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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
Mar. 31, 2015
Mar. 31, 2014
Dec. 31, 2014
Pre-tax operating results of WM Life Re      
Total revenues $ 656.8us-gaap_Revenues $ 578.7us-gaap_Revenues $ 578.7us-gaap_Revenues
General and administrative expenses (116.4)us-gaap_GeneralAndAdministrativeExpense (50.3)us-gaap_GeneralAndAdministrativeExpense (50.3)us-gaap_GeneralAndAdministrativeExpense
Pre-tax income from continuing operations 86.8us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments 112.5us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments 112.5us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments
White Mountains Life Re      
Pre-tax operating results of WM Life Re      
Fees, included in other revenue 3.0us-gaap_InsuranceCommissionsAndFees
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
5.4us-gaap_InsuranceCommissionsAndFees
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
 
Change in fair value of variable annuity liability, included in other revenue 0.4wtm_GainLossOnVariableAnnuityLiabilitiesFromChangesAssociatedWithProjectedSurrenderAssumptions
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(1.3)wtm_GainLossOnVariableAnnuityLiabilitiesFromChangesAssociatedWithProjectedSurrenderAssumptions
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
 
Realized and unrealized gains (losses) (5.5)us-gaap_DerivativeGainLossOnDerivativeNet
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(6.6)us-gaap_DerivativeGainLossOnDerivativeNet
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
 
Foreign exchange, included in other revenue (1.1)wtm_ForeignExchangeDerivativesGainLoss
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
0.2wtm_ForeignExchangeDerivativesGainLoss
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
 
Other investment income and (losses) gains 0wtm_OtherInvestmentIncomeAndGainLossOnInvestments
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
0.4wtm_OtherInvestmentIncomeAndGainLossOnInvestments
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
 
Total revenues (3.2)us-gaap_Revenues
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(1.9)us-gaap_Revenues
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
 
Change in fair value of variable annuity death benefit liabilities, included in other general and administrative expenses 0wtm_GainLossOnLiabilityForDeathBenefit
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
0wtm_GainLossOnLiabilityForDeathBenefit
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
 
Death benefit claims paid, included in general and administrative expenses 0us-gaap_LiabilityForFuturePolicyBenefitsBenefitsPaid
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
0us-gaap_LiabilityForFuturePolicyBenefitsBenefitsPaid
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
 
General and administrative expenses (1.4)us-gaap_GeneralAndAdministrativeExpense
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
(1.3)us-gaap_GeneralAndAdministrativeExpense
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
 
Pre-tax income from continuing operations $ (4.6)us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember
$ (3.2)us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesMinorityInterestAndIncomeLossFromEquityMethodInvestments
/ dei_LegalEntityAxis
= wtm_WhiteMountainsLifeReMember