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Employee Share-Based Incentive Compensation Plans (OneBeason - Peformance Shares) (Details) (USD $)
In Millions, except Share data, unless otherwise specified
3 Months Ended
Mar. 31, 2015
Mar. 31, 2014
Dec. 31, 2014
Expense Amortized      
Accrued expense at the beginning of period     $ 184.6wtm_IncentiveCompensationPayable
Accrued expense at the end of the period 100.5wtm_IncentiveCompensationPayable   184.6wtm_IncentiveCompensationPayable
OneBeacon | Performance Share | One Beacon Long Term Incentive Plan      
Share-based compensation arrangement by share-based payment award      
Vesting Period 3 years    
OneBeacon | One Beacon Long Term Incentive Plan | Range Of Performance Cycle From 2012 To 2014 [Member]      
Expense Amortized      
Percentage of target payout - minimum actual 45.70%wtm_ShareBasedCompensationArrangementByShareBasedPaymentAwardPayoutForMinimumGrowthTargetPercentage
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
/ wtm_ShareBasedCompensationArrangementByPerformanceSharesAwardPerformanceCycleAxis
= wtm_RangeOfPerformanceCycleFrom2012To2014Member
   
OneBeacon | One Beacon Long Term Incentive Plan | Performance Cycle 2011 to 2013      
Expense Amortized      
Percentage of target payout - minimum actual 37.10%wtm_ShareBasedCompensationArrangementByShareBasedPaymentAwardPayoutForMinimumGrowthTargetPercentage
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
/ wtm_ShareBasedCompensationArrangementByPerformanceSharesAwardPerformanceCycleAxis
= wtm_RangeOfPerformanceCycleFrom2011To2013Member
   
OneBeacon | One Beacon Long Term Incentive Plan | Performance Share      
Target Performance Shares Outstanding      
Beginning of period (in shares) 517,470us-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
 
Shares paid or expired (in shares) (181,290)wtm_ShareBasedCompensationArrangementByShareBasedPaymentAwardEquityInstrumentsOtherThanOptionsTargetSharesPaidInPeriod
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
(142,138)wtm_ShareBasedCompensationArrangementByShareBasedPaymentAwardEquityInstrumentsOtherThanOptionsTargetSharesPaidInPeriod
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
 
New grants (in shares) 154,887us-gaap_ShareBasedCompensationArrangementByShareBasedPaymentAwardEquityInstrumentsOtherThanOptionsGrantsInPeriod
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
165,800us-gaap_ShareBasedCompensationArrangementByShareBasedPaymentAwardEquityInstrumentsOtherThanOptionsGrantsInPeriod
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
 
Assumed forfeitures and cancellations (28,920)us-gaap_ShareBasedCompensationArrangementByShareBasedPaymentAwardEquityInstrumentsOtherThanOptionsForfeitedInPeriod
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
(4,145)us-gaap_ShareBasedCompensationArrangementByShareBasedPaymentAwardEquityInstrumentsOtherThanOptionsForfeitedInPeriod
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
 
Ending of period (in shares) 462,147us-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
 
Expense Amortized      
Accrued expense at the beginning of period 3.4wtm_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
 
Payments and deferrals (1.5)wtm_ShareBasedCompensationArrangementByShareBasedPaymentAwardEquityInstrumentsOtherThanOptionsAmountsPaidInPeriod
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
(1.0)wtm_ShareBasedCompensationArrangementByShareBasedPaymentAwardEquityInstrumentsOtherThanOptionsAmountsPaidInPeriod
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
 
Assumed forfeitures and cancellations 0wtm_EmployeeServiceShareBasedCompensationNonvestedAwardsForfeitedInPeriodTotalCompensationCostNotYetRecognized
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
0wtm_EmployeeServiceShareBasedCompensationNonvestedAwardsForfeitedInPeriodTotalCompensationCostNotYetRecognized
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
 
Expense recognized 0.2us-gaap_AllocatedShareBasedCompensationExpense
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
0.6us-gaap_AllocatedShareBasedCompensationExpense
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember
 
Accrued expense at the end of the period 2.1wtm_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
 
Additional compensation cost that would be recognized if all outstanding performance shares vested 3.3us-gaap_EmployeeServiceShareBasedCompensationNonvestedAwardsTotalCompensationCostNotYetRecognized
/ us-gaap_AwardTypeAxis
= us-gaap_PerformanceSharesMember
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
/ us-gaap_PlanNameAxis
= wtm_LongTermIncentivePlanMember