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Retirement and Postretirement Plans (Benefit Obligations) (Details) (USD $)
In Millions, unless otherwise specified
12 Months Ended
Dec. 31, 2014
Dec. 31, 2013
Dec. 31, 2012
Change in projected benefit obligation:      
Projected benefit obligation at beginning of year $ 102.9us-gaap_DefinedBenefitPlanBenefitObligation $ 119.5us-gaap_DefinedBenefitPlanBenefitObligation  
Service cost 0.6us-gaap_DefinedBenefitPlanServiceCost 0.8us-gaap_DefinedBenefitPlanServiceCost 0.7us-gaap_DefinedBenefitPlanServiceCost
Interest cost 4.7us-gaap_DefinedBenefitPlanInterestCost 4.2us-gaap_DefinedBenefitPlanInterestCost 4.7us-gaap_DefinedBenefitPlanInterestCost
Special termination benefits expense 0.3us-gaap_DefinedBenefitPlanCostOfProvidingSpecialOrContractualTerminationBenefitRecognizedDuringPeriod 0.3us-gaap_DefinedBenefitPlanCostOfProvidingSpecialOrContractualTerminationBenefitRecognizedDuringPeriod 0.6us-gaap_DefinedBenefitPlanCostOfProvidingSpecialOrContractualTerminationBenefitRecognizedDuringPeriod
Assumption changes 17.5us-gaap_DefinedBenefitPlanPlanAmendments (13.0)us-gaap_DefinedBenefitPlanPlanAmendments  
Actuarial loss (gain) 1.1us-gaap_DefinedBenefitPlanActuarialGainLoss (0.5)us-gaap_DefinedBenefitPlanActuarialGainLoss  
Benefits and expenses paid with plan assets (5.2)wtm_DefinedBenefitPlanBenefitsAndExpensesPaidNetOfParticipantContributions (6.2)wtm_DefinedBenefitPlanBenefitsAndExpensesPaidNetOfParticipantContributions  
Benefits paid directly by OneBeacon (2.2)us-gaap_DefinedBenefitPlanBenefitsPaid (2.2)us-gaap_DefinedBenefitPlanBenefitsPaid  
Projected benefit obligation at end of year 119.7us-gaap_DefinedBenefitPlanBenefitObligation 102.9us-gaap_DefinedBenefitPlanBenefitObligation 119.5us-gaap_DefinedBenefitPlanBenefitObligation
Change in plan assets:      
Fair value of plan assets at beginning of year 142.8us-gaap_DefinedBenefitPlanFairValueOfPlanAssets 124.7us-gaap_DefinedBenefitPlanFairValueOfPlanAssets  
Actual return on plan assets 8.4us-gaap_DefinedBenefitPlanActualReturnOnPlanAssets 24.3us-gaap_DefinedBenefitPlanActualReturnOnPlanAssets  
Benefits and expenses paid with plan assets (5.2)wtm_DefinedBenefitPlanBenefitsAndExpensesPaidNetOfParticipantContributions (6.2)wtm_DefinedBenefitPlanBenefitsAndExpensesPaidNetOfParticipantContributions  
Fair value of plan assets at end of year 146.0us-gaap_DefinedBenefitPlanFairValueOfPlanAssets 142.8us-gaap_DefinedBenefitPlanFairValueOfPlanAssets 124.7us-gaap_DefinedBenefitPlanFairValueOfPlanAssets
Funded status at end of year 26.3us-gaap_DefinedBenefitPlanFundedStatusOfPlan 39.9us-gaap_DefinedBenefitPlanFundedStatusOfPlan  
Amounts recognized in the financial statements      
Net assets of the Qualified Plan recorded in other assets 53.4us-gaap_DefinedBenefitPlanAssetsForPlanBenefitsCurrentAndNoncurrent 64.1us-gaap_DefinedBenefitPlanAssetsForPlanBenefitsCurrentAndNoncurrent  
Net liabilities of the Non-qualified Plan recorded in other liabilities (27.1)us-gaap_PensionAndOtherPostretirementDefinedBenefitPlansLiabilitiesCurrentAndNoncurrent (24.2)us-gaap_PensionAndOtherPostretirementDefinedBenefitPlansLiabilitiesCurrentAndNoncurrent  
Defined Benefit Plan, Amounts Recognized in Balance Sheet 26.3us-gaap_DefinedBenefitPlanAmountsRecognizedInBalanceSheet 39.9us-gaap_DefinedBenefitPlanAmountsRecognizedInBalanceSheet  
Qualified Plan [Member]      
Change in plan assets:      
Fair value of plan assets at end of year 143.2us-gaap_DefinedBenefitPlanFairValueOfPlanAssets
/ us-gaap_DefinedBenefitPlansDisclosuresDefinedBenefitPlansAxis
= us-gaap_PensionPlansDefinedBenefitMember
142.1us-gaap_DefinedBenefitPlanFairValueOfPlanAssets
/ us-gaap_DefinedBenefitPlansDisclosuresDefinedBenefitPlansAxis
= us-gaap_PensionPlansDefinedBenefitMember
 
Amounts recognized in the financial statements      
Net assets of the Qualified Plan recorded in other assets 53.4us-gaap_DefinedBenefitPlanAssetsForPlanBenefitsCurrentAndNoncurrent
/ us-gaap_DefinedBenefitPlansDisclosuresDefinedBenefitPlansAxis
= us-gaap_PensionPlansDefinedBenefitMember
   
Other Postretirement Benefit Plan, Defined Benefit [Member]      
Amounts recognized in the financial statements      
Net liabilities of the Non-qualified Plan recorded in other liabilities (27.1)us-gaap_PensionAndOtherPostretirementDefinedBenefitPlansLiabilitiesCurrentAndNoncurrent
/ us-gaap_DefinedBenefitPlansDisclosuresDefinedBenefitPlansAxis
= us-gaap_OtherPostretirementBenefitPlansDefinedBenefitMember
   
Other Postretirement Benefit Plan, Defined Benefit [Member] | OneBeacon Ltd.      
Change in plan assets:      
Amount set aside in irrevocable rabbi trust $ 18.2wtm_DefinedBenefitPlanAmountSetAsideUnderIrrevocableTrustForBenefitOfPlanParticipant
/ us-gaap_DefinedBenefitPlansDisclosuresDefinedBenefitPlansAxis
= us-gaap_OtherPostretirementBenefitPlansDefinedBenefitMember
/ dei_LegalEntityAxis
= wtm_OneBeaconInsuranceGroupLtdMember