherwise specified
3 Months Ended 12 Months Ended
Dec. 31, 2014
Sep. 30, 2014
Jun. 30, 2014
Mar. 31, 2014
Dec. 31, 2013
Sep. 30, 2013
Jun. 30, 2013
Mar. 31, 2013
Dec. 31, 2014
Dec. 31, 2013
Dec. 31, 2012
Pre-tax operating results of WM Life Re                      
Total revenues $ 689.7us-gaap_Revenues $ 589.4us-gaap_Revenues $ 652.8us-gaap_Revenues $ 578.3us-gaap_Revenues $ 626.6us-gaap_Revenues $ 574.1us-gaap_Revenues $ 489.3us-gaap_Revenues $ 627.4us-gaap_Revenues $ 2,510.2us-gaap_Revenues $ 2,317.4us-gaap_Revenues $ 2,435.7us-gaap_Revenues
General and administrative expenses                 (288.2)us-gaap_GeneralAndAdministrativeExpense (181.3)us-gaap_GeneralAndAdministrativeExpense (182.2)us-gaap_GeneralAndAdministrativeExpense
Pre-tax income 46.2us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments 34.4us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments 109.0us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments 112.1us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments 134.2us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments 55.3us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments 3.6us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments 151.8us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments 301.7us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments 344.9us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments 262.8us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments
White Mountains Life Re                      
Pre-tax operating results of WM Life Re                      
Fees, included in other revenue                 18.6us-gaap_InsuranceCommissionsAndFees
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
25.0us-gaap_InsuranceCommissionsAndFees
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
31.8us-gaap_InsuranceCommissionsAndFees
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
Change in Fair Value of Variable Annuity Liability, included in other revenues                 52.9wtm_GainLossOnVariableAnnuityLiabilitiesFromChangesAssociatedWithProjectedSurrenderAssumptions
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
378.5wtm_GainLossOnVariableAnnuityLiabilitiesFromChangesAssociatedWithProjectedSurrenderAssumptions
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
312.8wtm_GainLossOnVariableAnnuityLiabilitiesFromChangesAssociatedWithProjectedSurrenderAssumptions
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
Change in fair value of derivatives, included in other revenue                 (72.4)us-gaap_DerivativeGainLossOnDerivativeNet
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(402.0)us-gaap_DerivativeGainLossOnDerivativeNet
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(339.0)us-gaap_DerivativeGainLossOnDerivativeNet
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
Foreign exchange, included in other revenue                 (3.2)wtm_ForeignExchangeDerivativesGainLoss
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(14.5)wtm_ForeignExchangeDerivativesGainLoss
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(30.3)wtm_ForeignExchangeDerivativesGainLoss
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
Other investment income and (losses) gains                 (1.4)wtm_OtherInvestmentIncomeAndGainLossOnInvestments
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(7.1)wtm_OtherInvestmentIncomeAndGainLossOnInvestments
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
2.5wtm_OtherInvestmentIncomeAndGainLossOnInvestments
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
Total revenues                 (5.5)us-gaap_Revenues
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(20.1)us-gaap_Revenues
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(22.2)us-gaap_Revenues
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
Change in fair value of variable annuity death benefit liabilities, included in general and administrative expenses                 0.6wtm_GainLossOnLiabilityForDeathBenefit
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
10.2wtm_GainLossOnLiabilityForDeathBenefit
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
14.2wtm_GainLossOnLiabilityForDeathBenefit
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
Death benefit claims paid, included in general and administrative expenses                 (0.1)us-gaap_LiabilityForFuturePolicyBenefitsBenefitsPaid
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(1.9)us-gaap_LiabilityForFuturePolicyBenefitsBenefitsPaid
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(5.7)us-gaap_LiabilityForFuturePolicyBenefitsBenefitsPaid
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
General and administrative expenses                 (4.3)us-gaap_GeneralAndAdministrativeExpense
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(4.9)us-gaap_GeneralAndAdministrativeExpense
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(5.2)us-gaap_GeneralAndAdministrativeExpense
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
Pre-tax income                 (9.3)us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(16.7)us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(18.9)us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
Level 3 | Projected Surrender Assumption [Member] | White Mountains Life Re                      
Pre-tax operating results of WM Life Re                      
Change in fair value of derivatives, included in other revenue                 $ (0.2)us-gaap_DerivativeGainLossOnDerivativeNet
/ us-gaap_DerivativeInstrumentsGainLossByHedgingRelationshipAxis
= wtm_ProjectedSurrenderAssumptionMember
/ us-gaap_FairValueByFairValueHierarchyLevelAxis
= us-gaap_FairValueInputsLevel3Member
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
$ 7.2us-gaap_DerivativeGainLossOnDerivativeNet
/ us-gaap_DerivativeInstrumentsGainLossByHedgingRelationshipAxis
= wtm_ProjectedSurrenderAssumptionMember
/ us-gaap_FairValueByFairValueHierarchyLevelAxis
= us-gaap_FairValueInputsLevel3Member
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember