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Employee Share-Based Incentive Compensation Plans (OneBeacon - Performance Shares Outstanding) (Details) (USD $)
In Millions, except Share data, unless otherwise specified
Mar. 31, 2015
Dec. 31, 2014
Mar. 31, 2014
Dec. 31, 2013
Share-based compensation arrangement by share-based payment award        
Accrued incentive compensation $ 100.5wtm_IncentiveCompensationPayable $ 184.6wtm_IncentiveCompensationPayable    
OneBeacon | Performance Share | One Beacon Long Term Incentive Plan        
Share-based compensation arrangement by share-based payment award        
Target Performance Shares Outstanding 473,997wtm_ShareBasedCompensationArrangementByShareBasedPaymentAwardEquityInstrumentsOtherThanOptionsNonvestedNumberBeforeForfeitures
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
     
Incentive Compensation Payable before Forfeitures 2.1wtm_IncentiveCompensationPayableBeforeForfeitures
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
     
Target Performance Shares Outstanding, Assumed forfeitures (11,850)wtm_ShareBasedCompensationArrangementByShareBasedPaymentAwardEquityInstrumentsOtherThanOptionsAssumedForfeitures
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
     
Accrued Expense, Assumed forfeitures 0wtm_ShareBasedCompensationArrangementByShareBasedPaymentAwardEquityInstrumentsOtherThanOptionsAssumedForfeituresAmount
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
     
Total Target Performance Shares Outstanding 462,147us-gaap_ShareBasedCompensationArrangementByShareBasedPaymentAwardEquityInstrumentsOtherThanOptionsNonvestedNumber
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
517,470us-gaap_ShareBasedCompensationArrangementByShareBasedPaymentAwardEquityInstrumentsOtherThanOptionsNonvestedNumber
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
512,938us-gaap_ShareBasedCompensationArrangementByShareBasedPaymentAwardEquityInstrumentsOtherThanOptionsNonvestedNumber
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
493,421us-gaap_ShareBasedCompensationArrangementByShareBasedPaymentAwardEquityInstrumentsOtherThanOptionsNonvestedNumber
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
Accrued incentive compensation 2.1wtm_IncentiveCompensationPayable
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
3.4wtm_IncentiveCompensationPayable
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
3.6wtm_IncentiveCompensationPayable
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
4.0wtm_IncentiveCompensationPayable
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
OneBeacon | Performance Share | One Beacon Long Term Incentive Plan | Performance Cycle 2015 to 2017        
Share-based compensation arrangement by share-based payment award        
Target Performance Shares Outstanding 154,887wtm_ShareBasedCompensationArrangementByShareBasedPaymentAwardEquityInstrumentsOtherThanOptionsNonvestedNumberBeforeForfeitures
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
/ wtm_ShareBasedCompensationArrangementByPerformanceSharesAwardPerformanceCycleAxis
= wtm_RangeOfPerformanceCycleFrom2015to2017Member
     
Incentive Compensation Payable before Forfeitures 0.2wtm_IncentiveCompensationPayableBeforeForfeitures
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
/ wtm_ShareBasedCompensationArrangementByPerformanceSharesAwardPerformanceCycleAxis
= wtm_RangeOfPerformanceCycleFrom2015to2017Member
     
OneBeacon | Performance Share | One Beacon Long Term Incentive Plan | Performance Cycle 2014 to 2016        
Share-based compensation arrangement by share-based payment award        
Target Performance Shares Outstanding 151,810wtm_ShareBasedCompensationArrangementByShareBasedPaymentAwardEquityInstrumentsOtherThanOptionsNonvestedNumberBeforeForfeitures
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
/ wtm_ShareBasedCompensationArrangementByPerformanceSharesAwardPerformanceCycleAxis
= wtm_RangeOfPerformanceCycleFrom20142016Member
     
Incentive Compensation Payable before Forfeitures 0.5wtm_IncentiveCompensationPayableBeforeForfeitures
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
/ wtm_ShareBasedCompensationArrangementByPerformanceSharesAwardPerformanceCycleAxis
= wtm_RangeOfPerformanceCycleFrom20142016Member
     
OneBeacon | Performance Share | One Beacon Long Term Incentive Plan | Performance Cycle 2013 to 2015        
Share-based compensation arrangement by share-based payment award        
Target Performance Shares Outstanding 167,300wtm_ShareBasedCompensationArrangementByShareBasedPaymentAwardEquityInstrumentsOtherThanOptionsNonvestedNumberBeforeForfeitures
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
/ wtm_ShareBasedCompensationArrangementByPerformanceSharesAwardPerformanceCycleAxis
= wtm_RangeOfPerformanceCycleFrom2013To2015Member
     
Incentive Compensation Payable before Forfeitures $ 1.4wtm_IncentiveCompensationPayableBeforeForfeitures
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
/ wtm_ShareBasedCompensationArrangementByPerformanceSharesAwardPerformanceCycleAxis
= wtm_RangeOfPerformanceCycleFrom2013To2015Member